94110-79-9

Basic information

• Product Name: Benzoic acid, 4-chloro-, 4-oxocyclohexyl ester
• CAS NO: 94110-79-9
• Molecular Formula: C13H13ClO3
• Molecular Weight: 252.697
• Mol File: 94110-79-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-chloro-, 4-oxocyclohexyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-chloro-, 4-oxocyclohexyl ester(94110-79-9)
• EPA Substance Registry System: Benzoic acid, 4-chloro-, 4-oxocyclohexyl ester(94110-79-9)

Safety Data

• Hazardous Substances Data: 94110-79-9(Hazardous Substances Data)

Upstream product

• 13482-22-9 4-hydroxycyclohexanone 
• 122-01-0 4-chloro-benzoyl chloride 
• 556-48-9 1,4-Cyclohexanediol 
• 58435-20-4 4-chlorobenzoic acid cyclohexyl ester 

Downstream Products

• 94110-70-0 4-Chloro-benzoic acid 4-[2-oxo-2-(4'-pentyl-biphenyl-4-yl)-ethylidene]-cyclohexyl ester 
• 97974-02-2 4-Chloro-benzoic acid 4-[2-oxo-2-(4'-pentyl-biphenyl-4-yl)-ethyl]-cyclohex-3-enyl ester 
• 931-71-5 cis-1,4-cyclohexanediol 

Relevant articles and documents

Synthesis and NMR spectroscopic conformational analysis of benzoic acid esters of mono- and 1,4-dihydroxycyclohexane, 4-hydroxycyclohexanone and the -ene analogue – The more polar the molecule the more stable the axial conformer

para-Substituted benzoic acid esters of cyclohexanol, 1,4-dihydroxycyclohexane, 4-hydroxy-cyclohexanone and of the corresponding exo-methylene derivative were synthesized and the conformational equilibria of the cyclohexane skeleton studied by low temperature 1H and 13C NMR spectroscopy. The geometry optimized structures of the axial/equatorial chair conformers were computed at the DFT level of theory. Only one preferred conformation of the ester group was obtained for both the axial and the equatorial conformer, respectively. The content of the axial conformer increases with growing polarity of the 6-membered ring moiety; hereby, in addition, the effect of sp2 hybridization/polarity of C(4)=O/C(4)=CH2 on the present conformational equilibria is critically evaluated. Another dynamic process could be studied, for the first time in this kind of compounds.

A New Class of Chiral Smectic Liquid Crystals: Substituted Biphenylylcyclohexylideneethanones Having an Axial Chirality

The introduction of chiral cyclohexylideneethanone unit in a potential mesomorphic structure leads to the first family of optically active liquid crystals having an axial chirality.Racemic compounds 2 were synthesized by a Wittig-type coupling between β-keto phosphonates 6 (R1 = n-C5H11) and substituted cyclohexanone 7 (R2 = H, CH3, t-Bu, OCH3, O-n-C5H11, CO2Et, OCOC6H4CN, OCOC6H4Cl).The optically active molecules 12 were prepared by a new route using the asymmetric coupling of a carbanion α to a chiral sulfoxide 9 (R2 = n-C5H11, CH2OEt) and a substituted biphenyl acid chloride (Ar = R'C6H4C6H4 with R' = n-C5H11, CH3O, n-C8H17O, CN) followed by a stereospecific pyrolytic elimination of the sulfoxide moiety.Derivatives containing only one aromatic ring were not mesomorphic in contrast to those having a biphenyl system.