Selected ATcT [1, 2] enthalpy of formation based on version 1.176 of the Thermochemical Network [3]

This version of ATcT results[3] was generated by additional expansion of version 1.172 to include species related to Criegee intermediates that are involved in several ongoing studies[4].

Chloromethide

Formula: [CH2Cl]- (g)

CAS RN: 60291-29-4

ATcT ID: 60291-29-4*0

SMILES: [CH2-]Cl

InChI: InChI=1S/CH2Cl/c1-2/h1H2/q-1

InChIKey: SHHGMNVGSJSUSZ-UHFFFAOYSA-N

Hills Formula: C1H2Cl1-

2D Image:

Aliases: [CH2Cl]-; Chloromethide; Chloromethanide; Chloromethyl anion; Chloromethyl ion (1-); CH2Cl-

Relative Molecular Mass: 49.4798 ± 0.0012

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
56.3	53.0	± 2.0	kJ/mol

3D Image of [CH2Cl]- (g)

spin ON spin OFF

Top contributors to the provenance of Δ_fH° of [CH2Cl]- (g)

The 10 contributors listed below account for 90.0% of the provenance of Δ_fH° of [CH2Cl]- (g).

Please note: The list is limited to 20 most important contributors or, if less, a number sufficient to account for 90% of the provenance. The Reference acts as a further link to the relevant references and notes for the measurement. The Measured Quantity is normaly given in the original units; in cases where we have reinterpreted the original measurement, the listed value may differ from that given by the authors. The quoted uncertainty is the a priori uncertainty used as input when constructing the initial Thermochemical Network, and corresponds either to the value proposed by the original authors or to our estimate; if an additional multiplier is given in parentheses immediately after the prior uncertainty, it corresponds to the factor by which the prior uncertainty needed to be multiplied during the ATcT analysis in order to make that particular measurement consistent with the prevailing knowledge contained in the Thermochemical Network.

Contribution (%)	TN ID	Reaction	Measured Quantity	Reference
25.4	6066.6	CH3Cl (g) → [CH2Cl]- (g) + H+ (g)	Δ_rH°(0 K) = 396.34 ± 0.90 kcal/mol	Ruscic W1RO
13.4	6058.4	[CH2Cl]- (g) → CH2Cl (g)	Δ_rH°(0 K) = 0.661 ± 0.050 eV	Ruscic W1RO
9.2	6060.4	[CH2Cl]- (g) → C (g) + 2 H (g) + Cl (g)	Δ_rH°(0 K) = 289.26 ± 1.50 kcal/mol	Ruscic W1RO
9.0	6058.2	[CH2Cl]- (g) → CH2Cl (g)	Δ_rH°(0 K) = 0.613 ± 0.061 eV	Ruscic G4
8.1	6060.2	[CH2Cl]- (g) → C (g) + 2 H (g) + Cl (g)	Δ_rH°(0 K) = 288.25 ± 1.60 kcal/mol	Ruscic G4
7.0	6060.1	[CH2Cl]- (g) → C (g) + 2 H (g) + Cl (g)	Δ_rH°(0 K) = 288.27 ± 1.72 kcal/mol	Ruscic G3X
5.1	6066.4	CH3Cl (g) → [CH2Cl]- (g) + H+ (g)	Δ_rH°(0 K) = 397.47 ± 2.00 kcal/mol	Ruscic G4
4.6	6058.1	[CH2Cl]- (g) → CH2Cl (g)	Δ_rH°(0 K) = 0.638 ± 0.085 eV	Ruscic G3X
3.9	6058.3	[CH2Cl]- (g) → CH2Cl (g)	Δ_rH°(0 K) = 0.677 ± 0.092 eV	Ruscic CBS-n
3.9	6066.5	CH3Cl (g) → [CH2Cl]- (g) + H+ (g)	Δ_rH°(0 K) = 396.13 ± 2.30 kcal/mol	Ruscic CBS-n

Top 10 species with enthalpies of formation correlated to the Δ_fH° of [CH2Cl]- (g)

Please note: The correlation coefficients are obtained by renormalizing the off-diagonal elements of the covariance matrix by the corresponding variances.
The correlation coefficient is a number from -1 to 1, with 1 representing perfectly correlated species, -1 representing perfectly anti-correlated species, and 0 representing perfectly uncorrelated species.

