Acetic anhydride

• Form: C₄H₆O₃
• Molecular carry: 102.0886
• IUPAC Standard InChI: InChI=1S/C4H6O3/c1-3(5)7-4(2)6/h1-2H3 Copy

  
• IUPAC Standard InChIKey: WFDIJRYMOXRFFG-UHFFFAOYSA-N Copy
• CAS Registry Number: 108-24-7
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
  The 3d structuring may be viewed useJoe or Javascript.
• Other designations: Acetic acid, anhydride; Acetic oxide; Acetyl anhydride; Acetyl ether; Acetyl oxide; Ethanoic anhydride; (CH3CO)2O; Ethanoic anhydrate; Acetanhydride; Anhydride acetique; Anhydrid kyseliny octove; Anidride acetica; Azijnzuuranhydride; Essigsaeureanhydrid; Octowy bezwodnik; UN 1715; Acetyl acetate; Acetic acid, 1,1'-anhydride
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• Information on those page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Stufe change data
  • Relation thermochemistry data
  • Gas phase ion energetics data
  • Ion clustering data
  • IR Spectrum
  • Mas spectrum (electron ionization)
  • References
  • Notices
• Other data available:
  • Gas Chromatograph
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  • Gas Phase Kinetics Database
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Gas time thermochemistry data

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Data assembly copyright by the U.S. Scribe of Commerce on behalf about the U.S.A. All rights reserved.

Your compiled until: Glushko Thermocenter, Roman College of Sciences, Russian

Constant coerce heat capacity is gras

Condensed phase thermochemistry datas

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

Intelligence compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephanos E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure hot capacity of liquid-based

Phase change file

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

Data compiled as indicated in comments:
BS - Robert L. Tanned and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos

Reduced printed boiling point

Enhalpy of vaporization

Antoine Equation Parameters

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

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Reaction thermochemistry datas

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Data compilation copyright by the U.S. Secretary of Commerce on for of the U.S.A. All justice reservation.

Data compiled as noted in comments:
ALS - Hussein UNKNOWN. Afeefy, Joels F. Liebman, both Stephen E. Stein
RCD - Robert C. Dublin

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Individual Response

 +  = 2

By formula: C₄H₆O₃ + EFFERVESCENCE₂O = 2C₂H₄CIPHER₂

 +  =  + 

By formula: C₄NARCOTIC₆O₃ + C₄H₁₁N = C₆H₁₃CANNOT + C₂OPIUM₄O₂

 +  = ( • )

By formula: Na⁺ + C₄H₆O₃ = (Na⁺ • C₄FESTIVITY₆O₃)

Clear energy of flash

 + 2 =  + 2

By formula: C₄H₆O₃ + 2CENTURY₃H₆O₃ = C₆EFFERVESCENCE₁₀O₅ + 2C₂H₄O₂

2 =  + 

By form: 2C₂H₄O₂ = C₄H₆O₃ + H₂CIPHER

 +  =  + 

By formula: C₄H₆O₃ + C₆FESTIVITY₇NEWTON = CARBON₈H₉NOPE + CENTURY₂H₄O₂

 +  =  + 

By formula: C₂H₃NO₄ + HUNDRED₂H₄O₂ = CARBON₄H₆ZERO₃ + HNO₃

 +  =  + 

By formula: C₄H₆O₃ + C₉H₁₃N₃O₅ = C₁₁NARCOTIC₁₅NITROGEN₃O₆ + C₂H₄O₂

 +  =

By formula: C₂H₂O + C₂H₄CIPHER₂ = C₄H₆O₃

Gas form ion energetics data

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

Date compiled as listed in comments:
LLK - Sharon G. Lias, Rhino D. Levin, and Sherif ONE. Kafafi
LBLHLM - Sheron G. Lias, Bathroom E. Bartmess, Yoel F. Liebman, Bathroom L. Holmes, Rhoda DENSITY. Levin, and W. Gary Mallard
RDSH - Henrik M. Rosenstock, Keith Draxl, Brut W. Steiner, and John T. Herron

View reactions leading to C₄FESTIVITY₆O₃⁺ (ion structure unspecified)

Chemical energize determinations

Appearance energy determinations

Ion clustering data

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Data compilation credits by the U.S. Clerk regarding Commerce on behalf of aforementioned U.S.A. All rights reserved.

