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IV.A.4. (XIV.F.)

Relative enthalpies of isomers - Comparison of 298.15K enthalpies (kJ mol-1)

Isomers of C5H10O

index Species CAS number Name Relative experimental enthalpy (kJ mol-1) sketch
a C5H10O 110623 Pentanal   sketch of Pentanal
b C5H10O 563804 2-Butanone, 3-methyl- 0.0 sketch of 2-Butanone, 3-methyl-
c C5H10O 107879 2-Pentanone 3.5 sketch of 2-Pentanone
d C5H10O 96220 3-Pentanone 9.2 sketch of 3-Pentanone
e C5H10O 96413 Cyclopentanol 20.0 sketch of Cyclopentanol
f C5H10O 142687 2H-Pyran, tetrahydro- 38.7 sketch of 2H-Pyran, tetrahydro-
g C5H10O 6921353 Oxetane, 3,3-dimethyl- 114.4 sketch of Oxetane, 3,3-dimethyl-
The calculated enthalpies include the calculated and scaled vibrational zero-point energy.
Methods with predefined basis sets
semi-empirical AM1 346.8 a
0.0 b
-11.7 c
-7.3 d
-57.6 e
-32.5 f
95.0 g
PM3 10.3 a
0.0 b
-3.5 c
1.4 d
-1.9 e
27.3 f
90.8 g
PM6 50.1 a
0.0 b
-0.6 c
9.8 d
3.2 e
33.9 f
82.8 g
MNDOd
0.0 b
-17.4 c
-14.4 d
-68.5 e
-28.8 f
45.9 g
composite G1
0.0 b
-392.0 c
-396.5 d
62.6 e
88.2 f
132.5 g
G2MP2
0.0 b
-391.8 c
-395.9 d
61.0 e
87.6 f
129.8 g
G2
0.0 b
-395.8 d
61.8 e
88.8 f
130.6 g
G3 -762.3 a
0.0 b
-397.3 d
57.6 e
86.5 f
130.8 g
G3B3 -342.0 a
0.0 b
-371.1 c
-0.6 d
31.4 e
51.1 f
116.3 g
G3MP2 -763.3 a
0.0 b
-396.3 c
-397.4 d
56.9 e
86.7 f
131.3 g
G4 31.6 a
0.0 b
-2.1 c
0.2 d
33.3 e
52.3 f
115.9 g
CBS-Q NC
Group additivity gaw
-224.0 f
molecular mechanics MM3
0.0 b
4.1 c
-0.5 d
14.1 e
35.7 f
111.5 g

Methods with standard basis sets
STO-3G 3-21G 3-21G* 6-31G 6-31G* 6-31G** 6-31+G** 6-311G* 6-311G** 6-31G(2df,p) 6-311+G(3df,2p) cc-pVDZ cc-pVTZ aug-cc-pVDZ aug-cc-pVTZ cc-pV(T+d)Z
hartree fock HF 20.4 a
0.0 b
-5.1 d
-71.8 e
-99.9 f
-7.4 g
26.7 a
0.0 b
-12.9 d
13.3 e
10.2 f
110.8 g
26.7 a
0.0 b
2.4 c
-12.9 d
13.3 e
10.2 f
110.8 g
28.0 a
0.0 b
-9.3 d
22.6 e
37.7 f
135.8 g

