55873-39-7

Basic information

• Product Name: 1-[4-(propan-2-ylidene)cyclopent-1-en-1-yl]ethanone
• Synonyms: 1-Acetyl-4-isopropylidene-cyclopentene
• CAS NO: 55873-39-7
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.2176
• Mol File: 55873-39-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 236.4°C at 760 mmHg
• Flash Point: 91.8°C
• Density: 0.98g/cm³
• Vapor Pressure: 0.0475mmHg at 25°C
• Refractive Index: 1.503
• CAS DataBase Reference: 1-[4-(propan-2-ylidene)cyclopent-1-en-1-yl]ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[4-(propan-2-ylidene)cyclopent-1-en-1-yl]ethanone(55873-39-7)
• EPA Substance Registry System: 1-[4-(propan-2-ylidene)cyclopent-1-en-1-yl]ethanone(55873-39-7)

Safety Data

• Hazardous Substances Data: 55873-39-7(Hazardous Substances Data)

Usage

Structure

Cyclopentenone derivative with a substituted propan-2-ylidene group attached to the cyclopentene ring

Usage

Organic synthesis and pharmaceutical research

Reactivity

Unique structure and reactivity

Applications

Building block in the synthesis of various compounds

Pharmacological properties

Studied for potential properties

Specific applications

Vary depending on related research and development within scientific and industrial communities

Upstream product

• 98-55-5 terpineol 

Downstream Products

• 5359-04-6 1-(4-(prop-1-en-2-yl)phenyl)ethan-1-one 
• 54549-72-3 1-(4-(2-hydroxypropan-2-yl)phenyl)ethan-1-one 
• 107844-06-4 1-(4-Isopropyl-bicyclo[3.1.0]hex-3-en-1-yl)-ethanone 

Relevant articles and documents

4-(1-HYDROPEROXY-1-METHYLETHYL)-1,3-CYCLOPENTADIENYL METHYL KETONE: ITS FORMATION FROM α-TERPINEOL AND BEHAVIOR AS A DIMETHYLFULVENE EPOXIDE.

Ozonolysis of α-terpineol (1) then steam distillation in presence of acid gives the known 4-isopropylidenecyclopentenyl methyl ketone (4).This is oxidized in air to 4-(1-hydroperoxy-1-methylethyl)-1,3-cyclopentadienyl methyl ketone (10), a compound frequently reacting as if it were one of the elusive dimethylfulvene epoxides.It is converted by silica gel to two dimers (12, 13) of 2-acetyl-6,6-dimethylfulvene epoxide (19).Catalytic reduction of the dimers occurs mostly by exo addition of hydrogen to the conjugated double bond, and thermolysis of the dimers yields 4-acetyl-6,6-dimethylcyclohexa-2,4-dienone (20).With triphenylphosphine the hydroperoxide (10) yields two dimers of 2-acetyl-6,6-dimethylfulvene (26).This is the first reported isolation of dimers of a fulvene.The hydroperoxide (10) adds diazomethane to give an unstable pyrazoline (28); this pyrazoline loses nitrogen to yield a single isomer o' 5-acetyl-3',3'-dimethylbicyclohex-3-ene-2-spiro-2'-oxirane (29).Catalytic hydrogenation of the latter involves ring opening of the epoxide.