70639-95-1

Basic information

• Product Name: 1-cyclopentylprop-2-yn-1-one
• Synonyms: 1-cyclopentylprop-2-yn-1-one;1-Cyclopentyl-2-propynone
• CAS NO: 70639-95-1
• Molecular Formula: C8H10O
• Molecular Weight: 122.1644
• Mol File: 70639-95-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 192℃
• Flash Point: 67℃
• Appearance: /
• Density: 1.015
• Vapor Pressure: 0.509mmHg at 25°C
• Refractive Index: 1.489
• CAS DataBase Reference: 1-cyclopentylprop-2-yn-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-cyclopentylprop-2-yn-1-one(70639-95-1)
• EPA Substance Registry System: 1-cyclopentylprop-2-yn-1-one(70639-95-1)

Safety Data

• Hazardous Substances Data: 70639-95-1(Hazardous Substances Data)

Usage

Type of compound

Ketone

Functional groups

Propargyl group, cyclopentyl ring

Organic synthesis

Precursor for various organic compounds

Pharmaceutical synthesis

Building block for pharmaceuticals and biologically active molecules

Fragrance and flavor production

Starting material for fragrances, flavors, and other fine chemicals

Chemical properties

Unique properties valuable for the synthesis of diverse organic compounds

InChI:InChI=1/C8H10O/c1-2-8(9)7-5-3-4-6-7/h1,7H,3-6H2

Upstream product

• 70639-94-0 3-cyclopentyl-1-trimethylsilyl-1-propyn-3-one 
• 72096-97-0 3-cyclopentyl-1-trimethylsilyl-1,2-propadiene 
• 4524-93-0 Cyclopentanecarboxylic acid chloride 
• 65032-27-1 ethynylmagnesium chloride 
• 167303-65-3 N-Cyclopentanecarbonyl-N,O-dimethylhydroxylamine 

Downstream Products

• 1508318-92-0 C₁₉H₂₁NO₄ 
• 1508318-90-8 C₂₉H₃₄N₂O₄ 
• 1508318-98-6 (R)-5-((S)-4-benzyl-2-oxooxazolidin-3-yl)-3-cyclopentyl-1-(2,6-diethylpyridin-4-yl)-5-oxopent-1-yn-3-yl acetate 
• 1508319-01-4 (R)-5-((S)-4-benzyl-2-oxooxazolidin-3-yl)-3-cyclopentyl-5-(2,6-diethylpyridin-4-yl)-1-oxopentan-3-yl acetate tosylate salt 
• 1508318-85-1 (S)-4-benzyl-3-((R)-3-cyclopentyl-3-hydroxy-4-pentynoyl)oxazolidin-2-one 
• 1508318-97-5 C₁₉H₂₁NO₄ 

Relevant articles and documents

Synthesis of filibuvir. Part I. Diastereoselective preparation of a β-hydroxy alkynyl oxazolidinone and conversion to a 6,6- disubstituted 2H-pyranone

This is the first in a series of three papers describing the identification and development of a commercial synthesis of filibuvir (1). This contribution describes development of an Evans aldol reaction to control the tertiary alcohol stereocenter, a challenging variant of that strategy in that both reacting partners were nonstandard (acetate enolate and ketone electrophile). A sequence consisting of Sonogashira coupling, acylation and hydrogenation delivered acetate 24, and Dieckmann cyclization provided β-keto lactone 2.