John Andraos                                                                                                        

Department of Chemistry, York University, 4700 Keele Street, Toronto, ON  M3J 1P3

E-mail:  c1000@careerchem.com    Webpage:  http://www.chem.yorku.ca/NAMED  http://www.careerchem.com/MainFrame.html

 

EDUCATION

 

Ph.D., University of Toronto, Toronto, CANADA; Organic Chemistry

1992

 

B.Sc., University of Toronto, Toronto, CANADA; Biochemistry

1987

 

 

PROFESSIONAL EXPERIENCE

 

Founder of CareerChem, National Directory of Departments of Chemistry in Canada website

2000 - present

Green chemistry book author, Taylor & Francis, CRC Press

2007 - present

Consultant for pharmaceutical industry

(Merck & Co., NJ; Row2 Technologies, NJ)

2007 – present

 

Course Director and Lecturer, York University, CANADA

CHEM 3070  Industrial and Applied Green Chemistry

CHEM 4100 Research Project Supervisor

CHEM 3021 Organic Chemistry III

CHEM 4023/CHEM 5030 Physical Organic Chemistry

1999 - 2010

Visiting Scholar, University of Toronto, CANADA

1997 – 1998

Junior Research Fellow, The University of Queensland, AUSTRALIA

1995 – 1997

 

NSERC Post-doctoral Fellow, University of Ottawa, CANADA

1992 – 1994

 

 

PROFESSIONAL AND SCHOLASTIC HONOURS

 

President, SigmaXi University of Toronto Chapter

2004 - 2006

Vice-President, SigmaXi University of Toronto Chapter

2003

Nominated and elected to full membership in Sigma-Xi

(U of Toronto Chapter)

1999

Australian Research Council (ARC) Junior Research Award,    

University of Queensland

1996

University of Queensland Post-doctoral Fellowship         

1995 - 1997

NSERC Post-doctoral Fellow, University of Ottawa

1993 - 1994

Ontario Graduate Scholarship, University of Toronto

1989 - 1991

NSERC Post-graduate Fellow, University of Toronto

1987 - 1989

University of Toronto Chemistry Club President

1988 - 1989

Dean's List, University of Toronto                          

1983 - 1987

NSERC Undergraduate Student Research Award, University of Toronto, Tenured in the laboratory of Prof. J. Bryan Jones

1986

F.E. Beamish Prize in Chemistry, University of Toronto  

1985 - 1986

Mary H. Beatty Admission Scholarship, University of Toronto

1983 - 1986

Ontario Youth Medal                                                                        

1985

 

Invited Addresses

 

2011

 

“Green Chemistry’s Impact on Research in and Teaching of Organic Synthesis”, University of Toronto, Toronto, CANADA, October 14, 2011

 

2010

 

“A Database Tool for Process Chemists and Chemical Engineers to Gauge the Material and Synthetic Efficiencies of Synthesis Plans to Industrially Important Targets”, University of Ontario Institute of Technology, Oshawa, CANADA, October 13, 2010

 

2009

 

“Perspectives on Teaching and Research in Green Chemistry”, University of Toronto, Toronto, CANADA, June 5, 2009

 

2008

 

"Green Chemistry Metrics:  Application to Reaction and Synthesis Optimization", Apotex Pharmachem, Inc., April 22, 2008, Brantford, Ontario, CANADA

 

2007

15th International Conference on Organic Process Research and Development, "Getting a Grip on Quantifying How Efficient a Synthesis Plan Is For a Given Target Product", San Diego, California, USA, January 8 - 10, 2007

 

"Getting a Grip on Quantifying How Efficient a Synthesis Plan Is For a Given Target Product", BioVerdant, Inc., San Diego, California, USA, January 11, 2007

 

“Green Chemistry Principles, Metrics and Industrial Implementation”

Three day training course given by Scientific Update LLP

(co-hosted with Dr. Peter L. Spargo)

Le Centre Sheraton, Montreal, June 19 – 21, 2007

 

Determining Product Ratios for Kinetic Schemes Without Rate Laws:  a new method based on directed graphs, 90th CSC Conference and Exhibition, May 26 – 30, 2007, Winnipeg, Manitoba, CANADA (in honour of Prof. A. Jerry Kresge)

 

Green Chemistry Metrics for Reaction and Synthesis Optimization, Merck & Co., Rahway, NJ, October 16, 2007

 

University of Toronto, Sigma-Xi invited address, "The "Algebra" of Organic Synthesis:  Green Chemistry and Synthesis Optimization", November 22, 2007

 

2006

CIC Chair’s Event:  Diversity in Chemical Careers Panel Discussion

“Pursuing an Academic Career in Chemistry”, CSC Conference and Exhibition 2006, Halifax, Nova Scotia, CANADA, May 27 – 31, 2006

 

2005

Green Chemistry and Engineering Education Workshop, Chemical Sciences Roundtable, "Green Chemistry:  Teaching and Research", National Academies, Washington, D.C., USA, November 7 - 8, 2005                        pdf

 

2004

University of Toronto, Sigma-Xi invited address, "Connections in Science:  implications on idea generation and career development", January 22, 2004

 

87th CSC Conference and Exhibition, London, Ontario, "New Paradigms in Teaching and Doing Research in Organic Chemistry", May 31, 2004

 

2003

Concordia University, "Careers in Chemistry:  Pursuing Academic Careers in Canada", 6th Chemistry and Biochemistry Graduate Research Conference, November 15, 2003

 

2000

York University (York Chemical Society), "Did You Know?  A Who's Who of Chemistry", September 22, 2000.

