Chemistry:2,2,3,3-Tetramethylsuccinic acid
From HandWiki
| |
| Names | |
|---|---|
| Preferred IUPAC name
Tetramethylbutanedioic acid | |
| Other names
2,2,3,3-Tetramethylbutane-1,4-dioic acid; 2,2,3,3-Tetramethylsuccinic acid; tetramethyl succinic acid
| |
| Identifiers | |
3D model (JSmol)
|
|
| ChemSpider | |
| EC Number |
|
PubChem CID
|
|
| UNII | |
| |
| |
| Properties | |
| C8H14O4 | |
| Molar mass | 174.19400,[1] 174.19436 [2] |
| Density | 1.161 g/cm3 [1] |
| Melting point | 204–206 °C (399–403 °F; 477–479 K)[1] |
| Boiling point | 259.6 °C (499.3 °F; 532.8 K) 760 mmHg [1] |
Refractive index (nD)
|
1.474 [1] |
| Hazards | |
| GHS pictograms |  
|
| GHS Signal word | Danger |
| H302, H312, H315, H318, H332, H335 | |
| P261, P264, P270, P271, P280, P301+312, P302+352, P304+312, P304+340, P305+351+338, P310, P312, P321, P322, P330, P332+313, P362, P363, P403+233, P405, P501 | |
| Flash point | 125.1 °C (257.2 °F; 398.2 K)[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Tracking categories (test):
In chemistry, 2,2,3,3-tetramethylsuccinic acid or 2,2,3,3-tetramethylbutane-1,4-dioic acid is a dicarboxylic acid with the formula C8H14O4, or HOOC-C(CH3)2-C(CH3)2-COOH.[1][2]
It can be seen as derivative of succinic acid (butane-1,4-dioic acid) with two methyl groups replacing two hydrogen atoms on each of the central carbon atoms of the chain.[1]
Synthesis and chemistry
The compound can also be obtained by thermal decomposition of 2,2,3,3-tetramethyl-4-one-glutaric acid with release of a carbon monoxide molecule.[3]
On heating it forms a heterocyclic anhydride, 3,3,4,4-tetramethyltetrahydrofuran-2,5-dione, with loss of one molecule of water.[4]
References
- ↑ 1.0 1.1 1.2 1.3 1.4 1.5 1.6 1.7 " 2,2,3,3-tetramethylbutanedioic acid" at Molbase. Accessed on 2015-08-031.
- ↑ 2.0 2.1 2,2,3,3-tetramethylsuccinic acid at the ChemBook site. Accessed on 2015-08-03.
- ↑ Francis Francis and Francis George Willson (1913), Some derivatives of phorone. Part I. Journal of the Chemical Society, Transactions (UK), volume 103, article CCXXXIII, pages 2238-2247. doi:10.1039/CT9130302238
- ↑ Eugene Rothstein, Charles William Shoppee (1927), Ring-chain tautomerism. Part XV. The hydroxy-lactone type. Journal of the Chemical Society (UK; Resumed), article LXXVIII, pages 531-534. doi:10.1039/JR9270000531.
 |  |
