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See, for example: (a) Price, C. C. In The Chemistry of the Ether Linkage; Patai, S., Ed.; Wiley: London, 1967; Chapter 11, pp 499-523. (b) Oae, S. Organic Chemistry of Sulfur; Plenum Press: New York, 1977.
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See, for example: (a) Price, C. C. In The Chemistry of the Ether Linkage; Patai, S., Ed.; Wiley: London, 1967; Chapter 11, pp 499- 523. (b) Oae, S. Organic Chemistry of Sulfur; Plenum Press: New York, 1977.
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Organic Chemistry of Sulfur
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(a) Lewars, E. G. In Comprehensive Heterocyclic Chemistry, Vol. 7; Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: London, 1984; p 95.
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(b) Dittmer, D. C. In Comprehensive Heterocyclic Chemistry, Vol. 7; Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: London, 1984; p 131.
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(c) Bartók, M.; Lang, K. L. In The Chemistry of Functional Groups, Supplement E; Patai, S., Ed.; Wiley: Chichester, 1980; pp 641-647.
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(1980)
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Bartók, M.1
Lang, K.L.2
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Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: London
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Cook, M. J. In Comprehensive Heterocyclic Chemistry, Vol. 7; Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: London, 1984; p 976.
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Comprehensive Heterocyclic Chemistry
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Cook, M.J.1
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7
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Barton, D. H. R., Ollis, W. D., Eds.; Pergamon Press: London
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(a) Haines, A. H. In Comprehensive Organic Chemistry, Vol. 4; Barton, D. H. R., Ollis, W. D., Eds.; Pergamon Press: London, 1979; p 853.
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Haines, A.H.1
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(a) Buchanan, J. G.; Sable, H. Z. In Selective Organic Transformations, Vol. 2; Thyagarajan, B. S., Ed.; Wiley: New York, 1972.
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Selective Organic Transformations
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Sable, H.Z.2
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Patai, S., Ed.; Wiley: Chichester, Chapter 4
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(d) Golberg, I. In The Chemistry of Functional Groups, Supplement E: The Chemistry of Ethers, Crown Ethers, Hydroxyl Groups and Their Sulphur Analogues; Patai, S., Ed.; Wiley: Chichester, 1980; Chapter 4, pp 175-214.
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The Chemistry of Functional Groups, Supplement E: The Chemistry of Ethers, Crown Ethers, Hydroxyl Groups and Their Sulphur Analogues
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Recent reviews: (a) Juaristi, E.; Cuevas, G. Tetrahedron 1902, 48, 5019. (b) Thatcher, G. R. J., Ed. The Anomeric Effect and Associated Stereoelectronic Effects; ACS Symposium Series No. 539; American Chemical Society: Washington, DC, 1993. (c) Deslongschamps, P. Stereoelectronic Effects in Organic Chemistry; Pergamon: Oxford, 1993. (d) Graczyk, P. P.; Mickolajczyk, M. Top. Stereochem. 1994, 21, 159. (e) Juaristi, E.; Cuevas, G. The Anomeric Effect; CRC Press: Boca Ratón, FL, 1995.
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Tetrahedron
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Cuevas, G.2
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0003325944
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American Chemical Society: Washington, DC
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Recent reviews: (a) Juaristi, E.; Cuevas, G. Tetrahedron 1902, 48, 5019. (b) Thatcher, G. R. J., Ed. The Anomeric Effect and Associated Stereoelectronic Effects; ACS Symposium Series No. 539; American Chemical Society: Washington, DC, 1993. (c) Deslongschamps, P. Stereoelectronic Effects in Organic Chemistry; Pergamon: Oxford, 1993. (d) Graczyk, P. P.; Mickolajczyk, M. Top. Stereochem. 1994, 21, 159. (e) Juaristi, E.; Cuevas, G. The Anomeric Effect; CRC Press: Boca Ratón, FL, 1995.
