67209-77-2

Basic information

• Product Name: 1-Cyclopentene-1-carboxylic acid, 2-methyl- (6CI,9CI)
• Synonyms: 1-Cyclopentene-1-carboxylic acid, 2-methyl- (6CI,9CI);1-Cyclopentene-1-carboxylic acid, 2-Methyl-
• CAS NO: 67209-77-2
• Molecular Formula: C₇H₁₀O₂
• Molecular Weight: 126.1531
• Product Categories: ACIDHALIDE
• Mol File: 67209-77-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 234.9°C at 760 mmHg
• Flash Point: 107°C
• Appearance: /
• Density: 1.144g/cm³
• Vapor Pressure: 0.0179mmHg at 25°C
• Refractive Index: 1.519
• CAS DataBase Reference: 1-Cyclopentene-1-carboxylic acid, 2-methyl- (6CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclopentene-1-carboxylic acid, 2-methyl- (6CI,9CI)(67209-77-2)
• EPA Substance Registry System: 1-Cyclopentene-1-carboxylic acid, 2-methyl- (6CI,9CI)(67209-77-2)

Safety Data

• Hazardous Substances Data: 67209-77-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 2049, 1984 DOI: 10.1021/jo00185a054

InChI:InChI=1/C7H10O2/c1-5-3-2-4-6(5)7(8)9/h2-4H2,1H3,(H,8,9)

Upstream product

• 3168-90-9 1-(2-methylcyclopent-1-enyl)ethanone 
• 412028-54-7 2-methylene-cyclopentane-1,1-dicarboxylic acid 
• 15219-34-8 Oxalyl bromide 
• 1528-30-9 methylenecyclopentane 
• 693-89-0 1-methylcyclopent-1-ene 
• 19429-40-4 2--1-methylcylopentanol 
• 81328-61-2 2-methyl-1-cyclopentene-1-carboxaldehyde 
• 84307-90-4 S-Methyl 2-Methylcyclopentene-1-thioate 
• 122086-35-5 diethyl 2-methylene-1,1-cyclopentanedicarboxylate 
• 2468-55-5 5-iodopent-1-yne 
• 19480-04-7 6-oxoheptanal 
• 17649-89-7 2-(Bis-methylsulfanyl-methylene)-cyclopentanone 
• 146445-32-1 2-acetyl-hept-6-ynoate de tertiobutyle 
• 110614-28-3 2-Methyl-cyclopent-1-enecarboxylic acid tert-butyl ester 

Downstream Products

• 124651-66-7 (2-Chloro-2,5-dimethyl-cyclohexyl)-(2-methyl-cyclopent-1-enyl)-methanone 
• 124651-60-1 (2-Chloro-2-methyl-cyclohexyl)-(2-methyl-cyclopent-1-enyl)-methanone 
• 91861-34-6 2-methyl-2-(4-methylene-1-methyl-2-cyclohexen-1-yl)-cyclopentanenitrile 
• 91861-33-5 2-methyl-2-(1,4-dimethyl-2,4-cyclohexadien-1-yl)-cyclopentanenitrile 
• 91861-30-2 2,5-dimethyl-1-cyclohexen-1-yl 2-methyl-1-cyclopenten-1-yl ketone 
• 124651-61-2 2-methyl-1-cyclohexenyl 2-methyl-1-cyclopentenyl ketone 
• 3168-90-9 1-(2-methylcyclopent-1-enyl)ethanone 
• 82096-03-5 trichodienal 
• 104762-32-5 1-(hydroxymethyl)-4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene 
• 105164-36-1 tert-butyldimethylsilyl 4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene-1-carboxylate 
• 104762-29-0 methyl 4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene-1-carboxylate 
• 104762-26-7 (2-methyl-1-cyclopentenyl)methyl 4-methyl-3-cyclohexene-1-carboxylate 
• 104762-31-4 1-(hydroxymethyl)-4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene 
• 26833-87-4 homoharringtonine 

Relevant articles and documents

Asymmetric synthesis of (-)-trichodiene. Generation of vicinal stereogenic quaternary centers via the thio-Claisen rearrangement

The use of chiral bicyclic lactams, in their thiocarbonyl form 9, has been shown to serve as important intermediates for producing α-quaternary alkyl derivatives 8, which were readily transformed into the title compound (-)-1. The reversibility of the thi

-

In the presence of a palladium(0) complex and potassium t-butoxide, the acetylenic compounds 2 bearing in δ a nucleophilic functionality are smoothly transformed with excellent yields, either into 2,2-difunctionalized methylene cyclopentanes or into monofunctionalized 2-methylcyclopentenes. Each of these compounds can be specifically obtained depending on the choice of the experimental conditions. A set of diverse reactions involving mainly potassium hydride as the base showed clearly that HPdOtBu is not the active catalytic species which is mainly a σ-ethynylpalladium hydride formed by the metal insertion in the acetylenic carbon hydrogen bond.