 

PROFESSIONAL TEACHING EXPERIENCE

 

York University and University of Toronto                                          1999 - 2009

Departments of Chemistry, Toronto, CANADA

Course Director and Lecturer

 

Lectured honours undergraduate and graduate level courses in mechanistic, synthetic organic, and industrial chemistry (CHEM 3021/3070/4023/5030 at York, CHM 1045 at U Toronto) covering topics in organic synthesis, environmental ("green") chemistry methods, industrial process chemistry, reaction optimization, mathematics of kinetic systems, linear free energy relationships, proton transfer reactions, isotope effects, and reaction intermediates; 36 one hour sessions held 3 days a week; enrollment: 10 to 50 students.

 

·        Launched first "green chemistry" course in the Department of Chemistry at York University (CHEM 3070:  Industrial and Applied Green Chemistry), 2002

·        Revised course syllabuses including design of writing assignments and problem sets, design of laboratory experiments complementing lecture material, development of critical skills in oral presentations and literature critiquing.

·        Implemented novel pedagogical strategies not found in textbooks including vocabulary listing, flowcharting of concepts, in-class problem solving, and scientist biographical sketching.

·        Upgraded and expanded collection of texts in chemistry at Steacie Science Library (contact Leila Fernandes, Chemistry Liaison Librarian, Steacie Science Library).

·        Developed webpage “Named Things in Chemistry and Physics”, http://www.chem.yorku.ca/NAMED/ and http://www.careerchem.com/NAMED/Homepage.html as a resource database for important concepts in chemistry and physics (related to chemistry) including original scientific citations, scientific genealogies, and biographical references

·        Completed "The University Teaching Practicum", 1999 – 2001 (Co-ordinator:  Prof. Pat Rogers)

·        Completed "TeachTech" Summer Workshops (Multimedia Resources in Teaching), Summer 1999 (Co-ordinators:  Prof. Peggy Keall and Rob Finlayson)

·        Launched "Charting a Career in Science in Canada" panel discussions at the University of Toronto as part of SigmaXi U of Toronto outreach programs for undergraduate and graduate students (2004)

 

PROFESSIONAL RESEARCH EXPERIENCE

 

York University                                                                                           2000 - 2009

Department of Chemistry, Toronto, CANADA

Research Scientist

·        Application of reaction metrics for analysis of organic reactions and total syntheses of organic molecules; optimization of recycling and reagent retrieval protocols; discovery of new multi-component reactions by structural combinatorial techniques; unified mathematical analysis of green metrics; molecular complexity

 

·        Quantification and optimization of dynamic kinetic resolution relevant to stereoselective syntheses of pharmaceuticals and sedatives (thalidomide); advanced mathematical analysis; analytical and numerical solution of systems of differential equations encountered in kinetics problems in homogeneous and heterogeneous chemical systems

 

·        Dynamic NMR studies on novel phthalocyanines relevant to photodynamic therapy and materials science; with Prof. Cliff Leznoff

 

·        Development of pedagogical exercises and computer software for 3-D visualization of molecules relevant to the teaching of stereochemistry to undergraduates in years 2 and 3; with Prof. Walter Whiteley, Department of Mathematics and Statistics

 

 

University of Toronto                                                                                1997 - 2000

Departments of Chemistry, Toronto, CANADA

Visiting Scientist

Kinetic investigation of complex chemical systems in solution and in heterogeneous media

 

·        Unified kinetic methodologies for describing complex kinetic behaviour in matrices, polymers, zeolites, and other restricted media including Kohlrausch-Williams-Watts, Albery-Siebrand, exponential series method (ESM), and maximum entropy method (MEM) analyses.

 

The University of Queensland                                                                1995 - 1997

Department of Chemistry, Brisbane, AUSTRALIA

Junior Staff Researcher: (with Professor C. Wentrup)

Mechanistic studies of novel thermolytic and photolytic rearrangements of cumulenes by matrix isolation FT-IR spectroscopy and variable temperature NMR.

 

·        Awarded an $18,000 Australian Research Council grant for Junior Researchers.

·        Developed methods of implementing heterogeneous phase reaction modelling techniques involving time-dependent rate constants and distribution analysis using commercially available software packages.

·        Discovery of novel heterocumulenes by pyrolysis and photolysis of heterocyclic compounds and study by low temperature FT-IR matrix isolation spectroscopy

 

University of Ottawa                                                                                  1993 - 1994

Department of Chemistry, Ottawa, CANADA

NSERC Post-doctoral Fellow:  (with Professor J.C. Scaiano) 

Mechanistic studies of photochemical reactions by time-resolved laser flash photolysis in solution and in zeolites.