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Recent reviews: (a) Juaristi, E.; Cuevas, G. Tetrahedron 1902, 48, 5019. (b) Thatcher, G. R. J., Ed. The Anomeric Effect and Associated Stereoelectronic Effects; ACS Symposium Series No. 539; American Chemical Society: Washington, DC, 1993. (c) Deslongschamps, P. Stereoelectronic Effects in Organic Chemistry; Pergamon: Oxford, 1993. (d) Graczyk, P. P.; Mickolajczyk, M. Top. Stereochem. 1994, 21, 159. (e) Juaristi, E.; Cuevas, G. The Anomeric Effect; CRC Press: Boca Ratón, FL, 1995.
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(1993)
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Deslongschamps, P.1
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0003258093
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Recent reviews: (a) Juaristi, E.; Cuevas, G. Tetrahedron 1902, 48, 5019. (b) Thatcher, G. R. J., Ed. The Anomeric Effect and Associated Stereoelectronic Effects; ACS Symposium Series No. 539; American Chemical Society: Washington, DC, 1993. (c) Deslongschamps, P. Stereoelectronic Effects in Organic Chemistry; Pergamon: Oxford, 1993. (d) Graczyk, P. P.; Mickolajczyk, M. Top. Stereochem. 1994, 21, 159. (e) Juaristi, E.; Cuevas, G. The Anomeric Effect; CRC Press: Boca Ratón, FL, 1995.
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Recent reviews: (a) Juaristi, E.; Cuevas, G. Tetrahedron 1902, 48, 5019. (b) Thatcher, G. R. J., Ed. The Anomeric Effect and Associated Stereoelectronic Effects; ACS Symposium Series No. 539; American Chemical Society: Washington, DC, 1993. (c) Deslongschamps, P. Stereoelectronic Effects in Organic Chemistry; Pergamon: Oxford, 1993. (d) Graczyk, P. P.; Mickolajczyk, M. Top. Stereochem. 1994, 21, 159. (e) Juaristi, E.; Cuevas, G. The Anomeric Effect; CRC Press: Boca Ratón, FL, 1995.
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TRC Data Series; TRC: Texas
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Unless otherwise stated, all literature enthalpies of formation in the current text come from Pedley, J. B. Thermochemical Data and Structures of Organic Compounds, Vol. 1; TRC Data Series; TRC: Texas, 1994, and/or Afeefy, H. Y.; Liebman, J. F.; Stein, S. E. Neutral Thermochemical Data In NIST Chemistry Webbook, NIST Standard Reference Database Number 69; Mallard, W. G., Linstrom, P. J., Eds.; November 1998, National Institute of Standards and Technology: Gaithersburg, MD 20899 (http://webbook.nist.gov). Very often we accompany the above value for a specific compound by a footnoted comment, an original source, and/or a recent review article discussing the species.
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(1994)
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Neutral Thermochemical Data
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Mallard, W. G., Linstrom, P. J., Eds.; November National Institute of Standards and Technology: Gaithersburg, MD 20899
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Unless otherwise stated, all literature enthalpies of formation in the current text come from Pedley, J. B. Thermochemical Data and Structures of Organic Compounds, Vol. 1; TRC Data Series; TRC: Texas, 1994, and/or Afeefy, H. Y.; Liebman, J. F.; Stein, S. E. Neutral Thermochemical Data In NIST Chemistry Webbook, NIST Standard Reference Database Number 69; Mallard, W. G., Linstrom, P. J., Eds.; November 1998, National Institute of Standards and Technology: Gaithersburg, MD 20899 (http://webbook.nist.gov). Very often we accompany the above value for a specific compound by a footnoted comment, an original source, and/or a recent review article discussing the species.
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(1998)
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Afeefy, H.Y.1
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Combustion Calorimetry
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Sunner, S., Månsson, M., Eds.; Pergamon Press: Oxford, Chapter 6
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Olofsson, G.1
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84912240707
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CODATA
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Bailey, S.M.6
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Nuttall, R.L.8
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0343529020
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note
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hv/kT - 1) to the thermal correction, where N is Avogadro's constant, h is Planck's constant, v is the frequency, k is Boltzmann's constant, and T is the absolute temperature.
