Page 92 - Mechanism and Theory in Organic Chemistry

Thermochernistry 81

Table 2.9 (Continued)
Group AH; So

CB-(~ - 3.8 18.9
CB-(B~) 10.7 21.6
CB-(I) 24.0 23.7
C-(C~) (F)3 - 162.7 42.8
C-(~B) (Br) (H)2 - 6.9
C-(~B) (I) (H)~ 8.4
G(F)3(C) - 158.4 42.5
C-(F)z(H) (C) (- 109.3) 39.1
C-(F) (HMC) -51.8 35.4
C-(F)dC)z - 97.0 17.8
C-(F) (HI (C)2 - 48.4 ( 14.0)
C-(F) (a3 - 43.9
C-(F),(Cl) (C) - 106.3 40.5
c-(cl)3(c) - 20.7 50.4
C-(Cl)2(H) (C) (- 18.9) 43.7
C-(Cl) (H),(C) - 15.6 37.8
c-(cl)2(c)2 ( - 19.5)
C-(Cl) (HI (C)2 - 12.8 17.6
c-(cl) (a3 - 12.8 - 5.4
C-(Br)8(C) 55.7
C-(Br) (H),(C) - 5.4 40.8
C-(Br)(H) - 3.4
C-(Br) ('4% - 0.4 - 2.0
c-(I) (H)2(c) 7.95 42.5
C-(I) (H) ('32 10.7 22.2
c-(I)(c)3 13.0 (0.0)
C-(Cl) (Br) (13) (C) 45.7
N-(F)AC) - 7.8
c-(cl) (c) (0) (HI - 22.3 15.4
Corrections for Next-Nearest Neighbors
ortho (F) (F) 5.0 0
ortho (Cl) (Cl) 2.2
ortho (alk) (halogen) 0.6
cis (halogen) (halogen) (0)
cis (halogen) (alk) (0)
gauche (halogen) (alk) 0.0 0
gauche (halogen)
(exclusive of F) 1 .O
gauche (F) (halogen) 0.0
-.
S.
SOURCE: W. Benson, F. R. Cruickshank, D. M. Golden, G. R. Haugen, H. E. O'Neal, A. S.
Rodgers, R. Shaw, and R. Walsh, Chem. Rev., 69,279 (1969). Reproduced by permissionof the Ameri-
can Chemical Society.

Table 2.10 SULFUR-CONTAINING GROUPS
Group AH; So
[C-(H)a(S)I - 10.08 30.41
C-(C) (H)a(S) - 5.65 9.88
C-(C)z(H) (S) - 2.64 - 11.32
c-(c)3(s) -0.55 - 34.41
C-(C,) (H)2(S) -4.73
C-(Cd (H)2(S) - 6.45