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

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

Isomers of C4H6O

index Species CAS number Name Relative experimental enthalpy (kJ mol-1) sketch
a C4H6O 1708298 Furan, 2,5-dihydro-   sketch of Furan, 2,5-dihydro-
b C4H6O 15798648 cis-2-butenal   sketch of cis-2-butenal
c CHOCHCHCH3 4170303 2-Butenal 0.0 sketch of 2-Butenal
d C4H6O 1191953 Cyclobutanone 18.1 sketch of Cyclobutanone
e C4H6O 1191997 Furan, 2,3-dihydro- 34.7 sketch of Furan, 2,3-dihydro-
f CH2CHOCHCH2 109933 Vinyl ether 97.0 sketch of Vinyl ether
The calculated enthalpies include the calculated and scaled vibrational zero-point energy.
Methods with predefined basis sets
semi-empirical AM1
0.0 c
10.4 d
9.5 e
344.3 f
PM3 34.3 a
0.0 c
-6.3 d
23.6 e
336.3 f
PM6 6.8 a
-2.4 b
0.0 c
13.3 d
-9.0 e
278.0 f
MNDOd
0.0 c
-37.0 d
-7.9 e
8387.5 f
composite G1 NC
NC
NC
G2MP2 NC
NC
NC
G2 NC
NC
NC
G3 -192.4 a
-498.4 b
0.0 c
-231.6 d
-205.8 e
340.0 f
G3B3 48.7 a
9.1 b
0.0 c
18.0 d
37.4 e
325.4 f
G3MP2 -192.2 a
-498.3 b
0.0 c
-230.0 d
-205.6 e
340.0 f
G4 48.3 a
9.0 b
0.0 c
15.3 d
37.3 e
326.5 f
CBS-Q 52.3 a
10.1 b
0.0 c
40.1 e
345.4 f
Group additivity gaw
0.0 c
molecular mechanics MM3
0.0 c
12.0 d
-13.2 e
58.1 f

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 -92.5 a
1.3 b
0.0 c
-94.0 d
-113.5 e
20.7 a
-0.9 b
0.0 c
9.3 d
10.2 e
20.7 a
-0.9 b
0.0 c
9.3 d
10.2 e
47.9 a
4.1 b
0.0 c
32.1 d
45.4 e

  b
51.6 a
5.8 b
0.0 c
17.3 d
45.4 e
  a
  b
55.7 a
6.3 b
0.0 c
21.4 d
49.8 e

6.4 b
0.0 c
23.3 d
49.5 e
51.2 a
7.3 b
0.0 c
18.6 d
45.1 e
53.9 a
9.9 b
0.0 c
26.9 d
48.4 e
99.1 f
55.9 a
5.9 b
0.0 c
24.0 d
50.5 e
53.3 a
8.9 b
0.0 c
27.7 d
48.0 e
52.2 a
9.9 b
0.0 c
22.9 d
48.1 e
52.9 a
0.0 c
28.1 d
47.6 e
98.6 f
53.3 a
8.9 b
0.0 c
27.7 d
48.0 e
99.0 f
density functional LSDA -71.5 a
3.6 b
0.0 c
-97.0 d
-126.0 e
5.2 a
-0.5 b
0.0 c
-31.8 d
-23.2 e
5.2 a
-0.5 b
0.0 c
-31.8 d
-23.2 e
24.8 a
4.7 b
0.0 c
-8.0 d
5.7 e
11.0 a
5.5 b
0.0 c
-18.9 d
-9.6 e
11.3 a
5.5 b
0.0 c
-18.7 d
-9.3 e
15.1 a
8.3 b
0.0 c
-15.2 d
-4.4 e
19.2 a
5.8 b
0.0 c
-15.6 d
-2.0 e
19.2 a
5.9 b
0.0 c
-14.1 d
-1.9 e
6.2 a
5.9 b
0.0 c
-19.8 d
-14.0 e
  10.6 a
5.1 b
0.0 c
-18.9 d
-10.3 e
14.2 a
8.2 b
0.0 c
-10.4 d
-4.8 e
9.4 a
9.2 b
0.0 c
-16.1 d
-8.2 e
  14.2 a
8.2 b
0.0 c
-10.4 d
-4.8 e
77.7 f
BLYP -29.2 a
3.0 b
0.0 c
-56.9 d
-75.0 e
48.9 a
0.1 b
0.0 c
8.4 d
24.6 e
48.9 a
0.1 b
0.0 c
24.6 e
70.8 a
5.0 b
0.0 c
36.6 d
55.5 e
64.8 a
5.7 b
0.0 c
-13.9 d
48.3 e
64.7 a
5.7 b
0.0 c
26.2 d
48.3 e
69.7 a
8.4 b
0.0 c
30.8 d
54.6 e
72.7 a
5.8 b
0.0 c
29.6 d
55.6 e

