Racemic-2,3-dimethyl-butanedioic acid
- Formula: C6H10O4
- Molecular weight: 146.1412
- IUPAC Standard InChIKey: KLZYRCVPDWTZLH-UHFFFAOYSA-N
- CAS Registry Number: 608-40-2
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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- Stereoisomers:
- Other names: Racemic-2,3-dimethyl-succinic acid; Butanedioic acid, 2,3-dimethyl-, (R*,S*)-; erythro-2,3-Dimethylsuccinic acid; Butanedioic acid, 2,3-dimethyl-, (R-(R*,S*))-; Succinic acid, 2,3-dimethyl-, erythro-meso-; Succinic acid, 2,3-dimethyl-, meso-; (R*,S*)-2,3-dimethylsuccinic acid
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Condensed phase thermochemistry data
Go To: Top, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔcH°solid | -670.75 ± 0.34 | kcal/mol | Ccb | Verkade and Hartman, 1933 | Reanalyzed by Cox and Pilcher, 1970, Original value = -671.2 kcal/mol; At 288 K; Corresponding ΔfHºsolid = -235.13 kcal/mol (simple calculation by NIST; no Washburn corrections) |
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: Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 463.15 | K | N/A | Henne and Chanan, 1944 | Uncertainty assigned by TRC = 3. K |
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 by: 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
By formula: C6H8O3 + H2O = C6H10O4
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -7.06 | kcal/mol | Cm | Conn, Kistiakowsky, et al., 1942 | liquid phase; Heat of hydrolysis at 323 K |
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
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
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-NW-3216 |
NIST MS number | 231306 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry 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.
Verkade and Hartman, 1933
Verkade, P.E.; Hartman, H.,
Calorimetric researches XXI. Heats of combustion of methyl-, ethyl- and phenyl-substituted succinic acids and of their anhydrides: a. Experimental data,
Rec. Trav. Chim. Pays/Bas, 1933, 52, 945-968. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Henne and Chanan, 1944
Henne, A.L.; Chanan, H.H.,
Diolefins from Allylic Chlorides II.,
J. Am. Chem. Soc., 1944, 66, 392. [all data]
Conn, Kistiakowsky, et al., 1942
Conn, J.B.; Kistiakowsky, G.B.; Roberts, R.M.; Smith, E.A.,
Heats of organic reactions. XIII. Heats of hydrolysis of some acid anhydrides,
J. Am. Chem. Soc., 1942, 64, 1747-17. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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