119433-76-0

Basic information

• Product Name: (1S,4R)-1-isopropyl-4-methyl-2-methylene-cyclohexane
• Synonyms: (1S,4R)-1-isopropyl-4-methyl-2-methylene-cyclohexane
• CAS NO: 119433-76-0
• Molecular Weight: 152.28
• Mol File: 119433-76-0.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: (1S,4R)-1-isopropyl-4-methyl-2-methylene-cyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,4R)-1-isopropyl-4-methyl-2-methylene-cyclohexane(119433-76-0)
• EPA Substance Registry System: (1S,4R)-1-isopropyl-4-methyl-2-methylene-cyclohexane(119433-76-0)

Safety Data

• Hazardous Substances Data: 119433-76-0(Hazardous Substances Data)

Upstream product

• 10458-14-7 (2R,5S)-menthone 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 61078-14-6 1-methyl-2-(methylsulfonyl)-1H-benzo[d]imidazole 
• 13170-43-9 (trimethylsilyl)methylmagnesium chloride 
• 74-95-3 1,1-dibromomethane 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 3391-87-5 l-menthone 
• 1034-49-7 (bromomethyl)triphenyl phosphonium bromide 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 

Downstream Products

• 610323-44-9 (1R,4S,7R)-4-isopropyl-7-methyl-1-oxa-spiro[2.5]octane 
• 184178-86-7 (1S,4S,7R)-4-isopropyl-7-methyl-1-oxaspiro[2.5]octane 
• 119352-70-4 (1S,2S,5R)-2-isopropyl-5-methyl-1-(chloromethyl)cyclohexane 
• 119352-69-1 Toluene-4-sulfonic acid (1S,2S,5R)-2-isopropyl-5-methyl-cyclohexylmethyl ester 
• 1423157-09-8 (1S,4R,E)-1-isopropyl-4-methyl-2-(nitromethylene)cyclohexane 

Relevant articles and documents

NMR determination of the absolute configuration of cyclic chiral alkenes

By the use of a new axially chiral reagent, 2'-methoxy-1,1'- binaphthalene-2-carbohydroximoyl chloride (MBCC), chiral cyclic alkenes were stereoselectively derivatized into 4,5-dihydroisoxazoles. NOEs were observed between the protons of the reagent moiety and those of the alkene moiety in cycloadducts. The absolute configuration of the original alkenes was unambiguously determined by the NOE correlation.

Methylenation for Aldehydes and Ketones Using 1-Methylbenzimidazol-2-yl Methyl Sulfone

The methylenation reagent 1-methylbenzimidazol-2-yl methyl sulfone 2 reacts with various aldehydes and ketones in the presence of t-BuOK (room temperature, 1 h) in dimethylformamide to give the corresponding terminal alkenes generally in high yields. For sensitive substrates, the reaction is better carried out at low temperature using sodium hexamethyldisilazide in 1,2-dimethoxyethane. The byproduct is easily removed from the products, and the reaction conditions are mild and practical. Reagent 2 can be easily prepared from commercially available 2-mercaptobenzimidazole 5 in 95% yield without any expensive reagents.

Branch-Selective Addition of Unactivated Olefins into Imines and Aldehydes

Radical hydrofunctionalization occurs with ease using metal-hydride hydrogen atom transfer (MHAT) catalysis to couple alkenes and competent radicalophilic electrophiles. Traditional two-electron electrophiles have remained unreactive. Herein we report the reductive coupling of electronically unbiased olefins with imines and aldehydes. Iron catalysis allows addition of alkyl-substituted olefins into imines through the intermediacy of free radicals, whereas a combination of catalytic Co(Salt-Bu,t-Bu) and chromium salts enables a branch-selective coupling of olefins and aldehydes through the formation of a putative alkyl chromium intermediate.