Toward consistent terminology for cyclohexane conformers in introductory organic chemistry

Journal of Chemical Education

Volumn 88, Issue 3, 2011, Pages 292-294

  Nelson, Donna J ^a,b   Brammer, Christopher N ^b  

^a Massachusetts Institute of Technology Cambridge   (United States)

^b UNIVERSITY OF OKLAHOMA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 79751509791     PISSN: 00219584     EISSN: None     Source Type: Journal    
DOI: 10.1021/ed100172k     Document Type: Article

References (28)

1. Fessenden, R. J.; Fessenden, J. S.; Logue, M. W. Organic Chemistry, 6th ed.; Thomson Brooks/Cole: Pacific Grove, CA, 1998; pp 135-137.
2. Fox, M. A.; Whitesell, J. K. Organic Chemistry, 3rd ed.; Jones and Bartlett Publishers: Sudbury, MA, 2004; pp 232-236.
3. Hornback, J. M. Organic Chemistry, 2nd ed.; Thomson Learning, Inc., Brooks/Cole: Belmont, CA, 2006; pp 196-199.
4. Loudon, M. Organic Chemistry, 5th ed.; Oxford University Press: New York, 2009; pp 269-276.
5. Morrison, R. T.; Boyd, R. N. Organic Chemistry, 6th ed.; Prentice-Hall, Inc.: Upper Saddle River, NJ, 1992; pp 455-459.
6. Sorrell, T. N. Organic Chemistry, 2nd ed.; University Science Books: Enfield, NH, 2006; pp 85-87.
7. Solomons, T. W. Graham; Fryhle, C. B. Organic Chemistry, 10th ed.; John Wiley & Sons, Inc.: New York, 2011; pp 163-165.
8. Wade, L. G. Organic Chemistry, 7th ed.; Pearson Education, Inc.: Upper Saddle River, NJ, 2010; pp 109-113.
9. Bruice, P. A. Organic Chemistry, 6th ed.; Prentice Hall: Upper Saddle River, NJ, 2011; pp 103-105.
10. Carey, F. A.; Giuliano, R M. Organic Chemistry, 8th ed; McGraw-Hill: New York, 2011; pp 111-115.
11. Vollhardt, K. P. C.; Schore, N. E. Organic Chemistry, 6th ed.; W. H. Freeman and Co.: New York, 2011; pp 141-142.
12. Clayden, J.; Greeves, N.; Warren, S.; Wothers, P. Organic Chemistry; Oxford University Press: New York, 2001; pp 460-453.
13. Jones, M. J.; Fleming, S. A. Organic Chemistry, 4th ed.; W. W. Norton & Co. Inc. (Np): New York, 2010; pp 197-199.
14. Ege, S. Organic Chemistry: Structure and Reactivity, 5th ed.; Houghton Mifflin Co.: Boston, MA, 2004; pp 180-182.
15. Brown, W. H.; Foote, C. S.; Iverson, B. L.; Ansyln, E. Organic Chemistry, 5th ed.; Brooks Cole Publishing: Pacific Grove, CA, 2009; pp 80-86.
16. Smith, J. G. Organic Chemistry, 3rd ed.; John Wiley & Sons Inc.: New York, 2011; pp 140-141.
17. McMurry, J. Organic Chemistry, 7th ed.; Brooks/Cole: Upper Saddle River, NJ, 2008; pp 117-122.
18. Wikipedia, The Free Encyclopedia. Wikimedia Foundation: San Francisco, CA, 2009. http://en. wikipedia.org/wiki/Cyclohexane-conformation (accessed Nov. 2010).
19. IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by McNaught, A. D., Wilkinson, A.; Blackwell Scientific Publications: Oxford 1997. XML online corrected version: http://goldbook.iupac. org created by Nic, M.; Jirat, J.; Kosata, B.; updates compiled by Jenkins, A. ISBN 0-9678550-9-8. DOI: 10.1351/goldbook. (accessed Nov. 2010).
20. Nasipuri, D. Stereochemistry of Organic Compunds; New Age International (P) Ltd., Publishers: New Delhi, 1990, Chapter 10, pp 244-247.
21. Adams, D. L. J. Chem. Educ. 1992, 69, 451.
22. Anet, F. A.; Bourn, A. J. R. J. Am. Chem. Soc. 1967, 89, 760.
23. Squillacote, M.; Sheridan, R. S.; Chapman, O L.; Anet, F. A. L. J. Am. Chem. Soc. 1975, 97, 3244.
24. (a) Leventis, N.; Hanna, S. B.; Sotiriou-Leventis, C. J. Chem. Educ. 1997, 74, 813.
25. (b) Sauers, R R. J. Chem. Educ. 2000, 77, 332.
26. Carey, F. A.; Sundberg R. J. Organic Chemistry, Part A: Structure and Mechanisms, 7th ed; McGraw-Hill: New York City, 2008; p 152.
27. (a) Hendrickson, J. B. J. Am. Chem. Soc. 1961, 83, 4537.
28. (b) Allinger, N. L. J. Am. Chem. Soc. 1977, 99, 8127.