  c
21.4 a
0.0 b
-11.2 d
35.1 e
41.6 f
125.7 g
  a 20.0 a
0.0 b
-10.4 d
50.1 e
45.3 f
129.9 g
20.9 a
0.0 b
-8.7 c
-10.9 d
37.2 e
46.8 f
128.2 g
21.1 a
0.0 b
-2.8 c
-11.3 d
38.9 e
43.7 f
126.6 g
22.4 a
0.0 b
-7.6 c
-8.4 d
39.2 e
47.3 f
127.8 g
18.9 a
0.0 b
-1.9 c
-13.1 d
39.1 e
46.3 f
129.2 g
20.7 a
0.0 b
-10.1 d
37.6 e
46.0 f
127.5 g
21.2 a
0.0 b
29.3 e
43.7 f
125.9 g
21.4 a
0.0 b
-8.2 c
36.9 e
46.1 f
127.0 g
20.7 a
0.0 b
-10.1 d
37.6 e
46.0 f
127.5 g
density functional LSDA 30.7 a
0.0 b
1.0 c
1.1 d
-45.5 e
-91.8 f
0.7 g
36.2 a
0.0 b
-1.0 c
-9.0 d
3.1 e
-15.1 f
94.0 g
36.2 a
0.0 b
-1.0 c
-9.0 d
3.1 e
-15.1 f
94.0 g
36.0 a
0.0 b
-2.2 c
-6.2 d
8.7 e
6.0 f
106.9 g
31.1 a
0.0 b
-2.6 c
-6.3 d
8.4 e
-6.2 f
85.3 g
31.3 a
0.0 b
-2.9 c
-6.8 d
-1.6 e
-4.7 f
86.1 g
33.5 a
0.0 b
-1.0 c
-3.4 d
-5.9 e
2.1 f
89.0 g
30.5 a
0.0 b
-1.9 c
-5.6 d
11.0 e
2.8 f
95.5 g
31.9 a
0.0 b
-1.8 c
-5.9 d
-1.2 e
5.8 f
95.0 g
31.9 a
0.0 b
-1.9 c
-5.7 d
-3.2 e
-6.2 f
83.6 g
  29.5 a
0.0 b
-3.8 c
-7.8 d
-5.4 e
-4.8 f
87.7 g
31.9 a
0.0 b
-1.7 c
-5.0 d
-5.1 e
3.3 f
92.5 g
32.5 a
0.0 b
-0.2 c
-3.0 d
-16.1 e
-2.5 f
85.4 g
  31.9 a
0.0 b
-1.7 c
-5.0 d
-5.1 e
3.3 f
92.5 g
BLYP 24.0 a
0.0 b
-3.7 d
-1.2 e
-46.2 f
30.4 g
23.5 a
0.0 b
-9.0 c
-14.4 d
48.4 e
28.5 f
116.2 g
NC
NC
25.9 a
0.0 b
-8.9 d
57.6 e
51.5 f
131.2 g

0.0 b
-7.5 c
-9.5 d
61.8 e
46.6 f
120.4 g
21.9 a
0.0 b
-8.0 c
-10.0 d
51.9 e
47.5 f
121.0 g
24.8 a
0.0 b
-5.3 d
48.6 e
56.1 f
125.1 g
NC
NC
21.9 a
0.0 b
-7.8 c
-10.1 d
52.4 e
57.6 f
129.9 g
22.1 a
0.0 b
-9.4 d
51.0 e
47.2 f
119.2 g
  19.7 a
0.0 b
-9.1 c
-11.1 d
47.5 e
46.2 f
122.8 g
  a
  c
  d
  e
  f
  g

0.0 b
-6.2 d
35.2 e
49.6 f
120.0 g
    a
  c
  d
  e
  f
  g
B1B95 24.0 a
0.0 b
-3.1 c
-2.9 d
-31.2 e
-64.4 f
13.2 g
30.8 a
0.0 b
-3.5 c
-10.1 d
18.2 e
9.2 f
101.3 g
30.8 a
0.0 b
-3.5 c
-10.1 d
18.1 e
9.2 f
101.3 g
29.1 a
0.0 b
-5.6 c
-9.0 d
25.0 e
32.6 f
118.0 g
18.4 a
0.0 b
-6.2 c
-15.3 d
30.9 e
25.5 f
102.2 g
24.4 a
0.0 b
-6.6 c
-9.8 d
22.4 e
28.5 f
103.4 g
26.4 a
0.0 b
-4.6 c
-6.5 d
19.1 e
33.6 f
105.4 g
23.7 a
0.0 b
-5.5 c
-8.9 d
35.6 e
33.9 f
110.1 g
24.8 a
0.0 b
-5.7 c
-9.1 d
23.3 e
36.4 f
109.4 g

