7214-35-9

Basic information

• Product Name: 4α-tert-Butylcyclohexane-1β-carboxylic acid ethyl ester
• Synonyms: Cyclohexanecarboxylic acid, 4-(1,1-dimethylethyl)-, ethyl ester, trans-
• CAS NO: 7214-35-9
• Molecular Formula: C₁₃H₂₄O₂
• Molecular Weight: 212.33
• Mol File: 7214-35-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4α-tert-Butylcyclohexane-1β-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4α-tert-Butylcyclohexane-1β-carboxylic acid ethyl ester(7214-35-9)
• EPA Substance Registry System: 4α-tert-Butylcyclohexane-1β-carboxylic acid ethyl ester(7214-35-9)

Safety Data

• Hazardous Substances Data: 7214-35-9(Hazardous Substances Data)

Upstream product

• 63767-85-1 ethyl 4-tert-butylcyclohexane-1-carboxylate 
• 5451-55-8 4-tert-butylcyclohexanecarboxylic acid 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 943-28-2 cis-4-t-butylcyclohexanecarboxylic acid 

Downstream Products

• 36293-50-2 trans-4-t-butylcyclohexylmethyl bromide 
• 10601-39-5 trans-(4-tert-butyl-cyclohexyl)-methanol 

Relevant articles and documents

Concave reagents. 20. Sterically shielded m-terphenyls as selective agents in general protonations

New m-terphenyls with acidic substituants in the 2′-position have been used in general protonations leading to reagent-controlled selectivity enhancements: up to 96:4 for the γ/α-protonation of unsymmetrically substituted allyl anions, up to 97:3 for the protonation of cyclohexyl anions generating preferentially the thermodynamically less stable cis-products. In order to allow a general, reagent-controlled protonation the acidity of the protonating agent should be as low as possible.

Stereochemistry of Decarbalkoxylation of Cyclic Geminal Diesters Effected by Water and Lithium Chloride in Me2SO

The stereochemical consequences of the decarbalkoxylation of cyclic geminal diesters by LiCl-H2O-Me2SO have been examined.The norbornene diester 13 and the norbornane diester 16 lead predominantly to the exoesters 14 and 17, respectively.The 2-methylcyclohexane diester 22 leads to esters containing more cis (23) than trans (24) isomer.The diesters 19,25, and 28 lead to nearly equal amounts of the cis and trans esters.In these latter cases,the enolates generated from the esters (via LDA) are protonated in a nonstereoselective fashion on quenching with water.This is suggestive of an enolate intermediate in the decarbalkoxylation reaction.The implications of these sterochemical results are discussed.