Sulfide, allyl methyl


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 by: Robert L. Brown and Stephen E. Stein

Quantity Value Units Method Reference Comment
Tboil365.2KN/AWeast and Grasselli, 1989 
Tboil365.KN/AAmerican Tokyo Kasei, 1988 

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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

C4H7S- + Hydrogen cation = Sulfide, allyl methyl

By formula: C4H7S- + H+ = C4H8S

Quantity Value Units Method Reference Comment
Δr373.6 ± 4.1kcal/molG+TSDahlke and Kass, 1991gas phase; Between iPrOH, MeCN. Reprotonation site uncertain.; B
Quantity Value Units Method Reference Comment
Δr367.0 ± 4.0kcal/molIMRBDahlke and Kass, 1991gas phase; Between iPrOH, MeCN. Reprotonation site uncertain.; B

Sulfide, allyl methyl = 1-Propene, 1-(methylthio)-, (E)-

By formula: C4H8S = C4H8S

Quantity Value Units Method Reference Comment
Δr-3.3 ± 0.1kcal/molEqkKimmelma, 1988liquid phase; solvent: DMSO; NMR; ALS

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
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C4H8S+ (ion structure unspecified)

Ionization energy determinations

IE (eV) Method Reference Comment
8.6PESchafer and Schweig, 1972LLK
8.7 ± 0.2EIHobrock and Kiser, 1963RDSH
8.65PEEaton and Traylor, 1974Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CHS+13.8 ± 0.3?EIHobrock and Kiser, 1963RDSH
CH2S+11.4 ± 0.3?EIHobrock and Kiser, 1963RDSH
CH3+17.7 ± 0.5?EIHobrock and Kiser, 1963RDSH
CH3S+11.9 ± 0.2?EIHobrock and Kiser, 1963RDSH
CH4S+11.5 ± 0.2?EIHobrock and Kiser, 1963RDSH
C2H3+16.5 ± 0.4?EIHobrock and Kiser, 1963RDSH
C2H5S+12.0 ± 0.2?EIHobrock and Kiser, 1963RDSH
C3H+16.6 ± 0.5?EIHobrock and Kiser, 1963RDSH
C3H2+20.3?EIHobrock and Kiser, 1963RDSH
C3H3+16.5 ± 0.4?EIHobrock and Kiser, 1963RDSH
C3H5+12.7 ± 0.3?EIHobrock and Kiser, 1963RDSH
C3H5S+11.0 ± 0.2CH3EIHobrock and Kiser, 1963RDSH

De-protonation reactions

C4H7S- + Hydrogen cation = Sulfide, allyl methyl

By formula: C4H7S- + H+ = C4H8S

Quantity Value Units Method Reference Comment
Δr373.6 ± 4.1kcal/molG+TSDahlke and Kass, 1991gas phase; Between iPrOH, MeCN. Reprotonation site uncertain.; B
Quantity Value Units Method Reference Comment
Δr367.0 ± 4.0kcal/molIMRBDahlke and Kass, 1991gas phase; Between iPrOH, MeCN. Reprotonation site uncertain.; B

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

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Japan AIST/NIMC Database- Spectrum MS-IW- 596
NIST MS number 238777

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References

Go To: Top, Phase change data, Reaction thermochemistry data, 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.

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]

American Tokyo Kasei, 1988
American Tokyo Kasei, TCI American Organic Chemical 88/89 Catalog, American Tokyo Kasei, Portland, OR, 1988, 1610. [all data]

Dahlke and Kass, 1991
Dahlke, G.D.; Kass, S.R., Substituent Effects in the Gas Phase - 1-Substituted Allyl Anions, J. Am. Chem. Soc., 1991, 113, 15, 5566, https://doi.org/10.1021/ja00015a008 . [all data]

Kimmelma, 1988
Kimmelma, R., Structure-stability relationships in vinyl sulfides. III. Stabilization caused by different alkylthio and phenylthio groups attached to an olefinic double bond, Acta Chem. Scand., 1988, 42, 550-555. [all data]

Schafer and Schweig, 1972
Schafer, W.; Schweig, A., Evidence against the significance of C-S hyperconjugation in determining the conformation of allyl methyl sulphide, J. Chem. Soc., Chem. Commun., 1972, 824. [all data]

Hobrock and Kiser, 1963
Hobrock, B.G.; Kiser, R.W., Electron impact investigations of sulfur compounds. II. 3-Methyl-2-thiabutane, 4-thia-1-pentene, and 3,4-dithiahexane, J. Phys. Chem., 1963, 67, 648. [all data]

Eaton and Traylor, 1974
Eaton, D.F.; Traylor, T.G., Distortional stabilization in phenyl participations, J. Am. Chem. Soc., 1974, 96, 7109. [all data]


Notes

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