5.9 b
0.0 c
30.7 d
55.2 e
62.0 a
5.9 b
0.0 c
26.0 d
45.5 e
  64.5 a
0.0 c
26.4 d
47.6 e
  a
  d

0.0 c
28.5 d
50.5 e
92.1 f
    a
  d
B1B95
0.0 c
-83.3 d
-93.6 e

0.0 c
-17.2 d
-0.7 e

0.0 c
-17.2 d
-0.7 e

0.0 c
7.4 d
30.7 e

0.0 c
-4.5 d
13.6 e

0.0 c
-2.8 d
22.1 e
40.9 a
8.0 b
0.0 c
0.8 d
26.0 e

0.0 c
0.4 d
27.6 e

0.0 c
1.7 d
27.4 e

0.0 c
-3.5 d
18.1 e
 
0.0 c
-1.3 d
22.7 e

0.0 c
3.6 d
22.4 e

0.0 c
-1.4 d
21.8 e
 
0.0 c
3.6 d
22.4 e
88.2 f
B3LYP -49.2 a
2.5 b
0.0 c
-70.5 d
-88.8 e
35.4 a
-0.3 b
0.0 c
0.8 d
14.3 e
35.4 a
-0.3 b
0.0 c
0.8 d
14.3 e
57.6 a
4.8 b
0.0 c
27.0 d
45.3 e
51.9 a
5.7 b
0.0 c
15.7 d
37.7 e
52.1 a
5.7 b
0.0 c
16.1 d
37.8 e
56.1 a
8.2 b
0.0 c
20.7 d
43.1 e
59.4 a
5.9 b
0.0 c
20.4 d
44.9 e

6.0 b
0.0 c
21.6 d
44.6 e
49.9 a
6.2 b
0.0 c
16.7 d
35.7 e

0.0 c
25.8 d
44.1 e
88.4 f
52.6 a
5.4 b
0.0 c
17.6 d
38.3 e
57.0 a
8.2 b
0.0 c
26.3 d
43.9 e
52.3 a
9.2 b
0.0 c
19.9 d
40.3 e
  57.0 a
8.2 b
0.0 c
26.3 d
43.9 e
87.9 f
B3LYPultrafine        
0.0 c
15.6 d
37.7 e
                     
B3PW91 -51.4 a
2.8 b
0.0 c
-81.6 d
-92.6 e
25.7 a
0.3 b
0.0 c
-16.1 d
3.0 e
25.8 a
0.3 b
0.0 c
-16.1 d
3.0 e
47.5 a
5.0 b
0.0 c
10.2 d
33.7 e
40.8 a
6.0 b
0.0 c
-1.4 d
24.9 e
41.0 a
6.0 b
0.0 c
-0.9 d
25.1 e
43.3 a
8.3 b
0.0 c
2.8 d
28.8 e
46.5 a
6.2 b
0.0 c
3.1 d
30.9 e

6.3 b
0.0 c
4.3 d
30.7 e
37.9 a
6.6 b
0.0 c
-0.5 d
22.4 e
  41.0 a
5.7 b
0.0 c
0.9 d
25.7 e
42.5 a
8.3 b
0.0 c
7.9 d
28.3 e