0.0 b
-6.4 c
-9.5 d
21.3 e
28.0 f
101.5 g
  21.9 a
0.0 b
-8.1 c
-11.3 d
20.3 e
29.2 f
104.6 g
17.9 a
0.0 b
-5.6 c
-8.2 d
17.7 e
32.2 f
105.5 g

0.0 b
-10.6 c
-6.9 d
8.3 e
28.3 f
101.6 g
  17.9 a
0.0 b
-5.6 c
-8.2 d
17.7 e
32.2 f
105.5 g
B3LYP 23.6 a
0.0 b
-3.5 d
-24.2 e
-64.1 f
17.9 g
NC
NC
NC
NC
NC
26.0 a
0.0 b
-7.5 c
-13.4 d
32.5 e
112.1 g
27.9 a
0.0 b
-8.6 d
40.8 e
41.5 f
128.3 g

0.0 b
-9.5 d
48.0 e
36.4 f
115.8 g
23.4 a
0.0 b
-7.5 c
-9.7 d
38.0 e
37.8 f
116.5 g
25.2 a
0.0 b
-4.0 d
34.6 e
44.1 f
119.1 g
22.5 a
0.0 b
-6.8 c
51.1 e
45.1 f
125.3 g
23.0 a
0.0 b
-7.4 c
-9.9 d
38.6 e
46.7 f
124.0 g
23.2 a
0.0 b
-9.5 d
37.9 e
38.0 f
115.4 g

0.0 b
-6.7 d
36.5 e
47.0 f
122.1 g
20.9 a
0.0 b
-0.7 c
-11.2 d
34.7 e
37.4 f
118.3 g
NC
NC
NC
NC
NC
NC
23.3 a
0.0 b
-0.4 c
-6.6 d
24.0 e
39.7 f
116.1 g
NC NC
NC
NC
NC
NC
NC
B3LYPultrafine        
0.0 b
-7.5 c
-9.6 d
47.9 e
36.3 f
115.6 g
                     
B3PW91 22.9 a
0.0 b
-1.8 c
-4.1 d
-31.5 e
-66.1 f
15.0 g
28.2 a
0.0 b
3.4 c
-11.6 d
17.2 e
10.4 f
105.0 g
28.2 a
0.0 b
3.4 c
-11.6 d
17.2 e
10.4 f
105.0 g
28.7 a
0.0 b
0.6 c
-8.8 d
26.1 e
33.4 f
121.5 g

0.0 b
-9.4 d
32.9 e
27.3 f
107.1 g
24.3 a
0.0 b
0.5 c
-9.5 d
22.9 e
29.2 f
107.9 g
25.6 a
0.0 b
-5.7 c
-6.7 d
18.8 e
33.1 f
108.9 g
22.8 a
0.0 b
0.3 c
-8.8 d
35.7 e
34.1 f
114.1 g
23.6 a
0.0 b
-7.0 c
-9.6 d
23.0 e
36.1 f
112.8 g
23.7 a
0.0 b
-9.6 d
22.2 e
28.9 f
106.3 g
  21.6 a
0.0 b
-0.5 c
-11.2 d
20.7 e
29.3 f
108.7 g
  a
  c
  d
  e
  f
  g

0.0 b
-5.9 c
-7.1 d
10.1 e
29.3 f
105.7 g
    a
  c
  d
  e
  f
  g
mPW1PW91 23.3 a
0.0 b
-1.1 c
-3.7 d
-39.7 e
-73.2 f
10.0 g
23.1 a
0.0 b
-11.5 d
9.9 e
3.8 f
NC
NC
NC
NC
NC
NC
29.4 a
0.0 b
-8.5 d
19.4 e
27.6 f
118.5 g