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Pilcher, G.; Parchment, O. G.; Hillier, I. H.; Heatley, F.; Fletcher, D.; Ribeiro da Silva, M. A. V.; Ferrão, M. L. C. C. H.; Monte, M. J. S.; Jiye, F. J. Phys. Chem. 1993, 97, 243. Note, this conclusion is relevant only for gas-phase species because solid 1,3-cyclohexanedione is, in fact, the β-hydroxyenone (β-ketoenol) tautomer and not the β-diketone that the name denotes.
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0343092586
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note
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We explicitly chose the conformers in which both methyl groups were equatorial.
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69
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0343964329
-
-
note
-
Interesting comparisons would have been between the isomeric pair of bis(trifluoromethyl)cyclohexanes and between the cyclohexanedicarbonitriles, but there are no relevant thermochemical data available for any of these species.
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70
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0342658296
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Patai, S. Ed.; Wiley: Chichester
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For example, see the analysis found in the following: Slayden, S. W.; Liebman J. F. In The Chemistry of Functional Groups Supplement E2: The Chemistry of Hydroxyl, Ether and Peroxide Groups; Patai, S. Ed.; Wiley: Chichester, 1993. Liebman J. F.; Crawford, K. S. K.; Slayden, S. W. In The Chemistry of Functional Groups Supplement S: The Chemistry of Sulphur-containing Functional Groups; Patai, S., Rappoport, Z., Ed.; Wiley: Chichester, 1993.
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For example, see the analysis found in the following: Slayden, S. W.; Liebman J. F. In The Chemistry of Functional Groups Supplement E2: The Chemistry of Hydroxyl, Ether and Peroxide Groups; Patai, S. Ed.; Wiley: Chichester, 1993. Liebman J. F.; Crawford, K. S. K.; Slayden, S. W. In The Chemistry of Functional Groups Supplement S: The Chemistry of Sulphur-containing Functional Groups; Patai, S., Rappoport, Z., Ed.; Wiley: Chichester, 1993.
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0343092584
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This is not a trivial interrow comparison. It is interesting that the replacement of oxygen in oxirane by its third-row counterpart, sulfur, to form thiirane results in a significant decrease of strain energy of the three-membered ring, as does the replacement of nitrogen in diazirines by its third-row counterpart, phosphorus, to form diphosphirnes (see ref 48b). However, replacement of a carbon in cyclopropane by silicon to form silirane (see ref 48a) significantly increases the strain energy.
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The DSC calibration data was obtained from: (i) n-octadecane, NPL Certificate of Measurement CRM N0 M 14-11, Set of Ten Melting Point Standards; National Physical Laboratory: Teddington, 1980; (ii) n-octadecanoic acid, López de la Fuente, F. L. Ph.D. Thesis, Facultad de Ciencias Químicas, Universidad Complutense, Madrid, 1989; (iii) benzoic acid, Serge, S.; Camerga, H. K. Thermochim. Acta 1986, 94, 17; (iv) indium and tin, standard material and melting point supplied by Perkin-Elmer.
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The DSC calibration data was obtained from: (i) n-octadecane, NPL Certificate of Measurement CRM N0 M 14-11, Set of Ten Melting Point Standards; National Physical Laboratory: Teddington, 1980; n-octadecanoic acid, López de la Fuente, F. L. Ph.D. Thesis, Facultad de Ciencias Químicas, Universidad Complutense, Madrid, 1989; (iii) benzoic acid, Serge, S.; Camerga, H. K. Thermochim. Acta 1986, 94, 17; (iv) indium and tin, standard material and melting point supplied by Perkin-Elmer.
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Indium and Tin, Standard Material and Melting Point Supplied by Perkin-Elmer
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more..
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90
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0342658286
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note
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-1 for the experimental enthalpies of formation, at 0 K, of C(g), H(g), O(g), and S(g), respectively.
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91
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0000626886
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NIST-JANAF Thermochemical Tables Fourth Edition
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Monograph 9
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Chase, M. W., Jr. NIST-JANAF Thermochemical Tables Fourth Edition. J. Phys. Chem. Ref. Data, Monograph 9, 1998, 1.
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Chase M.W., Jr.1
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92
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0342658285
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-
note
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2(g), and S(s), respectively.
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-
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93
-
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0343964325
-
-
note
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-1, respectively.
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