0.0 c
2.3 d
26.2 e
98.2 f
  42.5 a
8.3 b
0.0 c
7.9 d
28.3 e
91.5 f
mPW1PW91 -58.8 a
2.6 b
0.0 c
-86.9 d
-98.6 e
14.4 a
-4.9 b
0.0 c
-20.3 d
-3.0 e
18.9 a
-0.1 b
0.0 c
-20.3 d
-3.2 e
41.6 a
4.7 b
0.0 c
5.8 d
28.4 e
30.9 a
1.2 b
0.0 c
-5.8 d
19.8 e
31.1 a
1.2 b
0.0 c
-5.3 d
20.0 e
33.9 a
3.6 b
0.0 c
43.7 d
23.8 e
36.6 a
1.5 b
0.0 c
-1.2 d
25.9 e

6.1 b
0.0 c
0.2 d
25.9 e
32.7 a
6.5 b
0.0 c
-4.7 d
17.6 e
  31.4 a
0.8 b
0.0 c
-2.9 d
21.1 e
37.4 a
8.3 b
0.0 c
3.8 d
23.5 e

0.0 c
-1.7 d
21.8 e
  37.4 a
8.3 b
0.0 c
3.8 d
23.5 e
92.0 f
PBEPBE -38.2 a
3.4 b
0.0 c
-74.5 d
-87.1 e
31.4 a
0.2 b
0.0 c
-15.9 d
4.8 e
31.4 a
0.2 b
0.0 c
-15.9 d
4.8 e
55.0 a
5.0 b
0.0 c
12.4 d
37.4 e
46.5 a
5.9 b
0.0 c
1.4 d
27.7 e
46.6 a
5.9 b
0.0 c
1.6 d
27.8 e
50.3 a
8.4 b
0.0 c
5.3 d
32.9 e
52.5 a
6.0 b
0.0 c
4.5 d
33.6 e

6.1 b
0.0 c
5.6 d
33.5 e
42.3 a
6.2 b
0.0 c
1.0 d
24.0 e

0.0 c
8.7 d
32.1 e
91.2 f
46.1 a
5.5 b
0.0 c
2.3 d
27.5 e
48.4 a
8.2 b
0.0 c
9.2 d
31.3 e

0.0 c
3.8 d
29.2 e
  48.4 a
8.2 b
0.0 c
9.2 d
31.3 e
90.1 f
PBEPBEultrafine        
  e
                     
Moller Plesset perturbation MP2 -10.2 a
2.1 b
0.0 c
-55.5 d
-41.8 e
50.6 a
0.0 b
0.0 c
7.7 d
29.9 e
50.6 a
0.0 b
0.0 c
7.7 d
29.9 e
71.3 a
5.5 b
0.0 c
31.2 d
59.9 e
  a
  b
  e
47.0 a
5.7 b
0.0 c
4.6 d
31.2 e
  a
  b
  e
53.9 a
5.9 b
0.0 c
2.0 d
34.8 e

6.4 b
0.0 c
3.0 d
33.4 e
38.9 a
6.0 b
0.0 c
-3.4 d
21.9 e
  54.3 a
5.4 b
0.0 c
4.9 d
36.4 e

  b
  e
NC
NC
  41.5 a
8.3 b
0.0 c
7.2 d
25.5 e
MP2=FULL NC
NC
NC
NC
NC
NC
NC
NC
NC
NC
46.9 a
5.5 b
0.0 c
31.0 e
46.4 a
5.7 b
0.0 c
3.9 d
30.4 e
47.7 a
8.4 b
0.0 c
10.0 d
32.5 e
53.2 a
5.9 b
0.0 c
1.0 d
34.0 e

6.4 b
0.0 c
2.1 d
32.6 e
NC
NC
  NC
NC
NC

  b
    NC
NC
MP3        
0.0 c
6.1 d
25.4 e
                     
MP4  
NC
   
NC
                     
Configuration interaction CID   NC
NC
NC
NC
NC
NC
38.4 a
5.5 b
0.0 c
27.9 e
    NC
NC
               