 

·        Developed a GC/MS protocol for the elucidation of reaction mechanism for photoacid generation from sulfonic acid derivatives (with Shipley Co.)

·        Developed computational methods for treatment of kinetic data of photochemical reactions in heterogeneous media; generalization of calculation protocols

 

University of Toronto                                                                                1987 - 1992

Department of Chemistry, Toronto, CANADA

Graduate Student and Teaching Assistant:  (with Professor A.J. Kresge - deceased) 

Investigation of ketene hydration reaction mechanism in aqueous solution by time-resolved flash photolysis and ab initio computational methodologies.

 

·        Built and designed $200,000 laser flash photolysis facility at the University of Toronto shared among 3 research groups with a total of 12 personnel.

 

Universität Basel                                                                                        1991

Institut für Physikalische Chemie, Basel, SWITZERLAND

Visiting Doctoral Student:  (with Professor Jakob Wirz)

 

PROFESSIONAL AFFILIATIONS

 

Canadian Society of Chemistry (CSC, 1988 - )

American Chemical Society (ACS, 1988 -)

Inter-American Photochemical Society (IAPS, 1993 - )

Mathematical Association of America (MAA, 1993 - )

Royal Canadian Institute (RCI, 1997 - )

Sigma-Xi (1999 - )

 

Reviewer for Journal of the American Chemical Society, Journal of Organic Chemistry, Organic Letters, Journal of Physical Organic Chemistry, Journal of Chemical Education, Journal of Theoretical Biology

 

Editorial Board Member:  The Open Current Process Chemistry Journal

 

Executive Board member (2001 – 2004), Sigma-Xi University of Toronto Chapter

Member of Faculty of Pure and Applied Science Council, York University (2002 - 2010)

 

SPECIAL SKILLS

 

COMPUTER PROGRAMS:

           

Operating Systems

 

UNIX; MAC System 7.5; Windows 2000

Programming

TrueBASIC

 

Word Processing

 

Word; PowerPoint

Chemical Structures

 

ChemWindows; ChemDraw

Statistical and Symbolic

 

Excel; KaleidaGraph; GraFit; SigmaPlot; Mathematica

 

Computational

 

GAUSSIAN90; MONSTERGAUSS; CAChe

 

Internet

Netscape Navigator; Explorer

 

Databases

CAS-STN, SciFinder Scholar, Beilstein

 

 

LANGUAGES:          English (fully fluent); French (intermediate reading and writing);                                                 Italian, German, and Portuguese (basic reading).

 

 

PUBLICATIONS AND CONTRIBUTIONS

 

(A) Books and Book Chapters

 

J. Andraos*, The Algebra of Organic Synthesis:  Green Metrics, Design Strategy, Route Selection, and Optimization, CRC Press-Taylor & Francis:  Boca Raton, 2012.

J. Andraos*, Designing a Green Organic Chemistry Lecture Course in Green Organic Chemistry in Lecture and Laboratory, (A.P. Dicks, ed.), Taylor & Francis:  Boca Raton, 2012, Chapter 2, pp. 29 - 68.

J. Andraos*, Application of Green Metrics to Scalable Industrial Synthesis Plans:  An Update on Syntheses of Oseltamivir Phosphate (Tamiflu) in Scalable Green Chemistry:  Case Studies from the Pharmaceutical Industry, (S.G. Koenig, ed.), Pan Stanford Publishing, accepted.

J. Andraos*, Green Chemistry Metrics:  Material Efficiency and Strategic Synthesis Design in Encyclopedia of Sustainability Science and Technology, (P.T. Anastas, J. Zimmerman, eds.), Springer-Verlag:  New York, 2011.

J. Andraos*, Parameterization and Tracking of Optimization of Synthesis Strategy Using Computer Spreadsheet Algorithms in Handbook of Green Chemistry – Green Solvents (P.T. Anastas, C.J. Li, eds.), Wiley-VCH:  Weinheim, accepted.  

J. Andraos*, Atom Economy, Reaction Mass Efficiency, and E-factor Green Metrics for Gauging Material Efficiencies of Reactions and Synthesis Plans:  Paradigms and Examples in The Oxford Handbook of Green Chemistry, (W.M. Nelson, ed.), Oxford University Press:  New York, accepted.

J. Andraos*, Application of Green Metrics Analysis to Chemical Reactions and Synthesis Plans, in Green Chemistry Metrics in Green Chemistry Metrics, (Alexei Lapkin, David C. Constable, eds.), Blackwell Scientific:  Oxford, 2008.  Chapter 4, pp. 69 - 199.

 

(B) Refereed Publications

 

J. Andraos*; A.P. Dicks*, Green Chemistry Teaching in Higher Education: A Review of Effective Practices, Chem. Educ. Res. Pract., accepted.

