Benzene, 1-(chloromethyl)-4-methyl-

• Formula: C₈H₉Cl
• Molecular weight: 140.610
• IUPAC Standard InChI: InChI=1S/C8H9Cl/c1-7-2-4-8(6-9)5-3-7/h2-5H,6H2,1H3 Copy

  
• IUPAC Standard InChIKey: DMHZDOTYAVHSEH-UHFFFAOYSA-N Copy
• CAS Registry Number: 104-82-5
• Chemical structure:
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• Isotopologues:
  • [2H9]-1-(Chloromethyl)-4-methylbenzene
• Other names: p-Xylene, α-chloro-; α-Chloro-p-xylene; p-Chloromethyltoluene; p-Methylbenzyl chloride; p-Xylyl chloride; p-Xylyl-α-chloride; 1-(Chloromethyl)-4-methylbenzene; 4-Methylbenzyl chloride; 1-Methyl-4-(chloromethyl)benzene; 4-(Chloromethyl)toluene; p-Xylene, alpha-chloro-; (4-Methylphenyl)methyl chloride; NSC 46590; p-Tolylmethyl chloride
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• Information on this page:
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Phase change data
  • Reaction thermochemistry data
  • IR Spectrum
  • Gas Chromatography
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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 compiled as indicated in comments:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Ionization energy determinations

De-protonation reactions

C₈H₈Cl^- +  =

By formula: C₈H₈Cl^- + H⁺ = C₈H₉Cl

Mass spectrum (electron ionization)

Go To: Top, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

References

Go To: Top, Gas phase ion energetics 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.

Ponomarev, Takhimova, et al., 1974
Ponomarev, D.A.; Takhimova, V.V.; Akopyan, M.E.; Sergeyev, Y.L., Effect of alkyl groups on the stability of cations in the absence of solvation effects, Zh. Org. Khim., 1974, 10, 403. [all data]

Hammad and Wenthold, 2000
Hammad, L.A.; Wenthold, P.G., Synthesis, characterization, and reactivity of the m-xylylene anion in the gas phase. The enthalpy of formation of m-xylylene, J. Am. Chem. Soc., 2000, 122, 45, 11203-11211, https://doi.org/10.1021/ja002138n . [all data]

Notes

Go To: Top, Gas phase ion energetics data, Mass spectrum (electron ionization), References

• Symbols used in this document:
  

  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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