19091-08-8

Basic information

• Product Name: Cyclohexanecarboxylic acid, 4-(1,1-dimethylethyl)-, methyl ester
• CAS NO: 19091-08-8
• Molecular Formula: C12H22O2
• Molecular Weight: 198.305
• Mol File: 19091-08-8.mol

Chemical Properties

• CAS DataBase Reference: Cyclohexanecarboxylic acid, 4-(1,1-dimethylethyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanecarboxylic acid, 4-(1,1-dimethylethyl)-, methyl ester(19091-08-8)
• EPA Substance Registry System: Cyclohexanecarboxylic acid, 4-(1,1-dimethylethyl)-, methyl ester(19091-08-8)

Safety Data

• Hazardous Substances Data: 19091-08-8(Hazardous Substances Data)

Upstream product

• 22173-19-9 4-tert-butyl-1-cyclohexene-1-carboxylic acid methyl ester 
• 67-56-1 methanol 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 5451-55-8 4-tert-butylcyclohexanecarboxylic acid 
• 34410-04-3 2-lithio-2-trimethylsilyl-1,3-dithiane 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 5781-53-3 monomethyl oxalyl chloride 
• 85592-89-8 1-(tert-butyl)-4-iodocyclohexane 
• 74542-25-9 Dimethyl 4-tert-Butyl-1,1-cyclohexanedicarboxylate 

Downstream Products

• 17177-76-3 methyl esters of cis-4-tert-butylcyclohexanecarboxylic acid 
• 943-29-3 trans-4-(tert-butyl)cyclohexane-1-carboxylic acid 
• 943-28-2 cis-4-t-butylcyclohexanecarboxylic acid 
• 42829-54-9 Methyl 1-methyl-trans-4-tert-butylcyclohexanecarboxylate 
• 42829-53-8 Methyl 1-methyl-cis-4-tert-butylcyclohexanecarboxylate 
• 91704-32-4 trans allyl-1 hydroxymethyl-1 tertiobutyl-4 cyclohexane 
• 91704-31-3 cis allyl-1 hydroxymethyl-1 tertiobutyl-4 cyclohexane 
• 91704-59-5 cis hydroxymethyl-1 tertiobutyl-4 α,α-dimethyl-cyclohexane-ethanol 
• 91704-57-3 cis hydroxymethyl-1 tertiobutyl-4 α-methyl-cyclohexane-ethanol 
• 344442-69-9 acide (methyl-2 propene-2 yl)-1 tertiobutyl-4 cyclohexanecarboxylique 
• 344558-74-3 acide allyl-1 tertiobutyl-4 cyclohexanecarboxylique 
• 88246-74-6 trans-1-Adamantyl-4-(1,1-dimethylethyl)-1-cyclohexancarbonsaeure-methylester 
• 88246-73-5 trans-1,4-Bis(1,1-dimethylethyl)-1-cyclohexancarbonsaeure-methylester 
• 105746-46-1 N-[(trans-4-t-Butylcyclohexyl)carbonyl]-D-phenylalanine 

Relevant articles and documents

MONOMER, POLYMER, RESIST COMPOSITION, AND PATTERNING PROCESS

A polymer comprising recurring units derived from a (meth)acrylate monomer of tertiary ester type having branched alkyl on alicycle is used to form a resist composition. When subjected to exposure, PEB and organic solvent development, the resist compositi

MONOMER, POLYMER, RESIST COMPOSITION, AND PATTERNING PROCESS

A polymer comprising recurring units derived from a (meth)acrylate monomer of tertiary ester type having branched alkyl on alicycle is used to form a resist composition. When subjected to exposure, PEB and organic solvent development, the resist composition is improved in dissolution contrast.