 

J. Andraos*, A Green Metrics Assessment of Phosgene and Phosgene-free Syntheses of Industrially Important Commodity Chemicals, Pure Applied Chem. doi:10.1351/PAC-CON-11-06-12. (invited paper)

 

S.M. Mercer; J. Andraos, P.G. Jessop*;, Choosing the Greenest Synthesis: a multivariate metric green chemistry exercise, J. Chem. Educ. 2012, 89, 215-220.

 

L. Werner; A. Machara; B. Sullivan; I. Carrera; M. Moser; T. Hudlicky*, J. Andraos*, Several Generations of Chemoenzymatic Synthesis of Oseltamivir (Tamiflu): Evolution of Strategy, Quest for a Process-Quality Synthesis, and Evaluation of Efficiency, J. Org. Chem., 2011, 76, 10050-10067.

 

J. Andraos*, A Database Tool for Process Chemists and Chemical Engineers to Gauge the Material and Synthetic Efficiencies of Synthesis Plans to Industrially Important Targets, Pure Applied Chem. 2011, 83, 1361-1378. (invited paper)

 

J. Andraos*, Global Green Chemistry Metrics Analysis Algorithm and Spreadsheets:  Evaluation of the Material Efficiency Performances of Synthesis Plans for Oseltamivir Phosphate (Tamiflu) as a Test Case, Org. Process Res. Develop. 2009, 13, 161 – 185.

 

J. Andraos*, Kinetic Plasticity and the Determination of Product Ratios for Kinetic Schemes Leading to Multiple Products Without Rate Laws:  new methods based on directed graphs, Can. J. Chem., 2008, 86, 342-357.

 

J. Andraos*, Application of Green Metrics Analysis to Chemical Reactions and Synthesis Plans, in Green Chemistry Metrics in Green Chemistry Metrics, (Alexei Lapkin, David C. Constable, eds.), Blackwell Scientific:  Oxford, 2008, Chapter 4.

 

J. Andraos*, The Contributions of Solomon F. Acree (1875 - 1957) and the Centennial Anniversary of the Discovery of the Acree-Curtin-Hammett Principle", The Chemical Educator 2008, 13, 170-178.

 

J. Andraos*, Gauging Material Efficiency, Canadian Chemical News 2007, 59(4), 14 - 17.

 

J. Andraos* and M. Sayed, On the Use of Green Metrics in the Undergraduate Organic Chemistry Lecture and Practicum to Assess the Material Efficiencies of Organic Reactions, J. Chem. Educ. 2007, 84, 1004 - 1011.

 

J. Andraos* and J. Izhakova, Perspectives on the Application of Green Chemistry Principles to Total Synthesis Design, Chimica Oggi/The International Journal of Industrial Chemistry and Biotechnology, November/December 2006, 24(6, Supp.), 31 - 36 (invited article). pdf

 

J. Andraos*, On Using Tree Analysis to Quantify the Material, Input Energy, and Cost Efficiencies of Simple and Complex Synthesis Plans and Networks: toward a blueprint for quantitative total synthesis and green chemistry, Org. Process Research & Development 2006, 10, 212 - 240.   pdf

 

J. Andraos*, Reaction Intermediates in Organic Chemistry:  The “Big Picture”, Can. J. Chem. 2005, 83, 1415 – 1431  pdf       S1-S4, S5, S6

 

J. Andraos*, Scientific Genealogies of Physical Organic and Mechanistic Chemists, Can. J. Chem. 2005, 83, 1400 – 1414   pdf       S1

 

J. Andraos*, Unification of Reaction Metrics for Green Chemistry II:  Evaluation of Named Organic Reactions and Application to Reaction Discovery, Org. Process Research & Development. 2005, 9, 404 – 431 pdf

 

J. Andraos*, Unification of Reaction Metrics for Green Chemistry:  Applications to Reaction Analysis, Org. Process Research & Development 2005, 9, 149 – 163

pdf       corr

 

S. Ebner, B. Wallfisch, J. Andraos; I. Aitbaev, M. Kiselewsky, P.V. Bernhardt, G. Kollenz, C. Wentrup, N-aminopyrroledione-hydrazoketene-pyrazolium oxide-pyrazolone rearrangements and pyrazolone tautomerism, Org. Biomol. Chem. 2003, 1, 2550 – 2555   pdf

 

J. Andraos*, The Quantification and Optimization of Dynamic Kinetic Resolution, J. Phys. Chem. A  2003, 107, 2374 – 2387 pdf

 

N. Bhardwaj, J. Andraos, C.C. Leznoff, The Syntheses and NMR Studies of Hexadeca- and Octaneopentoxyphthalocyanines, Can. J. Chem. 2002, 80, 141 – 147          pdf

 

N.C. deLucas, J.C. Netto-Ferreira, J. Andraos, J.C. Scaiano, Nucleophilicity toward Ketenes:  Rate Constants for Addition of Amines to Aryl Ketenes in Acetonitrile Solution, J. Org. Chem. 2001, 66, 5016 – 5021       pdf

 

J. Andraos and A.J. Kresge, Correlation of Rates of Uncatalyzed and Hydroxide-Ion Catalyzed Ketene Hydration.  A Mechanistic Application and Solvent Isotope Effects on the Uncatalyzed Reaction, Can. J. Chem. 2000, 78, 585      pdf      