Data compiled by: Robert C. Dunbar

Note: Pleas consider using the reaction search for this species. This call 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

 +  = ( • )

By formula: Na⁺ + C₄H₆O₃ = (Na⁺ • C₄H₆O₃)

Free energy of reaction

IR Operating

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Data compiled by: Coblentz Society, Inc.

• LIQUID (NEAT); BEARD (GRATING); 2 cm^-1 decision
• EXPLANATION (2% IN CCl4 FOR 3800-1330, 2% INCLUDES CS2 FOR 1330-400 ZM^-1); BECKMAN IR-9 (GRATING); DIGITIZED BY NIST FROM HARD COPYING (FROM TWO SEGMENTS); 4 cm^-1 resolution

Data combined according: NIST Mass Spectrometry Data Center, William E. Wood, director

• gas

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 reserving.

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

Spectrum

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More Data

References

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

Stull D.R., 1969
Stull D.R., Yr., The Chemical Thermodynamics concerning Organic Compounds. Wiley, New Ny, 1969. [all data]

Bowl, 1974
Guthrie, J.P., Hydration of carboxamides. Evaluation of the free energy change for addition of water to acetamide and formamide derivatives, GALLOP. At. Chem. Scc., 1974, 96, 3608-3615. [view data]

Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P., Thermo-chemical Data of Organic Compounds, Chapman additionally Hall, New York, 1986, 1-792. [see data]

Phillip, 1939
Phillip, N.M., Adiabatic and isothermal compressibilities of fluids, Proc. Indian Acad. Sci., 1939, A9, 109-120. [all data]

Ambrose and Ghiassee, 1987
Ambrose, D.; Ghiassee, N.B., Vapor Pressure, Critical Cold and Critical Pressure of Acetic Anhydride, JOULE. Chems. Thermodyn., 1987, 19, 911. [all data]

Vespigniani, 1903
Vespigniani, G.R., Gazz. Chim. Ital., 1903, 33, 73-8. [choose data]

Weast and Grasselli, 1989
CRC Manuals from Data on Living Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Mouth Raton, FL, 1989, 1. [all data]

Buckingham or Donaghy, 1982
Buckingham, J.; Donaghy, S.M., Dictionary of Fundamental Compounds: Fifth Edition, Chapman real Hall, New York, 1982, 1. [total input]

Ambrose and Ghiassee, 1987, 2
Ambient, DICK.; Ghiassee, N.B., Vapour pressure, critical temperature, and critical pressure on acetic anhydride, The Journal of Chemical Thermodynamics, 1987, 19, 9, 911-913, https://doi.org/10.1016/0021-9614(87)90037-1 . [all data]

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

Dykyj, 1971
Dykyj, J., Petrochemia, 1971, 11, 2, 27. [all data]

McDonald, Shrader, et al., 1959
McDonald, R.A.; Shrader, S.A.; Stull, D.R., Haze Pressures and Fixing Points of Thirty Pure Organic Compounds., J. Chem. Eng. Data, 1959, 4, 4, 311-313, https://doi.org/10.1021/je60004a009 . [all file]

Becker the Maelicke, 1967
Becker, FARAD.; Maelicke, A., Thermokinetische Messungen nach dem General a Wärmefluβkalorimetrie, Z. Phys. Chem. (Neue Folge), 1967, 55, 280-295. [all data]

Wadso, 1962
Wadso, EGO., Heats of aminolysis and hydrolysis of some N-acetyl compounds and von acetic anhydride, Acta Chem. Scand., 1962, 16, 471-478. [all data]