0.0 b
-8.7 d
27.9 e
22.7 f
104.3 g
  a
  d
  e
  f
  g
21.9 a
0.0 b
-5.3 d
14.4 e
29.4 f
107.0 g
18.0 a
0.0 b
-8.4 d
30.6 e
28.9 f
110.7 g
24.3 a
0.0 b
-6.4 c
-9.2 d
17.8 e
31.3 f
109.6 g
24.4 a
0.0 b
-9.3 d
17.0 e
24.1 f
103.4 g
  16.5 a
0.0 b
-10.9 d
15.9 e
24.6 f
105.6 g
24.0 a
0.0 b
-0.9 c
-3.0 d
15.2 e
29.6 f
107.7 g

0.0 b
-6.6 d
5.6 e
25.0 f
103.1 g
  24.0 a
0.0 b
-0.9 c
-3.0 d
15.2 e
29.6 f
107.7 g
PBEPBE 24.9 a
0.0 b
-0.4 c
-2.7 d
-15.7 e
-55.9 f
22.7 g
NC
NC
NC
NC
NC
27.9 a
0.0 b
-5.5 c
-11.2 d
26.1 e
12.5 f
104.4 g
28.6 a
0.0 b
-5.6 c
-8.1 d
36.8 e
37.2 f
121.3 g

0.0 b
-8.3 d
39.9 e
30.4 f
107.0 g
24.5 a
0.0 b
-8.8 d
29.6 e
31.7 f
107.4 g
26.5 a
0.0 b
-5.2 d
25.4 e
38.1 f
109.9 g
23.4 a
0.0 b
-8.2 d
41.5 e
37.4 f
114.5 g
24.5 a
0.0 b
-6.0 c
-8.5 d
29.5 e
39.9 f
113.8 g
24.5 a
0.0 b
-6.1 c
-8.3 d
28.0 e
30.9 f
105.0 g

0.0 b
-5.2 d
25.4 e
39.6 f
111.1 g
22.4 a
0.0 b
-9.8 d
26.6 e
31.4 f
108.7 g
24.4 a
0.0 b
-7.4 d
25.7 e
38.2 f
111.3 g

0.0 b
-4.3 c
-5.3 d
14.9 e
33.0 f
105.6 g
  24.4 a
0.0 b
-7.4 d
25.7 e
38.2 f
111.3 g
PBEPBEultrafine        
0.0 b
-8.5 d
39.7 e
30.3 f
106.8 g
                     
Moller Plesset perturbation MP2 22.7 a
0.0 b
0.6 c
-1.3 d
14.5 e
-14.4 f
65.2 g
29.8 a
0.0 b
-7.0 d
46.9 e
43.0 f
129.5 g
29.8 a
0.0 b
-7.0 d
46.9 e
43.0 f
129.5 g
32.4 a
0.0 b
-2.4 d
50.5 e
66.5 f
146.4 g
  a
  c
  d
27.7 a
0.0 b
-4.0 d
28.0 e
38.0 f
115.1 g
  a
  d
29.9 a
0.0 b
41.3 e
47.1 f
121.7 g

0.0 b
1.1 c
-1.5 d
22.6 e
44.6 f
117.4 g
30.8 a
0.0 b
-2.6 d
21.0 e
33.4 f
110.0 g
  25.3 a
0.0 b
-1.8 c
-4.3 d
27.8 e
43.6 f
121.1 g

NC
NC  
NC
MP2=FULL NC NC
NC
NC
NC
NC
NC
29.1 a
0.0 b
-3.4 d
37.7 e
38.4 f
115.1 g
NC
NC
NC 30.4 a
0.0 b
40.3 e
46.5 f
121.2 g

