| Identification | More | [Name]
trans-1,2-Cyclohexanedicarboxylic acid | [CAS]
2305-32-0 | [Synonyms]
TRANS-1,2-CYCLOHEXANEDICARBOXYLIC ACID TRANS-CYCLOHEXANE-1,2-DICARBOXYLIC ACID TRANS-HEXAHYDRO-PHTHALIC ACID trans-1,2-Cyclohexanedicarboxylic acid, remainder cis, 95% TRANS-1,2-CYCLOHEXANEDICARBOXYLIC ACDI trans-Cyclohexane-1,2-dicarboxylic acid, trans-Hexahydrophthalic acid TRANS-1,2-CYCLOHEXANEDICARBOXYLIC ACID, 95%, REMAINDER CIS rel-(1R*)-1β*,2α*-Cyclohexanedicarboxylic acid rel-(1R*,2R*)-1,2-Cyclohexanedicarboxylic acid rel-Cyclohexane-1β*,2α*-dicarboxylic acid | [EINECS(EC#)]
218-975-8 | [Molecular Formula]
C8H12O4 | [MDL Number]
MFCD00001464 | [Molecular Weight]
172.18 | [MOL File]
2305-32-0.mol |
| Questions And Answer | Back Directory | [Synthesis]
trans-1,2-cyclohexanedicarboxylic acid was prepared from phthalic anhydride via catalytic hydrogenation, resolution, and acidification. The resulting product had an optical purity (ee value) of 99.8% and a total yield of 40%, meeting both quality and industrialization requirements. The reaction formula is as follows: 
Figure: Synthetic route diagram of trans-1,2-cyclohexanedicarboxylic acid |
| Hazard Information | Back Directory | [Chemical Properties]
white crystalline powder | [Uses]
trans-1,2-cyclohexanedicarboxylic acid be used as organic intermediates. | [Purification Methods]
It is purified by recrystallisation from EtOH or H2O. It is formed by hydrolyzing the anhydride with water. The dimethyl ester has m 95-96o (from *C6H6/pet ether). [Abell J Org Chem 22 769 1957, Smith & Byrne J Am Chem Soc 72 4406 1950, Linstead et al. J Am Chem Soc 64 2093 1942, Beilstein 9 III 3812, 9 IV 2801.] The 1R,2R-(-)-trans-cyclohexane-1,2-acid [46022-05-3] has m 171-182o and [ ] D -20o (c 1, Me2CO). cis-Cyclohexane-1,2-dicarboxylic anhydride (cis-hexahydrophthalic anhydride) [85-42-7, 13149-00-3] M 154.2, m 32-34o, b 158o/17mm. It has been obtained by heating the trans-acid or anhydride at 200o. Crystallise it from *C6H6/Et2O or distil it. [Kohler & Jansen J Am Chem Soc 60 2145 1938, Abell J Org Chem 22 769 1957, Beilstein 17 II 452, 17 III/IV 5931.] |
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