Page 86 - Mechanism and Theory in Organic Chemistry

Thermochemistry 75

Table 2.6 HYDROCARBON GROUPS
Group AH?208 szoa
C-(H)3(C) -10.08 30.41
C-(H)2(C)2 - 4.95 9.42
C-(H)(C), - 1.90 - 12.07
c-(c)4 0.50 -35.10
Cr(H)z 6.26 27.61
Cd-(H) (C) 8.59 7.97
cd-(c)2 10.34 - 12.7
Cd-(Cd) (HI 6.78 6.38
ca-(ca) (c) 8.88 - 14.6
[C~-(CB) (HI] 6.78 6.4
cd-(c~) (c) 8.64 ( - 14.6)
[Cd-(Ct) (HI1 6.78 6.4
C-(Cd) (C) (HI2 - 4.76 9.8
c-(cd)2(F1)2 - 4.29 (10.2)
c-(cd) (c~) - 4.29 (10.2)
(H)2
C-(Ct) (C) (HI2 -4.73 10.3
C-(CB) (C) (HI2 - 4.86 9.3
C-(Cd) (C)2(H) - 1.48 (- 11.7)
C-(Ct)(C)2(H) - 1.72 (- 11.2)
C-(CB) (C)2(H) - 0.98 - (12.2)
C-(cd) (C):+ 1.68 ( - 34.72)
C-(CB) (c)3 2.8 1 (-35.18)
Ct-(H) 26.93 24.7
ct-(c) 27.55 6.35
ct-(cd) 29.20 (6.43)
ct-(c~) (29.20) 6.43
CB-(H) 3.30 1 1.53
CB-(C) 5.5 1 - 7.69
c~-(cd) 5.68 - 7.80
[c~-(ct)l 5.7 - 7.80
CB-(~B) 4.96 - 8.64
c, 34.20 6.0
Next-Nearest Neighbor Corrections
Alkane gauche correction 0.80
Alkene gauche correction 0.50
cis Correction 1 .0Oa b
ortho Correction 0.57 - 1.61
Corrections to be Applied to Ring Compound Estimates
Ring (a) AH7298 SZoe
Cyclopropane (6) 27.6 32.1
Methylenecyclopropene 40.9
Cyclopropene (2) 53.7 33.6
Cyclobutane (8) 26.2 29.8
Cyclobutene (2) 29.8 29.0
Cyclopentane (10) 6.3 27.3
Cyclopentene (2) 5.9 25.8
Cyclopentadiene 6.0
Cyclohexane (6) 0 18.8
Cyclohexene (2) 1.4 2 1.5