(+/-)-TRANS-1,2-CYCLOHEXANEDICARBOXYLIC ANHYDRIDE - CAS 14166-21-3
Category:
Main Product
Product Name:
(+/-)-TRANS-1,2-CYCLOHEXANEDICARBOXYLIC ANHYDRIDE
Catalog Number:
14166-21-3
Synonyms:
(+/-)-TRANS-1,2-CYCLOHEXANEDICARBOXYLIC ANHYDRIDE; TRANS-1,2-CYCLOHEXANEDICARBOXYLIC ANHYDRIDE; TRANS-HEXAHYDROPHTHALIC ANHYDRIDE; 1,3-Isobenzofurandione, hexahydro-, trans-; trans-cyclohexane-1,2-dicarboxylic anhydride; Einecs 238-009-9
CAS Number:
14166-21-3
Molecular Weight:
154.16
Molecular Formula:
C8H10O3
COA:
Inquire
MSDS:
Inquire
Chemical Structure
CAS 14166-21-3 (+/-)-TRANS-1,2-CYCLOHEXANEDICARBOXYLIC ANHYDRIDE

Related Products


CL264
(CAS: 1510712-69-2)

A small-molecule agonist of TLR7

CAS 2627-35-2 Dodecylphosphate

Dodecylphosphate
(CAS: 2627-35-2)

Reference Reading


1.Solvolytic reactions of cyclic anhydrides in anhydrous acetic acid.
Haddadin MJ, Higuchi T, Stella V. J Pharm Sci. 1975 Nov;64(11):1759-65.
The reversible reactions of several cyclic anhydrides with acetic acid to form acetic anhydride and the corresponding dicarboxylic acid, catalyzed by perchloric acid at 25degree, were studied. The equilibrium constants, calculated from spectral data, were 4.85 X 10-4, 1.08 X 10-1, and 4.6 X 10-1 M for succinic, trans-1,2-cyclohexanedicarboxylic, and glutaric anhydrides, respectively. Maleic, phthalic, and cis-1,2-cyclohexanedicarboxylic anhydrides did not undergo any detectable reaction with acetic acid under these conditions, suggesting still higher stability. The reverse rate constants were found to be relatively independent of the structure of the attacking diacid, while the forward rate constants were found to parrallel the equilibrium constants. The rate-determining step for the forward reaction appears to be the breakdown of the tetrahedral intermediate formed by the attack of an acetic acid molecule on the protonated cyclic anhydride.
2.Acylation of phenol by cyclic and acyclic anhydrides in anhydrous acetic acid.
Haddadin MJ, Higuchi T, Stella V. J Pharm Sci. 1975 Nov;64(11):1766-70.
Acylation of phenol with succinic, glutaric, trans-1,2-cyclohexanedicarboxylic, maleic, phthalic, and cis-1,2-cyclohexanedicarboxylic anhydrides in anhydrous acetic acid generally resulted in phenyl acetate as the major product. The formation of phenyl acetate as the major reaction product could be rationalized as being due to the reactivity of the cyclic anhydrides with acetic acid to form acetic anhydride as well as the greater reactivity of phenol with formed acetic anhydride than with the cyclic anhydride.