 

J. Andraos*, Bimolecular Kinetics at Low Temperatures Using FT-IR Matrix Isolation Spectroscopy:   Some Caveats.  Thermokinetic Parameters for the Reaction of Fulvenones with Pyridine in Pyridine Matrices, J. Phys. Chem. A. 2000, 104, 1532 – 1543          pdf

 

X. Ye, J. Andraos, H. Bibas, M.W. Wong, and C. Wentrup, Mesoions and ketene valence isomers.  Pyrrolo [1,2-a]pyridiniumolates and (2-pyridyl)carbonylketenes, J. Chem. Soc. Perkin I 2000, 401 – 406     pdf

 

J. Andraos*, E. Lathioor, and W. Leigh, Simultaneous pH-Rate Profiles Applied to the Two Step Consecutive Sequence A ->B ->C:  A Theoretical Analysis and Experimental Investigation, J. Chem. Soc. Perkin 2 Trans., 2000, 365 – 374 pdf

 

J. Andraos*, A Streamlined Approach to Solving Simple and Complex Kinetic Systems Analytically, J. Chem. Educ. 1999, 76, 1578 – 1583           pdf

 

J. Andraos*,  The Problem of Distinguishability of Rate Constants in the Two Step Consecutive Sequence A ->B ->C, Can. J. Chem. 1999, 77,  565 – 576          pdf

 

J. Andraos, Y. Chiang, S.J. Eustace, A.J. Kresge, S.W. Paine, V.V. Popik, and K. Sung, Solvent Isotope Effect on the Hydroxide-Ion Catayzed Hydration of Ketenes in Aqueous Solution, Can. J. Chem. 1999, 77, 459 – 462                  pdf

 

J. Andraos*, How Mathematics Figures in Chemistry:  Some Examples, J. Chem. Educ. 1999, 76, 258 – 267               pdf

 

J. Andraos, G.G. Barclay, D.R. Medeiros, M.V. Baldovi, J.C. Scaiano, and R. Sinta, Model Studies on the Photochemistry of Phenolic Sulfonate Photoacid Generators, Chem. Mater. 1998, 10, 1694 – 1699        pdf

 

J. Finnerty, J. Andraos, Y. Yamamoto, M.W. Wong, and C. Wentrup, A Facile 1,3-Shift of Chlorine in a Chlorocarbonylketene, J. Am. Chem. Soc. 1998, 120, 1701 – 1704  pdf

 

J. Andraos, Y. Chiang, A.J. Kresge, and V.V. Popik, Flash Photolysis of 10-Diazo-9(10H)-phenanthrenone in Aqueous Solution.  Hydration of Fluorenylideneketene and the Fluorene-9-carboxylic Acid Keto-Enol System, J. Am. Chem. Soc. 1997, 119, 8417 – 8424           pdf

 

N.C. deLucas, J.C. Netto-Ferreira, J. Andraos, J. Lusztyk, B.D. Wagner, and J.C. Scaiano, Reactivity of Fluorenylideneketene Towards Amines:  A Laser Photolysis Study with Ultraviolet and Infrared Detection, Tetrahedron Lett. 1997, 38, 5147 – 5150 pdf

 

G.G.H. Qiao, J. Andraos, and C. Wentrup, Reactivity of Ketenes in Matrices:  Direct Observation of Ketene-Pyridine Ylides, J. Am. Chem. Soc. 1996, 118, 5634 – 5638   pdf

 

J. Andraos*, On the Propagation of Statistical Errors for a Function of Several Variables, J. Chem. Educ. 1996, 73, 150 – 154                      pdf

 

J. Andraos, A.J. Kresge, and N.P. Schepp, The Hydration of Mesitylketene in Aqueous Solution:  Detection of Acid Catalysis for an Aromatic Ketene, Can. J. Chem. 1995, 73, 539 – 543  pdf

 

J.C. Scaiano, N.C. deLucas, J. Andraos, and H. Garcia, Determination of the Distance for Triplet Energy Transfer in the Faujasite NaY, Chem. Phys. Lett. 1995, 233, 5 – 8   pdf

 

N.C. deLucas, J. Andraos, J.C. Netto-Ferreira, and J.C. Scaiano, Laser Flash Photolysis Study of the Reactivity of alpha-Ketenylbenzocyclobutenone with Water and Alcohols, Tetrahedron Lett. 1995, 36, 677 – 680      pdf

 

J. Andraos, Y. Chiang, A.S. Grant, H.X. Guo, and A.J. Kresge, The pKa of an Acetylenic Amine, N-(pentafluorophenyl)-2-phenylethynamine, Ionizing as an Acid in Aqueous Solution, J. Am. Chem. Soc. 1994, 116, 7411 – 7412        pdf

 

J. Andraos, A.J. Kresge, and V.V. Popik, Kinetics and Mechanism of the Isomerization of 1H-Indene-1-carboxylic Acid to 1H-Indene-3-carboxylic Acid in Aqueous Solution and Determination of their Keto-Enol Equilibrium Constants for the Keto and Enol Forms.  Implication on the Photolysis of Diazonaphthoquinones, J. Am. Chem. Soc. 1994, 116, 961 – 967     pdf

