Methylene chloride

• Formula: CH₂Cl₂
• Molecular weight: 84.933
• IUPAC Standard InChI: InChI=1S/CH2Cl2/c2-1-3/h1H2 Copy

  
• IUPAC Standard InChIKey: YMWUJEATGCHHMB-UHFFFAOYSA-N Copy
• CAS Registry Number: 75-09-2
• 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:
  • Methane-D2-, dichloro-
• Other names: Methane, dichloro-; Aerothene MM; Dichloromethane; Freon 30; Methylene dichloride; Narkotil; Solaesthin; Solmethine; CH2Cl2; Methane dichloride; Methylene bichloride; Chlorure de methylene; Metylenu chlorek; NCI-C50102; R 30; Rcra waste number U080; UN 1593; Methoklone; Salesthin; F 30; F 30 (chlorocarbon); HCC 30; Khladon 30; Metaclen; NSC 406122; Soleana VDA
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • Ion clustering data
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Henry's Law data
  • IR Spectrum
  • Vibrational and/or electronic energy levels
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
  • X-ray Photoelectron Spectroscopy Database, version 5.0
• Options:
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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, Mass spectrum (electron ionization), 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:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Gas Phase Heat Capacity (Shomate Equation)

C_p° = 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
    C_p = heat capacity (J/mol*K)
    H° = standard enthalpy (kJ/mol)
    S° = standard entropy (J/mol*K)
    t = temperature (K) / 1000.

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Condensed phase thermochemistry data

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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:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of liquid

Phase change data

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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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Enthalpy of vaporization

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Enthalpy of fusion

Reaction thermochemistry data

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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
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
MS - José A. Martinho Simões

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

CHCl₂^- +  =

By formula: CHCl₂^- + H⁺ = CH₂Cl₂

 +  = ( • )

By formula: Cl^- + CH₂Cl₂ = (Cl^- • CH₂Cl₂)

CN^- +  = (CN^- • )

By formula: CN^- + CH₂Cl₂ = (CN^- • CH₂Cl₂)

C₂H₅⁺ +  = (C₂H₅⁺ • )

By formula: C₂H₅⁺ + CH₂Cl₂ = (C₂H₅⁺ • CH₂Cl₂)

2 +  =  + 2

By formula: 2H₂ + CH₂Cl₂ = CH₄ + 2HCl

CH₂Cl₃^- + 2 = C₂H₄Cl₅^-

By formula: CH₂Cl₃^- + 2CH₂Cl₂ = C₂H₄Cl₅^-

C₂H₄Cl₅^- + 3 = C₃H₆Cl₇^-

By formula: C₂H₄Cl₅^- + 3CH₂Cl₂ = C₃H₆Cl₇^-

C₃H₆Cl₇^- + 4 = C₄H₈Cl₉^-

By formula: C₃H₆Cl₇^- + 4CH₂Cl₂ = C₄H₈Cl₉^-

C₄H₈Cl₉^- + 5 = C₅H₁₀Cl₁₁^-

By formula: C₄H₈Cl₉^- + 5CH₂Cl₂ = C₅H₁₀Cl₁₁^-

C₃H₇⁺ +  = (C₃H₇⁺ • )

By formula: C₃H₇⁺ + CH₂Cl₂ = (C₃H₇⁺ • CH₂Cl₂)

C₆H₁₁⁺ +  = (C₆H₁₁⁺ • )

By formula: C₆H₁₁⁺ + CH₂Cl₂ = (C₆H₁₁⁺ • CH₂Cl₂)

 +  = ( • )

By formula: Li⁺ + CH₂Cl₂ = (Li⁺ • CH₂Cl₂)

C₄H₉⁺ +  = (C₄H₉⁺ • )

By formula: C₄H₉⁺ + CH₂Cl₂ = (C₄H₉⁺ • CH₂Cl₂)

C₅H₁₁⁺ +  = (C₅H₁₁⁺ • )

By formula: C₅H₁₁⁺ + CH₂Cl₂ = (C₅H₁₁⁺ • CH₂Cl₂)

C₅H₉⁺ +  = (C₅H₉⁺ • )

By formula: C₅H₉⁺ + CH₂Cl₂ = (C₅H₉⁺ • CH₂Cl₂)

C₁₄H₂₁MnO₂ (solution) +  (solution) = C₈H₇Cl₂MnO₂ (solution) +  (solution)

By formula: C₁₄H₂₁MnO₂ (solution) + CH₂Cl₂ (solution) = C₈H₇Cl₂MnO₂ (solution) + C₇H₁₆ (solution)

Gas phase ion energetics data

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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
MM - Michael M. Meot-Ner (Mautner)
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
LL - Sharon G. Lias and Joel F. Liebman

Proton affinity at 298K

Gas basicity at 298K

Ionization energy determinations

Appearance energy determinations

De-protonation reactions

CHCl₂^- +  =

By formula: CHCl₂^- + H⁺ = CH₂Cl₂

Ion clustering data

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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
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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

