Methylene
- Formula: CH2
- Molecular weight: 14.0266
- IUPAC Standard InChIKey: HZVOZRGWRWCICA-UHFFFAOYSA-N
- CAS Registry Number: 2465-56-7
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Isotopologues:
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Gas phase thermochemistry data
Go To: Top, Gas phase ion energetics data, Ion clustering data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 92.349 | kcal/mol | Review | Chase, 1998 | Data last reviewed in December, 1972 |
Quantity | Value | Units | Method | Reference | Comment |
S°gas,1 bar | 46.350 | cal/mol*K | Review | Chase, 1998 | Data last reviewed in December, 1972 |
Gas Phase Heat Capacity (Shomate Equation)
Cp° = A + B*t + C*t2 + D*t3 +
E/t2
H° − H°298.15= A*t + B*t2/2 +
C*t3/3 + D*t4/4 − E/t + F − H
S° = A*ln(t) + B*t + C*t2/2 + D*t3/3 −
E/(2*t2) + G
Cp = heat capacity (cal/mol*K)
H° = standard enthalpy (kcal/mol)
S° = standard entropy (cal/mol*K)
t = temperature (K) / 1000.
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Temperature (K) | 298. to 1400. | 1400. to 6000. |
---|---|---|
A | 7.640591 | 12.32290 |
B | 1.621321 | 0.926619 |
C | 2.992089 | -0.155260 |
D | -1.361441 | 0.009058 |
E | -0.007437 | -2.563550 |
F | 89.95120 | 83.81250 |
G | 54.95100 | 55.52610 |
H | 92.35000 | 92.35000 |
Reference | Chase, 1998 | Chase, 1998 |
Comment | Data last reviewed in December, 1972 | Data last reviewed in December, 1972 |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Ion clustering data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data evaluated as indicated in comments:
L - Sharon G. Lias
Data compiled as indicated in comments:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to CH2+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 10.396 ± 0.003 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
ΔfH°(+) ion | 328. ± 3. | kcal/mol | N/A | N/A | |
Quantity | Value | Units | Method | Reference | Comment |
ΔfH(+) ion,0K | 329. ± 3. | kcal/mol | N/A | N/A |
Electron affinity determinations
EA (eV) | Method | Reference | Comment |
---|---|---|---|
0.6520 ± 0.0060 | LPES | Leopold, Murray, et al., 1985 | Singlet-triplet splitting of CH2 = 9.0 kcal; B |
<0.600 ± 0.030 | PD | Feldman, Rackwitz, et al., 1977 | B |
0.210 ± 0.015 | LPES | Engelking, Corderman, et al., 1981 | Hot band problem; B |
0.208 ± 0.031 | LPES | Zittel, Ellison, et al., 1976 | Hot band problem, singlet-triplet splitting = 19.5 kcal; B |
>0.90 ± 0.40 | EIAE | Thynne and MacNiel, 1971 | From CH2=CH2; B |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
10.35 ± 0.15 | EI | Reineke and Strein, 1976 | LLK |
10.5 ± 0.2 | EI | Niehaus, 1967 | RDSH |
10.396 ± 0.003 | S | Herzberg, 1961 | RDSH |
De-protonation reactions
CH- + =
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 386.05 ± 0.44 | kcal/mol | D-EA | Kasdan, Herbst, et al., 1975 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 379.29 ± 0.53 | kcal/mol | H-TS | Kasdan, Herbst, et al., 1975 | gas phase; B |
Ion clustering data
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
B - John E. Bartmess
RCD - Robert C. Dunbar
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.