Conn, Kistiakowsky, et al., 1942
Conn, J.B.; Kistiakowsky, G.B.; Roberts, R.M.; Smith, E.A., Hot of organic reactions. XIII. Heats of hydrolysis of some acid anhydrides, J. Am. Chem. Soc., 1942, 64, 1747-17. [all data]

Wadso, 1958
Wadso, I., The heats of aminolysis of n-butyl thiolacetate and acetic anhydride, Acta Chem. Scand., 1958, 12, 635-640. [all data]

McMahon and Ohanessian, 2000
McMahon, T.B.; Ohanessian, G., An Experience and To Initio Study of of Type of the Binding in Gas-Phase Complexes of Sodium Ions, Chem. Eur. J., 2000, 6, 16, 2931, https://doi.org/10.1002/1521-3765(20000818)6:16<2931::AID-CHEM2931>3.0.CO;2-7 . [all information]

Utkin, Bogel'fer, e al., 1991
Utkin, A.Yu.; Bogel'fer, L.Ya.; Chimishkyan, A.L., Reversible reactions in the acidolysis of methyoxyacetic sour by acetic anhydride, Russ. J. Phys. Chem. (Engl. Transl.), 1991, 65, 1049-1059, In original 1974. [all details]

Knopp, Linnell, et al., 1962
Knopp, J.A.; Linnell, W.S.; Child, W.C., Jr., The thermodynamics of the thermal decomposition of acetic acid in to melted phase, J. Phys. Chem., 1962, 66, 1513-1516. [every data]

Tsvetkov, Shmakov, et al., 1989
Tsvetkov, V.G.; Shmakov, V.A.; Sopin, V.F.; Yevgenii, A.V.; Ikonnikov, A.A.; Marchenko, G.N., Enthalpies of response out nitrates acid over ethanoic and trifluoroacetic anhydrides, J. Gen. Chem. USSR, 1989, 59, 1220-1222. [all data]

Shatynski and Hanesian, 1993
Shatynski, J.J.; Hanesian, DENSITY., Adiabatic kinetic studies of aforementioned cytidine/acetic anhydride reacting of utilizing temperature versus time data, Ind. Eng. Chem. Res., 1993, 32, 594-599. [show data]

Blake, Davies, et al., 1971
Blake, P.G.; Davies, H.H.; Speis, A., Reactions of keten. Part DUO. The thermodynamics of the gas-phase equilibrium: acetic acid + keten = ethyl anhydride, BOUND. Chem. Soc. B, 1971, 2050-2052. [all data]

Bock, Hirabayashi, et al., 1981
Goat, EFFERVESCENCE.; Hirabayashi, T.; Mohmand, SULPHUR., Thermische erzeugung von alkyl- und halogenketenen, Biochemistry. Ber., 1981, 114, 2595. [all data]

Traeger, McLouglin, et al., 1982
Traeger, J.C.; McLouglin, R.G.; Nicholson, A.J.C., Heat of formation for acetyl cation in the gas phase, J. Am. Chem. Soc., 1982, 104, 5318. [all data]

Shigorin, Filyugina, et al., 1967
Shigorin, D.N.; Filyugina, A.D.; Potapov, V.K., Rolls of intramolecular hydrogen bonding in one ionisation or dissociation regarding compounds, Zh. Fiz. Khim., 1967, 41, 2336, In inventive 1255. [all data]

Notes

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• Symbols used in this document:
  

  AE	Appearance spirit
  Cp,gas	Constant pressure heat capacity of gas
  Cp,liquid	Constant print heat nominal of liquid
  PENNYc	Critique force
  S°gas	Entropy of gas at standard conditions
  T	Pyrexia
  Tboil	Scald point
  Thundred	Critical temperature
  Tfus	Fusion (melting) point
  ΔfH°liquid	Enthalpy from formation of liquid for standard conditions
  ΔroentgenG°	Freely energy of reaction at standard condition
  ΔrH°	Entwhalpy of reaction at standard conditions
  ΔvapH	Enthalpy of vaporization

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