Discovery of novel, potent, selective, and orally active human glucagon receptor antagonists containing a pyrazole core

A novel class of 1,3,5-pyrazoles has been discovered as potent human glucagon receptor antagonists. Notably, compound 26 is orally bioavailable in several preclinical species and shows selectivity towards cardiac ion channels, other family B receptors suc

Free radical-mediated carboxylation by radical reaction of alkyl iodides with methyl oxalyl chloride

Free radical-mediated carboxylation is achieved by treatment of alkyl iodides with methyl oxalyl chloride and bis(tributyltin) in benzene at 350 nm to afford the corresponding acid chlorides as a major product along with a small amount of the methyl esters.

Lipase-mediated kinetic separation of a diastereomeric mixture of 4-tert-butylcyclohexanemethanol

Diastereomerically pure trans- and cis-4-tert-butylcyclohexanemethanols have been obtained by kinetic acylation of the diastereomeric alcohol in an organic medium and by kinetic deacylation of the diastereomeric acetate in an aqueous medium both in the presence of the same lipase (lipase PS, Pseudomonas sp., Amano). The reactions take place preferentially with the trans-isomers both in organic and aqueous media to give the trans-acetate with recovery of the cis-alcohol on acylation in an organic medium,and the trans-alcohol with recovery of the cis-acetate on deacylation in an aqueous medium.

Electroorganic Reactions. Part 37. The Stereochemistry and Mechanism of the Cathodic Hydrogenation of Methyl 4-tert-Butylcyclohex-1-enecarboxylate

Methyl 4-tert-butylcyclohex-1-enecarboxylate is hydrogenated at a mercury cathode, in the presence of proton donors, in a smooth 2 F mol-1 process.The proportions of cis and trans isomers in the product (methyl 4-tert-butylcyclohexanecarboxylate) are a function of reaction conditions and detailed consideration shows that the reaction is under kinetic control.Protonation of the first-formed radical anion is probably at C-1, with little stereoselectivity.The results of base- and radical-induced epimerizations of 1,4-disubstituted cyclohexanes were used to establishthe likely outcome of thermodynamic control.These results are in impressive agreement with calculations based on substituent group conformational preferences.

N-(Cyclohexylcarbonyl)-D-phenylalanines and related compounds. A new class of oral hypoglycemic agents. 2

A series of analogues of N-(cyclohexylcarbonyl)-D-phenylalanine (5) have been synthesized and evaluated for their hypoglycemic activity. Relationships were studied between the activity and the three-dimensional structure of the acyl moiety, which was characterized by high-resolution 1H NMR spectroscopy and MNDO calculations. The role of the carboxyl group of the phenylalanine moiety was also studied by comparing the activities of the enantiomers, the decarboxyl derivative, the esters, and the amides of the phenylalanine derivatives. Thus, the structural requirements for possessing hypoglycemic activity was elucidated and a highly active compound, N-[(trans-4-isopropylcyclohexyl)carbonyl]-D-phenylalanine (13) was obtained, which showed a 20% blood glucose decrease at an oral dose of 1.6 mg/kg in fasted normal mice.

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.

Stereochemistry of Alkylation of Carboxylic Acid Salt and Ester α Anions Derived from Cyclic Systems.

A stereochemical study of the alkylation of α-lithiated carboxylate salts and esters has been performed.The α anions derived from the bicyclic acids exo-1, endo-1, and 7 (R=H) and the esters 4 and 7 (R=CH3) yield predominantly exo alkylation.As an example, the α anion derived from ester 7 (R=CH3) on treatment with CH3I yields exo-8 (R=R'=CH3) and endo-9 (R=R'=CH3) in a 97:3 ratio, a highly stereoselective reaction.Addition of TMEDA to the reactions involving the α anions derived from exo- or endo-1 did not change the stereochemical alkylation results.The α anions derived from the substituted cyclohexanecarboxylic acids 10, 13, 16, 19, or 22 (where R=H in each case) on methylation yield more axial methylation (axial/equatorial ratios of 0.4-2.7) than the α anions derived from the methyl esters corresponding to these acids.The α anions from the esters yield predominantly equatorial methylated products (e/a ratios varying from 4 to 9).The reasons for the different stereochemical results are discussed.