Clustering reactions
By formula: (CH3- • 4294967295CH2) + CH2 = CH3-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 94.98 ± 0.80 | kcal/mol | N/A | Ellison, Engelking, et al., 1978 | gas phase; B |
By formula: Co+ + CH2 = (Co+ • CH2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 75.9 ± 1.2 | kcal/mol | CIDT | Haynes and Armentrout, 1994 | RCD |
By formula: Cr+ + CH2 = (Cr+ • CH2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 53.8 ± 1.9 | kcal/mol | CIDT | Georgiadis and Armentrout, 1989 | RCD |
By formula: La+ + CH2 = (La+ • CH2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 98.2 ± 1.4 | kcal/mol | CIDT | Sunderlin and Armentrout, 1989 | RCD |
By formula: Sc+ + CH2 = (Sc+ • CH2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 98.3 ± 5.3 | kcal/mol | CIDT | Sunderlin and Armentrout, 1989 | RCD |
By formula: Y+ + CH2 = (Y+ • CH2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 95.2 ± 3.0 | kcal/mol | CIDT | Sunderlin and Armentrout, 1989 | RCD |
References
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Ion clustering data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Chase, 1998
Chase, M.W., Jr.,
NIST-JANAF Themochemical Tables, Fourth Edition,
J. Phys. Chem. Ref. Data, Monograph 9, 1998, 1-1951. [all data]
Leopold, Murray, et al., 1985
Leopold, D.G.; Murray, K.K.; Miller, A.E.S.; Lineberger, W.C.,
Methylene: A study of the X3B1 and the 1A1 states by photoelectron spectroscopy of CH2- and CD2-,
J. Chem. Phys., 1985, 83, 4849. [all data]
Feldman, Rackwitz, et al., 1977
Feldman, D.; Rackwitz, R.; Kaiser, H.J.; Heincke, E.,
Photodetachment bei einigen neagtiven molekulionen: P2-, As2-, CH2-, CH3-, S3-,
Z. Naturforsch. A:, 1977, 32, 600. [all data]
Engelking, Corderman, et al., 1981
Engelking, P.E.; Corderman, R.R.; Wenddoski, J.J.; Ellison, G.B.; O'Niel, V.S.; Lineberger, W.C.,
Laser photoelectron spectroscopy of CH2-, and the singlet-triplet splitting in methylene,
J. Chem. Phys., 1981, 74, 5460. [all data]
Zittel, Ellison, et al., 1976
Zittel, P.F.; Ellison, G.B.; O'Neil, S.V.; Herbst, E.; Lineberger, W.C.; Reinhardt, W.P.,
Laser photoelectron spectrometry of CH2-. Singlet-triplet splitting and electron affinity of CH21,
J. Am. Chem. Soc., 1976, 98, 3731. [all data]
Thynne and MacNiel, 1971
Thynne, J.C.J.; MacNiel, K.A.G.,
Negative ion formation by ethylene and 1,1-difluoroethylene,
J. Phys. Chem., 1971, 75, 2584. [all data]
Reineke and Strein, 1976
Reineke, W.; Strein, K.,
Erzeugung eines methylenhaltigen Molekularstrahls durch Pyrolyse von Keten,
Ber. Bunsen-Ges. Phys. Chem., 1976, 80, 343. [all data]
Niehaus, 1967
Niehaus, A.,
Anregung und Dissoziation von Molekulen beim Elektronenbeschuss. Messung der Bildungswahrscheinlichkeit fur neutrale Fragmente als Funktion der Elektronenenergie.,
Z. Naturforsch., 1967, 22a, 690. [all data]
Herzberg, 1961
Herzberg, G.,
The ionization potential of CH2,
Can J. Phys., 1961, 39, 1511. [all data]
Kasdan, Herbst, et al., 1975
Kasdan, A.; Herbst, E.; Lineberger, W.C.,
Laser photoelectron spectrometry of CH2-,
Chem. Phys. Lett., 1975, 31, 78. [all data]
Ellison, Engelking, et al., 1978
Ellison, G.B.; Engelking, P.C.; Lineberger, W.C.,
An experimental determination of the geometry and electron affinity of CH3,
J. Am. Chem. Soc., 1978, 100, 2556. [all data]
Haynes and Armentrout, 1994
Haynes, C.L.; Armentrout, P.B.,
Thermochemistry and Structures of CoC3H6+: Metallacyclic and Metal-Alkene Isomers,
Organomettalics, 1994, 13, 9, 3480, https://doi.org/10.1021/om00021a022
. [all data]
Georgiadis and Armentrout, 1989
Georgiadis, R.; Armentrout, P.B.,
Reactions of Ground State Cr+ with C2H6, C2H4, cyclo-C3H6, and cyclo-C2H4O: Bond Energies for CrCHn+ (n= 1-3),
Int. J. Mass Spectrom. Ion Proc., 1989, 89, 2-3, 227, https://doi.org/10.1016/0168-1176(89)83062-9
. [all data]
Sunderlin and Armentrout, 1989
Sunderlin, L.S.; Armentrout, P.B.,
Periodic Trends in Chemical Reactivity: Reactions of Sc+, Y+, La+, and Lu+ with Methane and Ethane,
J. Am. Chem. Soc., 1989, 111, 11, 3845, https://doi.org/10.1021/ja00193a015
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Ion clustering data, References
- Symbols used in this document:
EA Electron affinity IE (evaluated) Recommended ionization energy S°gas,1 bar Entropy of gas at standard conditions (1 bar) ΔfH(+) ion,0K Enthalpy of formation of positive ion at 0K ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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