n-Butyl methacrylate

• Formula: C₈H₁₄O₂
• Molecular weight: 142.1956
• IUPAC Standard InChI: InChI=1S/C8H14O2/c1-4-5-6-10-8(9)7(2)3/h2,4-6H2,1,3H3 Copy

  
• IUPAC Standard InChIKey: SOGAXMICEFXMKE-UHFFFAOYSA-N Copy
• CAS Registry Number: 97-88-1
• 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.
• Other names: 2-Propenoic acid, 2-methyl-, butyl ester; Methacrylic acid, butyl ester; Butyl methacrylate; Butyl 2-methyl-2-propenoate; Methacrylic acid n-butyl ester; Butil metacrilato; Butyl 2-methacrylate; Butylmethacrylaat; Methacrylate de butyle; Methacrylsaeurebutylester; 2-Methyl-butylacrylaat; 2-Methyl-butylacrylat; 2-Methyl-butylacrylate; 2-Methylacrylic acid, butyl ester; Butylester kyseliny methakrylove; Butyl ester of methacrylic acid; 2-Methyl-2-propenoic acid butyl ester; Butyl 2-methyl-2-propenate; NSC 20956
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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas Chromatography
  • References
  • Notes
• Other data available:
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
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• NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

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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:
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:
BS - Robert L. Brown and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos

Enthalpy of vaporization

Enthalpy of fusion

Gas Chromatography

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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

Kovats' RI, non-polar column, isothermal

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Kovats' RI, polar column, isothermal

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Van Den Dool and Kratz RI, non-polar column, custom temperature program

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Normal alkane RI, non-polar column, temperature ramp

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Normal alkane RI, polar column, custom temperature program

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References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, Notes

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

Lebedev, Kulagina, et al., 1994
Lebedev, B.V.; Kulagina, T.G.; Smirnova, N.N., Thermodynamics of butylmethacrylate and perdeuterobutylmethacrylate at temperatures of 0 to 330 K, J. Chem. Thermodyn., 1994, 26, 941-957. [all data]

Karabaev, Saidov, et al., 1985
Karabaev, M.; Saidov, A.A.; Abduzhaminov, T.P.; Kenisarin, M.M., Heat capacity and molecular kinetic processes of condensed phase acrylates and methacrylates, Izv. Akad. Nauk UzSSR, Ser. Fiz.-Math., 1985, (6), 51-54. [all data]

Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc., Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]

Karabaev, Abduzhaminov, et al., 1985
Karabaev, M.K.; Abduzhaminov, T.P.; Kenisarin, M.M.; Saidov, A.A., Thermodynamics of the crystal-liquid phase transition in acrylates and methacrylates., Izv. Akad. Nauk Uzb. SSR Ser., Fiz-Mat. Nauk, 1985, 1985, No. 5, 74-7. [all data]

Lebedev, Kulagina, et al., 1994, 2
Lebedev, B.V.; Kulagina, T.G.; Smirnova, N.N., Thermodynamics of butylmethacrylate and perdeuterobutylmethacrylate at temp. from 0 to 330 K, J. Chem. Thermodyn., 1994, 26, 941. [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Lebedev, Kulagina, et al., 1995
Lebedev, B.V.; Kulagina, T.G.; Smirnova, N.N.; Kiparisova, E.G.; Novoselova, N.V., Polymerization thermodynamics of n-butyl methacrylate and n-deuterobutyl methacrylate, Zh. Fiz.. Khim., 1995, 69, 4, 581. [all data]

Horna, Táborský, et al., 1985
Horna, A.; Táborský, J.; Dufka, O.; Matousek, P.; Churácek, J., Chromatography of monomers. II. Glass capillary gas chromatography of C₁-C₁₈ alkyl esters of acrylic and methacrylic acids, J. Chromatogr., 1985, 325, 367-378, https://doi.org/10.1016/S0021-9673(00)96047-3 . [all data]

Ashes and Haken, 1975
Ashes, J.R.; Haken, J.K., Gas chromatography of homologous esters. IX. Structure-retention increments of unsaturated esters, J. Chromatogr., 1975, 111, 1, 171-187, https://doi.org/10.1016/S0021-9673(01)80159-X . [all data]

Ashes and Haken, 1971
Ashes, J.R.; Haken, J.K., Gas chromatography of homologous esters. Part V. Retention of aliphatic esters on non-polar, donar and acceptor stationary phases, J. Chromatogr., 1971, 60, 33-44, https://doi.org/10.1016/S0021-9673(00)95527-4 . [all data]

Allen and Haken, 1970
Allen, I.D.; Haken, J.K., Gas chromatography of homologous esters. Part IV. Influence of stationary phase polarity on retention of unsaturated esters, J. Chromatogr., 1970, 51, 415-422, https://doi.org/10.1016/S0021-9673(01)96890-6 . [all data]

Germaine and Haken, 1969
Germaine, R.W.; Haken, J.K., Gas chromatography of homologous esters. Part 2. Unsaturated esters, J. Chromatogr., 1969, 43, 43-47, https://doi.org/10.1016/S0021-9673(00)99163-5 . [all data]

Peng, Ding, et al., 1988
Peng, C.T.; Ding, S.F.; Hua, R.L.; Yang, Z.C., Prediction of Retention Indexes I. Structure-Retention Index Relationship on Apolar Columns, J. Chromatogr., 1988, 436, 137-172, https://doi.org/10.1016/S0021-9673(00)94575-8 . [all data]

Cao, Li, et al., 2011
Cao, H.; Li, Z.; Chen, X., QSRR study of GC retention indices of volatile compounds emitted from Mosla chinensis Maxim. by multiply linear regression, Chin. J. Chem., 2011, 29, 10, 2187-2196, https://doi.org/10.1002/cjoc.201180379 . [all data]

MacLeod and Pieris, 1981
MacLeod, A.J.; Pieris, N.M., Volatile flavor components of beli fruit (Aegle marmelos) and a processed product, J. Agric. Food Chem., 1981, 29, 6, 1262-1264, https://doi.org/10.1021/jf00108a040 . [all data]

Notes

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• Symbols used in this document:
  

  Cp,liquid	Constant pressure heat capacity of liquid
  Tboil	Boiling point
  Tfus	Fusion (melting) point
  Ttriple	Triple point temperature
  ΔfH°liquid	Enthalpy of formation of liquid at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔvapH	Enthalpy of vaporization

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