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
  • Henry's Law data
  • Gas phase ion energetics data
  • Ion clustering data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Vibrational and/or electronic energy levels
  • References
  • Notes
• Other data available:
  • Gas Chromatography
• Data at other public NIST sites:
  • Computational Chemistry Comparison and Benchmark Database
  • Gas Phase Kinetics Database
  • X-ray Photoelectron Spectroscopy Database, version 5.0
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Gas 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

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 (cal/mol*K)
    H° = standard enthalpy (kcal/mol)
    S° = standard entropy (cal/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 (atm)
    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)

Henry's Law 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 by: Rolf Sander

Henry's Law constant (water solution)

k_H(T) = k°_H exp(d(ln(k_H))/d(1/T) ((1/T) - 1/(298.15 K)))
k°_H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(k_H))/d(1/T) = Temperature dependence constant (K)

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)

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

• GAS (100 mmHg, N2 ADDED, TOTAL PRESSURE 600 mmHg); DOW KBr FOREPRISM-GRATING; DIGITIZED BY COBLENTZ SOCIETY (BATCH II) FROM HARD COPY; 2 cm^-1 resolution
• LIQUID (NEAT); PERKIN-ELMER 521 (GRATING); DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 4 cm^-1 resolution

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

• gas

Data compiled by: Pamela M. Chu, Franklin R. Guenther, George C. Rhoderick, and Walter J. Lafferty

• gas; IFS66V (Bruker); 3-Term B-H Apodization
  0.1250, 0.2410, 0.4820, 0.9640, 1.9290 cm^-1 resolution
• gas; IFS66V (Bruker); Boxcar Apodization
  0.1250, 0.2410, 0.4820, 0.9640, 1.9290 cm^-1 resolution
• gas; IFS66V (Bruker); Happ Genzel Apodization
  0.1250, 0.2410, 0.4820, 0.9640, 1.9290 cm^-1 resolution
• gas; IFS66V (Bruker); NB Strong Apodization
  0.1250, 0.2410, 0.4820, 0.9640, 1.9290 cm^-1 resolution
• gas; IFS66V (Bruker); Triangular Apodization
  0.1250, 0.2410, 0.4820, 0.9640, 1.9290 cm^-1 resolution

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

Vibrational and/or electronic energy levels

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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: Takehiko Shimanouchi

Symmetry:   C_2ν     Symmetry Number σ = 2

Source: Shimanouchi, 1972

Notes

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), Vibrational and/or electronic energy levels, Notes

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

Chase, 1998
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Riedel, L., Determination of the specific heat of liquid ethyl chloride and liquid methylene chloride, Bull. Int. Inst., Refrig. Annex 22, 1941, No4, 1-3. [all data]

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Poutsma, J.C.; Paulino, J.A.; Squires, R.R., Absolute Heats of Formation of CHCl, CHF, and CClF. A Gas-Phase Experimental and G2 Theoretical Study., J. Phys. Chem. A, 1997, 101, 29, 5327, https://doi.org/10.1021/jp970778f . [all data]

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Kebarle, P., Ion Thermochemistry and Solvation from Gas Phase Ion Equilibria, Ann. Rev. Phys. Chem., 1977, 28, 1, 445, https://doi.org/10.1146/annurev.pc.28.100177.002305 . [all data]

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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
  d(ln(kH))/d(1/T)	Temperature dependence parameter for Henry's Law constant
  k°H	Henry's Law constant at 298.15K
  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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