Correlation Coefficent (%)	Species Name	Formula	Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units	Relative Molecular Mass	ATcT ID
16.2	Chloromethyl	CH2Cl (g)	118.46	115.39	± 0.87	kJ/mol	49.4793 ± 0.0012	6806-86-6*0
10.7	Chloromethylium	[CH2Cl]+ (g)	962.4	958.5	± 1.2	kJ/mol	49.4787 ± 0.0012	59000-00-9*0
4.6	Chloromethane	CH3Cl (g)	-74.67	-82.60	± 0.17	kJ/mol	50.4872 ± 0.0012	74-87-3*0
4.5	Chloromethane cation	[CH3Cl]+ (g)	1014.61	1007.84	± 0.17	kJ/mol	50.4867 ± 0.0012	12538-71-5*0
4.5	Chloromethane	CH3Cl (l)	-106.46	-102.50	± 0.17	kJ/mol	50.4872 ± 0.0012	74-87-3*590
3.7	Bromomethane	CH3Br (g)	-20.48	-35.88	± 0.19	kJ/mol	94.9385 ± 0.0013	74-83-9*0
3.6	Bromomethane cation	[CH3Br]+ (g)	996.63	981.72	± 0.20	kJ/mol	94.9380 ± 0.0013	12538-70-4*0
3.5	Bromomethane	CH3Br (l)	-56.20	-59.22	± 0.20	kJ/mol	94.9385 ± 0.0013	74-83-9*590
3.1	Dichloromethyl	CHCl2 (g)	92.89	90.98	± 0.88	kJ/mol	83.9240 ± 0.0020	3474-12-2*0
2.1	Dichloromethylium	[CHCl2]+ (g)	895.4	892.2	± 1.2	kJ/mol	83.9235 ± 0.0020	56932-33-3*0

Most Influential reactions involving [CH2Cl]- (g)

Please note: The list, which is based on a hat (projection) matrix analysis, is limited to no more than 20 largest influences.

Influence Coefficient	TN ID	Reaction	Measured Quantity	Reference
0.256	6066.6	CH3Cl (g) → [CH2Cl]- (g) + H+ (g)	Δ_rH°(0 K) = 396.34 ± 0.90 kcal/mol	Ruscic W1RO
0.165	6058.4	[CH2Cl]- (g) → CH2Cl (g)	Δ_rH°(0 K) = 0.661 ± 0.050 eV	Ruscic W1RO
0.111	6058.2	[CH2Cl]- (g) → CH2Cl (g)	Δ_rH°(0 K) = 0.613 ± 0.061 eV	Ruscic G4
0.092	6060.4	[CH2Cl]- (g) → C (g) + 2 H (g) + Cl (g)	Δ_rH°(0 K) = 289.26 ± 1.50 kcal/mol	Ruscic W1RO
0.081	6060.2	[CH2Cl]- (g) → C (g) + 2 H (g) + Cl (g)	Δ_rH°(0 K) = 288.25 ± 1.60 kcal/mol	Ruscic G4
0.070	6060.1	[CH2Cl]- (g) → C (g) + 2 H (g) + Cl (g)	Δ_rH°(0 K) = 288.27 ± 1.72 kcal/mol	Ruscic G3X
0.057	6058.1	[CH2Cl]- (g) → CH2Cl (g)	Δ_rH°(0 K) = 0.638 ± 0.085 eV	Ruscic G3X
0.052	6066.4	CH3Cl (g) → [CH2Cl]- (g) + H+ (g)	Δ_rH°(0 K) = 397.47 ± 2.00 kcal/mol	Ruscic G4
0.049	6058.3	[CH2Cl]- (g) → CH2Cl (g)	Δ_rH°(0 K) = 0.677 ± 0.092 eV	Ruscic CBS-n
0.039	6066.5	CH3Cl (g) → [CH2Cl]- (g) + H+ (g)	Δ_rH°(0 K) = 396.13 ± 2.30 kcal/mol	Ruscic CBS-n
0.035	6066.3	CH3Cl (g) → [CH2Cl]- (g) + H+ (g)	Δ_rH°(0 K) = 396.91 ± 2.42 kcal/mol	Ruscic G3X
0.017	6068.1	[CH2Cl]- (g) → CH2 (g, triplet) + Cl- (g)	Δ_rH°(0 K) = 0.95 ± 0.13 (×1.139) eV	Poutsma 1997
0.009	6066.1	CH3Cl (g) → [CH2Cl]- (g) + H+ (g)	Δ_rH°(0 K) = 17.2 ± 0.2 eV	Rogers 2010
0.006	6066.2	CH3Cl (g) → [CH2Cl]- (g) + H+ (g)	Δ_rG°(298.15 K) = 1628 ± 24 kJ/mol	Ingemann 1985, est unc
0.004	6067.1	CH3Cl (g) + [OH]- (g) → [CH2Cl]- (g) + H2O (g)	Δ_rH°(0 K) = 0.36 ± 0.3 eV	Hierl 1992