0.0 b
1.4 c
-1.3 d
21.7 e
43.9 f
116.8 g
NC   NC
NC
       
MP3         2305.2 a
0.0 b
-4.2 c
-6.2 d
28.1 e
29.7 f
108.4 g
                     
MP4  
NC
                           
Configuration interaction CID   NC
NC
NC NC NC
NC
    NC                
CISD   NC
NC
NC
NC
NC
NC
NC
NC

NC
  NC                
Quadratic configuration interaction QCISD NC NC
NC
NC NC NC
NC
NC           NC        
Coupled Cluster CCD NC NC
NC
NC NC NC NC   NC       NC        

Methods with effective core potentials (select basis sets)
CEP-31G CEP-31G* CEP-121G CEP-121G* LANL2DZ SDD
hartree fock HF 30.0 a
0.0 b
-1.3 c
-406.2 d
8.8 e
29.8 f
118.2 g
23.6 a
0.0 b
-1.7 c
-7.4 d
34.4 e
33.3 f
110.9 g
28.2 a
0.0 b
-0.9 c
-401.7 d
8.2 e
29.8 f
118.1 g
22.4 a
0.0 b
-403.6 d
38.7 e
39.2 f
118.3 g
30.6 a
0.0 b
-407.1 d
12.4 e
33.8 f
126.6 g
30.8 a
0.0 b
-0.4 c
-406.9 d
12.0 e
33.8 f
126.4 g
density functional B1B95 33.3 a
0.0 b
-2.5 c
-4.8 d
3.2 e
21.5 f
97.2 g
28.7 a
0.0 b
-2.8 c
-5.4 d
12.7 e
17.6 f
85.7 g
       
B3LYP 33.0 a
0.0 b
0.5 c
22.8 e
34.0 f
109.2 g
28.2 a
0.0 b
0.4 c
34.7 e
33.5 f
103.9 g
29.2 a
0.0 b
0.7 c
23.5 e
33.5 f
109.4 g
25.3 a
0.0 b
38.1 e
36.9 f
110.0 g
34.7 a
0.0 b
1.5 c
28.6 e
39.4 f
117.3 g
34.1 a
0.0 b
0.9 c
28.6 e
39.4 f
117.1 g
Moller Plesset perturbation MP2 36.3 a
0.0 b
6.5 c
27.5 e
60.3 f
126.6 g
33.4 a
0.0 b
7.1 c
28.4 e
38.6 f
103.1 g
35.8 a
0.0 b
7.6 c
-363.9 d
26.7 e
60.6 f
124.9 g
33.8 a
0.0 b
-372.9 d
23.2 e
42.1 f
107.6 g
37.0 a
0.0 b
-369.7 d
33.2 e
65.3 f
134.4 g
37.4 a
0.0 b
-369.3 d
33.4 e
65.7 f
134.3 g

Single point energy calculations (select basis sets)
cc-pVDZ cc-pVTZ aug-cc-pVDZ cc-pV(T+d)Z
Moller Plesset perturbation MP2FC// HF/6-31G*
0.0 b
-403.5 c
-442.6 d
25.3 e
38.6 f
127.2 g

0.0 b
-400.6 c
-432.0 d
23.2 e
39.4 f
125.7 g
 
0.0 b
-400.6 c
-432.0 d
23.2 e
39.4 f
125.7 g
MP2FC// B3LYP/6-31G*
0.0 b
-4.9 d
27.0 e
43.2 f
121.8 g
     
MP2FC// MP2FC/6-31G*
NC
NC
 
0.0 b
386.6 c
382.2 d
394.1 e
420.0 f
493.8 g
 
NC = not calculated
For descriptions of the methods (AM1, HF, MP2, ...) and basis sets (3-21G, 3-21G*, 6-31G, ...) see the glossary in section I.C. Predefined means the basis set used is determined by the method.
gaw refers to the group additivity method implemeted in the NIST Chemistry Webbook.

See section III.C.1 List or set vibrational scaling factors to change the scale factors used here.
See section III.C.2 Calculate a vibrational scaling factor for a given set of molecules to determine the least squares best scaling factor.