CISD   NC
NC
NC
NC
NC
NC
39.6 a
5.4 b
0.0 c
28.6 e
    NC
NC
               
Quadratic configuration interaction QCISD NC 40.0 a
-0.7 b
0.0 c
11.0 d
22.8 e
NC
NC
NC
NC
NC
  a
  b
  d
45.7 a
4.6 b
0.0 c
9.5 d
32.8 e
46.2 a
7.1 b
0.0 c
NC
NC

5.3 b
0.0 c
NC
NC
 
NC
       
QCISD(T)        
NC
                     
Coupled Cluster CCD NC NC
NC
NC
NC
NC
NC
NC
NC
NC
NC
NC
NC
NC
NC
NC
NC

NC
NC
NC
           
CCSD         NC                      
CCSD(T)        
NC
                     

Methods with effective core potentials (select basis sets)
CEP-31G CEP-31G* CEP-121G CEP-121G* LANL2DZ SDD
hartree fock HF 36.6 a
6.3 b
0.0 c
17.6 d
36.7 e
42.9 a
8.3 b
0.0 c
3.4 d
37.3 e
35.2 a
5.4 b
0.0 c
23.1 d
35.8 e
46.9 a
7.6 b
0.0 c
15.2 d
42.4 e
37.6 a
5.7 b
0.0 c
25.0 d
37.4 e
37.5 a
5.8 b
0.0 c
24.4 d
37.2 e
density functional B1B95 27.7 a
7.0 b
0.0 c
-13.0 d
13.5 e
105.4 f
23.8 a
8.4 b
0.0 c
-24.0 d
5.9 e
108.0 f
       
B3LYP 43.3 a
7.4 b
0.0 c
10.1 d
32.5 e
43.6 a
8.5 b
0.0 c
1.4 d
29.6 e
43.5 a
5.9 b
0.0 c
19.5 d
34.5 e
47.7 a
7.1 b
0.0 c
13.9 d
35.6 e
44.8 a
6.4 b
0.0 c
15.5 d
32.9 e
45.5 a
6.5 b
0.0 c
15.7 d
33.5 e
Moller Plesset perturbation MP2 61.1 a
8.0 b
0.0 c
19.4 d
51.4 e
43.2 a
8.5 b
0.0 c
-11.1 d
26.3 e
59.5 a
6.7 b
0.0 c
28.5 d
50.7 e
44.4 a
7.0 b
0.0 c
1.6 d
28.1 e
62.0 a
6.8 b
0.0 c
27.8 d
51.1 e
62.2 a
6.9 b
0.0 c
27.5 d
51.3 e

Single point energy calculations (select basis sets)
6-311+G(3df,2p) cc-pVDZ cc-pVTZ aug-cc-pVDZ cc-pV(T+d)Z
Moller Plesset perturbation MP2FC// HF/6-31G*  
0.0 c
-247.2 d
-207.3 e
365.2 f

0.0 c
-183.6 d
-70.9 e
442.1 f
 
0.0 c
-183.6 d
-70.9 e
442.1 f
MP2FC// B3LYP/6-31G*  
0.0 c
5.6 d
37.3 e
350.7 f
     
MP2FC// MP2FC/6-31G*
NC

NC
NC

0.0 c
252.6 d
573.8 f

0.0 c
254.0 d
32.5 e
584.2 f

0.0 c
252.6 d
573.8 f
MP4// HF/6-31G*  
0.0 c
-244.3 d
-204.8 e
360.5 f
     
MP4// MP2/6-31G*
NC
       
Coupled Cluster CCSD// HF/6-31G*  
0.0 c
-242.1 d
-205.7 e
358.7 f

0.0 c
 
0.0 c
CCSD(T)// HF/6-31G*  
0.0 c
-240.8 d
-204.4 e
359.3 f

0.0 c
 
0.0 c
CCSD(T)//B3LYP/6-31G(2df,p)     41.2 a
7.4 b
0.0 c
12.1 d
28.2 e
328.9 f
  41.2 a
7.4 b
0.0 c
12.1 d
28.2 e
328.9 f
CCSD// MP2FC/6-31G*
NC

NC

0.0 c
565.9 f
 
0.0 c
565.9 f
CCSD(T)// MP2FC/6-31G*
NC
 
NC
 
NC
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.