20657-21-0

Basic information

• Product Name: 2-(1-Cyclopentenyl) acetate
• Synonyms: 2-(1-Cyclopentenyl) acetate;2-Cyclopentenyl acetate;2-Cyclopenten-1-ol acetate;3-Acetoxycyclopentene
• CAS NO: 20657-21-0
• Molecular Formula: C₇H₁₀O₂
• Molecular Weight: 125.14516
• Product Categories: cyclic compounds
• Mol File: 20657-21-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 149.2°Cat760mmHg
• Flash Point: 33.4°C
• Appearance: /
• Density: 1.02g/cm³
• Vapor Pressure: 4.07mmHg at 25°C
• Refractive Index: 1.467
• CAS DataBase Reference: 2-(1-Cyclopentenyl) acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-Cyclopentenyl) acetate(20657-21-0)
• EPA Substance Registry System: 2-(1-Cyclopentenyl) acetate(20657-21-0)

Safety Data

• Hazardous Substances Data: 20657-21-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 23, p. 87, 1982 DOI: 10.1016/S0040-4039(00)97540-3

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

Upstream product

• 75-52-5 nitromethane 
• 142-29-0 cyclopentene 
• 10534-59-5 tetrabutylammonium acetate 
• 542-92-7 cyclopenta-1,3-diene 
• 64-19-7 acetic acid 

Downstream Products

• 143541-91-7 1-(2-cyclopentenyl)uracil 
• 171774-71-3 (S)-3-(phenylsulfonyl)cyclopent-1-ene 
• 6627-83-4 3-(2'-hydroxyphenyl)cyclopent-1-ene 
• 930-30-3 cyclopent-2-enone 
• 54807-91-9 (2-cyclopentenyl)diphenylphosphine oxide 
• 140396-96-9 2-cyclopenten-1-yl phenyl sulfone 
• 91639-39-3 (RS)-3-(N-benzylamino)cyclopent-1-ene 
• 64666-40-6 2-cyclopenten-1-yl 3,5-dinitrobenzoate 

Relevant articles and documents

Michael addition-elimination mechanism for nucleophilic substitution reaction of cycloalkenyl iodonium salts and selectivity of 1,2-hydrogen shift in cycloalkylidene intermediate

(Chemical Equation Presented) Reactions of cyclohexenyl and cyclopentenyl iodonium salts with cyanide ion in chloroform give cyanide substitution products of allylic and vinylic forms. Deuterium-labeling experiments show that the allylic product is formed via the Michael addition of cyanide to the vinylic iodonium salt, followed by elimination of the iodonio group and 1,2-hydrogen shift in the 2-cyanocycloalkylidene intermediate. The hydrogen shift preferentially occurs from the methylene rather than the methine β-position of the carbene, and the selectivity is rationalized by the DFT calculations. The Michael reaction was also observed in the reaction of cyclopentenyliodonium salt with acetate ion in chloroform. The vinylic substitution products are ascribed to the ligand-coupling (via λ3-iodane) and elimination-addition (via cyclohexyne) pathways.

Nitromethylation of Alkenes

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OAc AS A HOMOGENEOUS CATALYST FOR SELECTIVE ENONE FORMATION BY ALLYLIC OXIDATION OF OLEFINS

Treatment of several cyclic olefins and allylbenzene with a catalytic amount of OAc in acetic acid in the presence of t-butyl hydroperoxide affords the corresponding α,β-unsaturated carbonyl compounds(enones) highly selectively via an ionic pathway.