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Experimental data for C4H5N ((E)-2-Butenenitrile)

22 02 02 11 45
Other names
2-Butenenitrile, (E)-; (E)-2-Butenenitrile; (E)-CH3CH=CHCN; (E)-but-2-enenitrile;
INChI INChIKey SMILES IUPAC name
InChI=1S/C4H5N/c1-2-3-4-5/h2-3H,1H3/b3-2+ NKKMVIVFRUYPLQ-NSCUHMNNSA-N C/C=C/C#N (E)-but-2-enenitrile
State Conformation
1A' CS
Enthalpy of formation (Hfg), Entropy, Integrated heat capacity (0 K to 298.15 K) (HH), Heat Capacity (Cp)
Property Value Uncertainty units Reference Comment
Hfg(298.15K) enthalpy of formation 140.70   kJ mol-1 TRC
Hfg(0K) enthalpy of formation 153.10   kJ mol-1 TRC
Entropy (298.15K) entropy 306.53   J K-1 mol-1 TRC
Integrated Heat Capacity (0 to 298.15K) integrated heat capacity 17.33   kJ mol-1 TRC
Heat Capacity (298.15K) heat capacity 86.74   J K-1 mol-1 TRC
Information can also be found for this species in the NIST Chemistry Webbook
Vibrational levels (cm-1) vibrations
Mode Number Symmetry Frequency Intensity Comment Description
Fundamental(cm-1) Harmonic(cm-1) Reference (km mol-1) unc. Reference

Calculated vibrational frequencies for C4H5N ((E)-2-Butenenitrile).
Rotational Constants (cm-1) rotational constants
See section I.F.4 to change rotational constant units
A B C reference comment
       

Calculated rotational constants for C4H5N ((E)-2-Butenenitrile).
Product of moments of inertia moments of inertia
amu3Å6   0gm3 cm6
Geometric Data
picture of (E)-2-Butenenitrile

Point Group Cs


Internal coordinates
distances (r) in Å, angles (a) in degrees, dihedrals (d) in degrees
Description Value unc. Connectivity Reference Comment
Atom 1 Atom 2 Atom 3 Atom 4
rCC 1.336   6 8 1976Hellwege(II/7) !assumed
rCC 1.501   4 6 1976Hellwege(II/7) !assumed, to end
rCH 1.081   7 8 1976Hellwege(II/7) !assumed, C with =C closer to N
rCH 1.090   5 6 1976Hellwege(II/7) !assumed, C with =C away from N
rCH 1.090   1 4 1976Hellwege(II/7) !assumed, end C
rCC 1.432   8 10 1976Hellwege(II/7) next to C=N
rCN 1.164   9 10 1976Hellwege(II/7) !assumed
aHCC 121.5 6 8 7 1976Hellwege(II/7) !assumed
aCCC 124.3 4 6 8 1976Hellwege(II/7) !assumed, to end C
aHCC 116.7 4 6 5 1976Hellwege(II/7) !assumed, H is attache to C=
aHCC 119 5 6 8 1976Hellwege(II/7) !assumed, H is attached to C=, away from N
aHCH 107.7 1 4 2 1976Hellwege(II/7) !assumed
aCCN 180 8 10 9 1976Hellwege(II/7) !assumed
aCCC 123.2 6 8 10 1976Hellwege(II/7) towards C with N
aHCC 109.47 1 4 6 1976Hellwege(II/7)

These cartesians were determined using some assumed coordinate values. Cartesians
Atom x (Å) y (Å) z (Å)
H1 2.6175 0.4411 0.0000
H2 2.6243 -1.1004 0.8900
H3 2.6243 -1.1004 -0.8900
C4 2.2587 -0.5882 0.0000
H5 0.2722 -1.5707 0.0000
C6 0.7577 -0.5948 0.0000
H7 0.5199 1.4533 0.0000
C8 0.0000 0.5056 0.0000
N9 -2.5953 0.4444 0.0000
C10 -1.4316 0.4718 0.0000

