76704-91-1

Basic information

• Product Name: 1,2-Cyclohexanedicarboxylic acid, 1-methyl-, cis-
• CAS NO: 76704-91-1
• Molecular Formula: C9H14O4
• Molecular Weight: 186.208
• Mol File: 76704-91-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,2-Cyclohexanedicarboxylic acid, 1-methyl-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Cyclohexanedicarboxylic acid, 1-methyl-, cis-(76704-91-1)
• EPA Substance Registry System: 1,2-Cyclohexanedicarboxylic acid, 1-methyl-, cis-(76704-91-1)

Safety Data

• Hazardous Substances Data: 76704-91-1(Hazardous Substances Data)

Upstream product

• 31915-48-7 (+/-)-1-methyl-cyclohex-4-ene-1r,2t-dicarboxylic acid 
• 81452-96-2 1α-Methyl-2α-phenyl-cyclohexan-1β-carbonsaeure 
• 31915-48-7 (+/-)-1-methyl-cyclohex-4-ene-1r,2c-dicarboxylic acid 
• 14679-33-5 (+/-)-1-methyl-cyclohex-4-ene-1r,2t-dicarboxylic acid dimethyl ester 
• 14679-33-5 (+/-)-1-methyl-cyclohex-4-ene-1r,2c-dicarboxylic acid dimethyl ester 
• 81452-97-3 (+/-)-(1R*,6R*)-1-methyl-2-phenylcyclohexanecarboxylic acid 
• 617-54-9 citraconic acid dimethyl ester 
• 498-24-8 Mesaconic acid 
• 76660-97-4 (1R,2R)-1-Methyl-2-phenyl-cyclohexanecarbaldehyde 
• 52809-65-1 1-methyl-8,8-dichlorobicyclo<4.2.0>octan-7-one 
• 617-53-8 mesaconic acid dimethyl ester 
• 76660-97-4 (1S,2R)-1-Methyl-2-phenyl-cyclohexanecarbaldehyde 
• 52782-06-6 (+/-)-1-methyl-cyclohexane-1r,2t-dicarboxylic acid dimethyl ester 
• 32885-53-3 7a-Methyl-cis-perhydroisobenzofuran-1-on 

Downstream Products

• 14679-27-7 (+/-)-1-methyl-cyclohexane-1r,2t-dicarboxylic acid-anhydride 
• 22920-01-0 trans-2-methyl-2-carboxy-cyclohexane-1-acetic acid 
• 52782-05-5 (+/-)-1-methyl-cyclohexane-1r,2t-dicarboxylic acid-1-methyl ester 
• 52782-06-6 (+/-)-1-methyl-cyclohexane-1r,2t-dicarboxylic acid dimethyl ester 

Relevant articles and documents

Synthesis and alcoholysis of α-alkylated cyclopentane and cyclohexane fused succinic racemic anhydrides in the presence of chiral bases

Bicyclic succinic anhydrides alkylated at the α-position have been prepared and submitted to alcoholysis in the presence of alkaloid bases. Anhydrides with a cyclopentane fused ring, open only from the less hindered side, generating monoesters of >80 % ee, whereas cyclohexane fused anhydrides undergo parallel kinetic resolution, producing both regioisomeric monoesters.

DIASTEREOSELECTIVE AND ENANTIOSELECTIVE SYNTHESIS OF 1,2-DISUBSTITUTED CYCLOALKANECARBOXALDEHYDES

A highly useful method for diastereoselective and enantioselective synthesis of trans- and cis-1,2-disubstituted cycloalkanecarboxaldehydes (trans- and cis-10), useful chiral synthons having asymmetric tertiary and quaternary carbon atoms in vicinal positions in their rings, is devised starting from cycloalkenecarboxaldehydes (5). t-Leucine t-butyl ester (2.R=But), a highly effective chiral auxiliary reagent in the present method, can be recovered for recycling without any loss of optical purity.Some mechanistic explanations on the strereochemical courses of the reactions are presented.