 

J. Andraos, Y. Chiang, A.J. Kresge, I.G. Pojarlieff, N.P. Schepp, and J. Wirz, The alpha-Cyano-alpha-phenylacetic Acid Keto-Enol System.  Flash Photolytic Generation of the Enol in Aqueous Solution and Determination of the Keto-Enol Equilibrium Constants and Acid Dissociation Constants Interrelating all Keto and Enol Forms in that Medium, J. Am. Chem. Soc. 1994, 116, 73 – 81      pdf

 

J. Andraos, Y. Chiang, C.H. Huang, A.J. Kresge, and J.C. Scaiano, Flash Photolytic Generation and Study of Ketene and Carboxylic Acid Enol Intermediates Formed by the Photolysis of Diazonaphthoquinones in Aqueous Solution, J. Am. Chem. Soc. 1993, 115, 10605 – 10610                       pdf

 

A.D. Allen, J. Andraos, A.J. Kresge, M.A. McAllister, and T.T. Tidwell, Direct Observation and Reactivity of Transient Ketenes Generated by Flash Photolysis, J. Am. Chem. Soc. 1992, 114, 1878 – 1879      pdf

 

J. Andraos, A.J. Kresge, and P.A. Obraztsov, Solvent and Secondary Substrate Isotope Effects on the Acid-Catalyzed Ketonization of Acetophenone Enol in Aqueous Solution, J. Phys. Org. Chem. 1992, 5, 322 – 326       pdf

 

J. Andraos and A.J. Kresge, The Mechanism of the Reaction of Diphenylketene with Bases in Aqueous Solution:  Nucleophilic Attack Versus General Base Catalysis of Ketene Hydration, J. Am. Chem. Soc. 1992, 114, 5643 – 5646 pdf

 

J. Andraos and A.J. Kresge, Flash Photolytic Generation and Study of Ketenes:  Acid-Catalyzed Hydration in Aqueous Solution, J. Photochem. Photobiol. A: Chem. 1991, 57, 165 – 173  pdf

 

J. Andraos* and A.J. Kresge, Protonation and Hydration of Hydroxyketene, J. Mol. Struct. (THEOCHEM) 1991, 233, 165 – 184        pdf

 

J. Andraos*, A.J. Kresge, M.R. Peterson, and I.G. Czismadia, Carboxylic Acid Enols from the Hydration of Ketenes:  A Theoretical Investigation, J. Mol. Struct. (THEOCHEM) 1991, 232, 155 – 177           pdf

 

Non-referred Publications

 

J. Andraos, Speaking Up, Chem. Eng. News 1997, 75(28), 85.

 

J. Andraos, Filling the Gap, Canadian Chem. News 2002, 54(2), 26

 

J. Andraos, Nobel Breeding Ground, Chem. Eng. News 2002, 80(40), 4.

 

Electronic Publications

 

J. Andraos, Named Things in Chemistry and Physics, http://www.chem.yorku.ca/NAMED (launched 2000) and http://www.careerchem.com/NAMED/Homepage.html (launched 2003)

 

J. Andraos, 2001 Directory of Departments of Chemistry and Chemical Engineering in Canada, http://careerchem.com (launched 2001)

 

J. Andraos, Choosing Advisors for Careers in Academia and Industry, http://www.nextwave.org

 

(C) Conference Presentations (oral, unless otherwise indicated)

 

J. Andraos, “Combinatorial Connectivity Analysis for the Discovery of New Multi-Component Reactions and Evaluation of their Likelihood to be “Green” Reactions”, presented at the Sustainability Chemistry Summit 2011:  From Lab to Market, September 16-18, 2011, Kingston, Ontario, CANADA

J. Andraos, "A Database Tool for Process Chemists and Chemical Engineers to Gauge the Material and Synthetic Efficiencies of Synthesis Plans to Industrially Important Targets", presented at the 3rd International IUPAC Conference on Green Chemistry, August 15 - 18, 2010, Ottawa, Ontario, CANADA

J. Andraos, "Challenges in Launching a University Level Green Chemistry Course for Students and Professional Chemists", presented at the 3rd International IUPAC Conference on Green Chemistry, August 15 - 18, 2010, Ottawa, Ontario, CANADA

J. Andraos, "Challenges in Launching a University Level Green Chemistry Course for Students and Professional Chemists", presented at the 93rd CSC Conference and Exhibition, May 29 - June 2, 2010, Toronto, Ontario, CANADA

J. Andraos, "Conceptual Myths Perpetrated in Organic Chemistry Courses and Textbooks", presented at the 93rd CSC Conference and Exhibition, May 29 - June 2, 2010, Toronto, Ontario, CANADA

 

J. Andraos, "Kinetic Plasticity and Product Ratios Without Rate Laws:  new methods based on directed graphs", presented at the 35rd Ontario-Quebec Physical Organic Chemistry Mini-Symposium in Memoriam of Prof. Keith Yates, November 9 - 11, 2007, University of Waterloo, Waterloo, CANADA.