Atom - Atom Distances bond lengths
Distances in Å
  H1 H2 H3 C4 H5 C6 H7 C8 N9 C10
H1   1.78001.78001.09003.08992.12882.32902.61835.21284.0492
H2 1.7800   1.78001.09002.55842.12883.42673.20285.51564.4400
H3 1.78001.7800   1.09002.55842.12883.42673.20285.51564.4400
C4 1.09001.09001.0900   2.21621.50102.68162.50964.96263.8395
H5 3.08992.55842.55842.2162   1.09003.03412.09403.50472.6599
C6 2.12882.12882.12881.50101.0900   2.06191.33603.51032.4353
H7 2.32903.42673.42672.68163.03412.0619   1.08103.27452.1845
C8 2.61833.20283.20282.50962.09401.33601.0810   2.59601.4320
N9 5.21285.51565.51564.96263.50473.51033.27452.5960   1.1640
C10 4.04924.44004.44003.83952.65992.43532.18451.43201.1640  

Calculated geometries for C4H5N ((E)-2-Butenenitrile).

Experimental Bond Angles (degrees) from cartesians bond angles

atom1 atom2 atom3 angle         atom1 atom2 atom3 angle
H1 C4 H2 109.472 H1 C4 H3 109.472
H1 C4 C6 109.470 H2 C4 H3 109.472
H2 C4 C6 109.470 H3 C4 C6 109.470
C4 C6 H5 116.700 C4 C6 C8 124.300
H5 C6 C8 119.000 C6 C8 H7 116.700
C6 C8 C10 123.200 H7 C8 C10 120.100
C8 C10 N9 180.000

Bond descriptions


Examples: C-C single bond, C=C, double bond, C#C triple bond, C:C aromatic bond
Bond Type Count
H-C 5
C-C 2
C=C 1
C#N 1

Connectivity
Atom 1 Atom 2
H1 C4
H2 C4
H3 C4
C4 C6
H5 C6
C6 C8
H7 C8
C8 C10
N9 C10
Electronic energy levels (cm-1)
Energy (cm-1) Degeneracy reference description
0 1   1A'

Ionization Energies (eV)
Ionization Energy I.E. unc. vertical I.E. v.I.E. unc. reference
10.230 0.050     webbook
Dipole, Quadrupole and Polarizability
Electric dipole moment dipole
State Config State description Conf description Exp. min. Dipole (Debye) Reference comment Point Group Components
x y z total dipole quadrupole
1 1 1A' Cs True       4.500 NSRDS-NBS10 DR Cs 2 3
Experimental dipole measurement abbreviations: MW microwave; DT Dielectric with Temperature variation; DR Indirect (usually an upper limit); MB Molecular beam
Calculated electric dipole moments for C4H5N ((E)-2-Butenenitrile).
Electric quadrupole moment quadrupole
State Config State description Conf description Exp. min. Quadrupole (D Å) Reference comment Point Group Components
xx yy zz dipole quadrupole
1 1 1A' Cs True       Cs 2 3

Calculated electric quadrupole moments for C4H5N ((E)-2-Butenenitrile).
Electric dipole polarizability (Å3) polarizability
alpha unc. Reference
8.201   1998Gus/Rui:163

Calculated electric dipole polarizability for C4H5N ((E)-2-Butenenitrile).
References
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squib reference DOI
1976Hellwege(II/7) Hellwege, KH and AM Hellwege (ed.). Landolt-Bornstein: Group II: Atomic and Molecular Physics Volume 7: Structure Data of Free Polyatomic Molecules. Springer-Verlag. Berlin. 1976.  
1998Gus/Rui:163 M Gussoni, R Rui, G Zerbi "Electronic and relaxation contribution to linear molecular polarizability. An analysis of the experimental values" J. Mol. Struct. 447 (1998) 163-215 10.1016/S0022-2860(97)00292-5
NSRDS-NBS10 R. D. Nelson Jr., D. R. Lide, A. A. Maryott "Selected Values of electric dipole moments for molecules in the gas phase" NSRDS-NBS10, 1967 10.6028/NBS.NSRDS.10
TRC Frenkel, M; Marsh, K.N.; Wilhoit, R.C.; Kabo, G.J.; Roganov, G.N.,Thermodynamics of Organic Compounds in the Gas State,Thermodynamics Research Center, College Station, TX, 1994  
webbook NIST Chemistry Webbook (http://webbook.nist.gov/chemistry) 10.18434/T4D303

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