References

1		B. Ruscic, R. E. Pinzon, M. L. Morton, G. von Laszewski, S. Bittner, S. G. Nijsure, K. A. Amin, M. Minkoff, and A. F. Wagner, Introduction to Active Thermochemical Tables: Several "Key" Enthalpies of Formation Revisited. J. Phys. Chem. A 108, 9979-9997 (2004) [DOI: 10.1021/jp047912y]
2		B. Ruscic, R. E. Pinzon, G. von Laszewski, D. Kodeboyina, A. Burcat, D. Leahy, D. Montoya, and A. F. Wagner, Active Thermochemical Tables: Thermochemistry for the 21^st Century. J. Phys. Conf. Ser. 16, 561-570 (2005) [DOI: 10.1088/1742-6596/16/1/078]
3		B. Ruscic and D. H. Bross, Active Thermochemical Tables (ATcT) values based on ver. 1.176 of the Thermochemical Network (2024); available at ATcT.anl.gov
4		T. L. Nguyen et al, ongoing studies (2024)
5		B. Ruscic, Uncertainty Quantification in Thermochemistry, Benchmarking Electronic Structure Computations, and Active Thermochemical Tables. Int. J. Quantum Chem. 114, 1097-1101 (2014) [DOI: 10.1002/qua.24605]
6		B. Ruscic and D. H. Bross, Thermochemistry Computer Aided Chem. Eng. 45, 3-114 (2019) [DOI: 10.1016/B978-0-444-64087-1.00001-2]

Formula

The aggregate state is given in parentheses following the formula, such as: g - gas-phase, cr - crystal, l - liquid, etc.

Uncertainties

The listed uncertainties correspond to estimated 95% confidence limits, as customary in thermochemistry (see, for example, Ruscic [5] and Ruscic and Bross[6]).
Note that an uncertainty of ± 0.000 kJ/mol indicates that the estimated uncertainty is < ± 0.000₅ kJ/mol.

Website Functionality Credits

The reorganization of the website was developed and implemented by David H. Bross (ANL).
The find function is based on the complete Species Dictionary entries for the appropriate version of the ATcT TN.
The molecule images are rendered by Indigo-depict.
The XYZ renderings are based on Jmol: an open-source Java viewer for chemical structures in 3D. http://www.jmol.org/.

Acknowledgement

This work was supported by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, Division of Chemical Sciences, Geosciences and Biosciences under Contract No. DE-AC02-06CH11357.