 

J. Andraos, “Linking Synthetic Elegance, Material Efficiency, and Green Chemistry Principles for Synthesis Design and Analysis”, 90th CSC Conference and Exhibition, May 26 – 30, 2007, Winnipeg, Manitoba, CANADA

 

J. Andraos, "Getting a Grip on Quantifying How Efficient a Synthesis Plan is for a Given Target", presented at the International Symposium on Green Chemical Processes for Pharmaceuticals and Fine Chemicals, October 20 - 22, 2006, McGill University, Montreal, CANADA

 

J. Andraos and M. Sayed,  "On the Use of Green Metrics in the Undergraduate Organic Chemistry Practicum to Assess Material Efficiencies of Organic Reactions", presented at the 89th CSC Conference and Exhibition, May 27 - 31, 2006, Halifax, Nova Scotia, CANADA

 

J. Andraos, "On Using Tree Analysis to Quantify the Material, Input Energy, and Raw Material Cost Throughput Efficiencies of Simple and Complex Synthesis Plans and Networks", presented at the 89th CSC Conference and Exhibition, May 27 - 31, 2006, Halifax, Nova Scotia, CANADA (poster)

 

J. Andraos, "Careers in Chemistry:  Pursuing Academic Positions in Canada", a workshop presented at the 89th CSC Conference and Exhibition, May 27 - 31, 2006, Halifax, Nova Scotia, CANADA

 

J. Andraos, "Recent Advances in the Determination of Kinetic Parameters in Heterogeneous Media:  what we have been doing wrong!", presented at the 33rd Ontario-Quebec Physical Organic Chemistry Mini-Symposium, November 11 - 13, 2005, McMaster University, Hamilton, CANADA.

 

J. Andraos, "Careers in Chemistry:  Pursuing Academic Positions in Canada", a workshop presented at the 87th CSC Conference and Exhibition, May 29 - June 1, 2004, London, Ontario, CANADA

 

J. Andraos, "Named Things in Chemistry:  A New On-line Database for Research and Teaching", presented at the 87th CSC Conference and Exhibition, May 29 - June 1, 2004, London, Ontario, CANADA

 

J. Andraos, "Unification of Reaction Metrics:  applications to reaction analysis and reaction discovery", presented at the Canada-US Joint Workshop on Innovative Chemistry in Clean Media, May 20 - 21, 2004, McGill University, Montreal, Quebec, CANADA (poster)

 

J. Andraos and Shau-Wei Tsai, "The Effect of Optically Pure and Impure Catalysts on the Efficiency of Dynamic Kinetic Resolution", presented at the 31st Ontario-Quebec Physical Organic Chemistry Mini-Symposium, November 7 - 9, 2003, University of Toronto, Toronto, CANADA.

 

J. Andraos, "Careers in Chemistry:  Pursuing Academic Positions in Canada", a workshop presented at the 39th IUPAC Congress and 86th CSC Conference and Exhibition, August 10 – 15, 2003, Ottawa, CANADA

 

J. Andraos, “Assessing Worst Case Scenarios for Organic Reactions using Minimum Atom Economy and Maximum Environmental Impact Factor as Metrics, presented at the 39th IUPAC Congress and 86th CSC Conference and Exhibition, August 10 – 15, 2003, Ottawa, CANADA

 

J. Andraos, "Careers in Chemistry:  Pursuing Academic and Industrial Careers in Canada", a workshop presented at the 85th CSC Conference and Exhibition, June 1 - 6, 2002, University of British Columbia, Vancouver, CANADA

 

J. Andraos, "Named Things in Chemistry:  A New On-line Database", presented at the 85th CSC Conference and Exhibition, June 1 - 6, 2002, University of British Columbia, Vancouver, CANADA  (poster)

 

J. Andraos, "The Canadian Chemistry Genome Project", presented at the 85th CSC Conference and Exhibition, June 1 - 6, 2002, University of British Columbia, Vancouver, CANADA (poster)

 

J. Andraos, "The Quantification and Optimization of Dynamic Kinetic Resolution", presented at the 85th CSC Conference and Exhibition, June 1 - 6, 2002, University of British Columbia, Vancouver, CANADA

 

J. Andraos, "The Effect of Temperature on Curtin-Hammett Kinetic Schemes and Other Problems", presented at the 85th CSC Conference and Exhibition, June 1 - 6, 2002, University of British Columbia, Vancouver, CANADA

 

J. Andraos, "Recent Advances in the Determination of Kinetic Parameters in Heterogeneous Media", presented at the 85th CSC Conference and Exhibition, June 1 - 6, 2002, University of British Columbia, Vancouver, CANADA (poster)

 

J. Andraos, "Physical Organic Chemistry in Canada:  A Genealogy of People and Ideas", presented at the 29th Ontario-Quebec Physical Organic Chemistry Mini-Symposium, November 2 - 4, 2001, York University, Toronto, CANADA. (poster)

 

J. Andraos, "The Quantification and Optimization of Dynamic Kinetic Resolution", presented at the 29th Ontario-Quebec Physical Organic Chemistry Mini-Symposium, November 2 - 4, 2001, York University, Toronto, CANADA.