CH₂Cl₃^- + 2 = C₂H₄Cl₅^-

By formula: CH₂Cl₃^- + 2CH₂Cl₂ = C₂H₄Cl₅^-

CN^- +  = (CN^- • )

By formula: CN^- + CH₂Cl₂ = (CN^- • CH₂Cl₂)

C₂H₄Cl₅^- + 3 = C₃H₆Cl₇^-

By formula: C₂H₄Cl₅^- + 3CH₂Cl₂ = C₃H₆Cl₇^-

C₂H₅⁺ +  = (C₂H₅⁺ • )

By formula: C₂H₅⁺ + CH₂Cl₂ = (C₂H₅⁺ • CH₂Cl₂)

C₃H₆Cl₇^- + 4 = C₄H₈Cl₉^-

By formula: C₃H₆Cl₇^- + 4CH₂Cl₂ = C₄H₈Cl₉^-

C₃H₇⁺ +  = (C₃H₇⁺ • )

By formula: C₃H₇⁺ + CH₂Cl₂ = (C₃H₇⁺ • CH₂Cl₂)

C₄H₈Cl₉^- + 5 = C₅H₁₀Cl₁₁^-

By formula: C₄H₈Cl₉^- + 5CH₂Cl₂ = C₅H₁₀Cl₁₁^-

C₄H₉⁺ +  = (C₄H₉⁺ • )

By formula: C₄H₉⁺ + CH₂Cl₂ = (C₄H₉⁺ • CH₂Cl₂)

C₅H₉⁺ +  = (C₅H₉⁺ • )

By formula: C₅H₉⁺ + CH₂Cl₂ = (C₅H₉⁺ • CH₂Cl₂)

C₅H₁₁⁺ +  = (C₅H₁₁⁺ • )

By formula: C₅H₁₁⁺ + CH₂Cl₂ = (C₅H₁₁⁺ • CH₂Cl₂)

C₆H₁₁⁺ +  = (C₆H₁₁⁺ • )

By formula: C₆H₁₁⁺ + CH₂Cl₂ = (C₆H₁₁⁺ • CH₂Cl₂)

 +  = ( • )

By formula: Cl^- + CH₂Cl₂ = (Cl^- • CH₂Cl₂)

 +  = ( • )

By formula: Li⁺ + CH₂Cl₂ = (Li⁺ • CH₂Cl₂)

Mass spectrum (electron ionization)

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, Mass spectrum (electron ionization), Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

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Watanabe, K., Ionization potentials of some molecules, J. Chem. Phys., 1957, 26, 542. [all data]

Dixon, Murrell, et al., 1971
Dixon, R.N.; Murrell, J.N.; Narayan, B., The photoelectron spectra of the halomethanes, Mol. Phys., 1971, 20, 611. [all data]

Reed and Snedden, 1956
Reed, R.I.; Snedden, W., Studies in electron impact methods. Part 6.-The formation of the methine and carbon ions, J. Chem. Soc. Faraday Trans., 1956, 55, 876. [all data]

Haney and Franklin, 1968
Haney, M.A.; Franklin, J.L., Correlation of excess energies of electron-impact dissociations with the translational energies of the products, J.Chem. Phys., 1968, 48, 4093. [all data]

Holmes, Lossing, et al., 1988
Holmes, J.L.; Lossing, F.P.; McFarlane, R.A., Stabilization energy and positional effects in halogen-substituted alkyl ions., Int. J. Mass Spectrom. Ion Phys., 1988, 86, 209. [all data]

Harrison and Shannon, 1962
Harrison, A.G.; Shannon, T.W., An electron impact study of chloromethyl and dichloromethyl derivatives, Can. J. Chem., 1962, 40, 1730. [all data]

Martin, Lampe, et al., 1966
Martin, R.H.; Lampe, F.W.; Taft, R.W., An electron-impact study of ionization and dissociation in methoxy- and halogen- substituted methanes, J. Am. Chem. Soc., 1966, 88, 1353. [all data]

DeCorpo, Bafus, et al., 1971
DeCorpo, J.J.; Bafus, D.A.; Franklin, J.L., Enthalpies of formation of the monohalomethyl radicals from mass spectrometric studies of the dihalomethanes, J. Chem. Thermodyn., 1971, 3, 125. [all data]

Franklin and Haney, 1970
Franklin, J.L.; Haney, M.A., Energy distribution in ionic decomposition processes, Recent Developments in Mass Spectroscopy, ed. K. Ogata and T. Hayakawa Baltimore Univ. Park Press, Baltimore, MD, 1970, 909. [all data]

Notes

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• Symbols used in this document:
  

  AE	Appearance energy
  Cp,liquid	Constant pressure heat capacity of liquid
  IE (evaluated)	Recommended ionization energy
  Pc	Critical pressure
  S°gas,1 bar	Entropy of gas at standard conditions (1 bar)
  S°liquid	Entropy of liquid at standard conditions
  Tboil	Boiling point
  Tc	Critical temperature
  Tfus	Fusion (melting) point
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfH°liquid	Enthalpy of formation of liquid at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions
  ΔvapH	Enthalpy of vaporization
  ΔvapH°	Enthalpy of vaporization at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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