 

J. Andraos and S. Paramanantham, “Connections Between Dynamic Kinetic Resolution

and the Curtin-Hammett Principle”, presented at the 11th Quebec-Ontario Mini-Symposium in Synthetic and Bio-Organic Chemistry, November 10 – 12, 2000, York University, Toronto, CANADA.

 

J.Andraos, E.C. Lathioor, and W.J. Leigh, “The Problem of Distinguishability of Rate Constants in the Two Step Consecutive Sequence: A ->B ->C.  Application to Simultaneous pH-Rate Profiles”, presented at the 82nd Canadian Society for Chemistry Conference and Exhibition, May 30 – June 2, 1999, Toronto, Ontario, CANADA. (poster)

 

J. Andraos, "The Relevance and Usefulness of Mathematics in Chemistry Education:  Illustrated Examples", presented at the 15th Biennial Conference on Chemical Education, August 9 - 13, 1998, University of Waterloo, Waterloo, Ontario, CANADA.

 

J. Andraos, C. Wentrup, and G.G.H. Qiao, "Thermokinetics of Bimolecular Reactions in Low Temperature Matrices:  Simple Kinetic Models and their Implication on Arrhenius and Eyring Analyses", presented at the 81st CSC Conference and Exhibition, May 31 - June 4, 1998, Whistler, British Columbia, CANADA.

 

J. Andraos, "The Relevance and Usefulness of Mathematics in Chemistry Education:  Illustrated Examples", presented at the 81st CSC Conference and Exhibition, May 31 - June 4, 1998, Whistler, British Columbia, CANADA. (poster)

 

G.G. Barclay, J. Andraos, R.F. Sinta, and J.C. Scaiano, "Photoacid Generators Based on Pentafluorobenzylsulfonate Esters", presented at the 10th International Conference on Photopolymers and the 5th International Conference on Polyimides, October 30 - November 4, 1994, Ellenville, New York, USA.

 

J. Andraos, N.C. deLucas, H. Garcia, and J.C. Scaiano, "A Simple Distribution Analysis Approach for the Interpretation of Reaction Dynamics in Microheterogeneous Systems.

Application to Triplet Energy Transfer in NaY Zeolites", presented at the 21st Ontario-Quebec Physical Organic Minisymposium, November 12 - 14, 1993, Ottawa, Ontario, CANADA. (poster)

 

J. Andraos, N.C. deLucas, and J.C. Scaiano, "Generation of Ketene Ylide Intermediates in Acetonitrile Solution", presented at the 21st Ontario-Quebec Physical Organic Minisymposium, November 12 - 14, 1993, Ottawa, Ontario, CANADA. (poster)

 

J. Andraos, Y. Chiang, G.H. Xun, and A.J. Kresge, "Generation and Hydration of N-(pentafluorophenyl)-2-phenylethynamine", presented at the 21st Ontario-Quebec Physical Organic Minisymposium, November 12 - 14, 1993, Ottawa, Ontario, CANADA. (poster)

 

J. Andraos, J.C. Netto-Ferreira, N.C. deLucas, and J.C. Scaiano, "The Reactivity     of  a-Ketenylbenzocyclobutenone", presented at the 16th International Conference on Photochemistry, August 1 - 6, 1993, University of British Columbia, Vancouver, British Columbia, CANADA. (poster)

 

J. Andraos, J.C. Scaiano, A.J. Kresge, and C.G. Huang, "The Characterization of Ketene and Ketene Hydrate Intermediates from Photolysis of o-Diazonaphthoquinones in Aqueous Solution", presented at the 20th Ontario-Quebec Physical Organic Minisymposium, October 30 - November 1, 1992, McGill University, Montreal, Quebec, CANADA. (poster)

 

J. Andraos, Y. Chiang, A.J. Kresge, N.P. Schepp, J. Wirz, and I.G. Pojarlieff, "Equilibria in the Phenylcyanoacetic Acid Keto-Enol System", presented at the Toronto International Conference on Organic Reactive Intermediates (TICORDI), July 30 - August 1, 1992, University of Toronto Scarborough Campus, Toronto, Ontario, CANADA and at the 11th International Conference on Physical Organic Chemistry, August 2 - 7, 1992, Ithaca College, Ithaca, New York, USA.

 

J. Andraos and A.J. Kresge, "Hydration of Ketenes:  General Base Catalysis or Nucleophilic Addition?", presented at the 18th Ontario-Quebec Physical Organic Minisymposium, November 9 - 11, 1990, Queen's University, Kingston, Ontario, CANADA.

 

J. Andraos, M.R. Peterson, and A.J. Kresge, "Carboxylic Acid Enols from the Hydration of Ketenes", presented at the Second World Congress of Theoretical Chemists (WATOC), July 8 - 14, 1990, Toronto, Ontario, CANADA. (poster)