52829-98-8

Basic information

• Product Name: 2-CYCLOPENTYLETHANOL
• Synonyms: METHYLCYCLOPENTYLCARBINOL;CYCLOPENTYLMETHYLCARBINOL;CYCLOPENTANEETHANOL;A-METHYLCYCLOPENTANEMETHANOL;ALPHA-METHYLCYCLOPENTANEMETHANOL;1-CYCLOPENTYLETHANOL;[2-(2-HYDROXYETHYL)CYCLOPENTANE];2-HYDROXYETHYLCYCLOPENTANE
• CAS NO: 52829-98-8
• Molecular Formula: C₇H₁₄O
• Molecular Weight: 114.19
• EINECS: 258-208-4
• Mol File: 52829-98-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 167 °C(lit.)
• Flash Point: 144 °F
• Appearance: Colorless/Liquid
• Density: 0.919 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.345mmHg at 25°C
• Refractive Index: n20/D 1.458(lit.)
• PKA: 15.33±0.20(Predicted)
• BRN: 2069851
• CAS DataBase Reference: 2-CYCLOPENTYLETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYCLOPENTYLETHANOL(52829-98-8)
• EPA Substance Registry System: 2-CYCLOPENTYLETHANOL(52829-98-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36-52
• Safety Statements: 24/25-26
• WGK Germany: 3
• Hazardous Substances Data: 52829-98-8(Hazardous Substances Data)

Usage

Description

2-Cyclopentenol, also known as cyclopentyl ethanol, is a secondary alcohol derived from ethanol with a cyclopentyl group replacing one of the hydrogens at position 1. It is synthesized from oxazaborolidines and methyllithium, and is characterized by its unique chemical structure and properties.

Uses

Used in Chemical Synthesis:
2-Cyclopentenol is used as an intermediate in the chemical synthesis of various organic compounds. Its cyclopentyl group provides unique reactivity and structural features that can be exploited in the development of new molecules with specific applications in different industries.
Used in Pharmaceutical Industry:
2-Cyclopentenol is used as a building block for the development of pharmaceutical compounds. Its unique structure can be incorporated into drug molecules to enhance their efficacy, selectivity, and pharmacokinetic properties.
Used in Fragrance Industry:
2-Cyclopentenol is used as a component in the creation of fragrances and perfumes. Its distinct chemical structure contributes to the overall scent profile and can be used to develop new and unique fragrances.
Used in Flavor Industry:
2-Cyclopentenol can be used as a flavoring agent in the food and beverage industry. Its unique taste and aroma properties can be utilized to create new and innovative flavors for various products.
Used in Material Science:
2-Cyclopentenol can be used in the development of new materials with specific properties. Its cyclopentyl group can be incorporated into polymers and other materials to enhance their mechanical, thermal, or chemical properties.

InChI:InChI=1/C7H14O/c1-6(8)7-4-2-3-5-7/h6-8H,2-5H2,1H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 60-29-7 diethyl ether 
• 6628-80-4 trans-2-chlorocyclohexanol 
• 6004-60-0 1-cyclopentylethanone 
• 286-20-4 cyclohexane-1,2-epoxide 
• 33240-34-5 cyclopentylmagnesium bromide 
• 75-07-0 acetaldehyde 
• 3742-34-5 vinylcyclopentane 
• 50-00-0 formaldehyd 
• 1184-58-3 dimethylaluminum chloride 
• 142-29-0 cyclopentene 
• 931-02-2 (1-bromo-ethyl)-cyclopentane 
• 38118-79-5 1-cyclopentylethan-1-amine 
• 7782-77-6 cis-nitrous acid 

Downstream Products

• 6526-78-9 1-methyl-1-cyclohexylamine 
• 1640-89-7 ethylcyclopentane 
• 82166-21-0 methyl cyclohexane 
• 836656-91-8 (1-cyclopentylethoxy)acetic acid ethyl ester 
• 38293-90-2 1-cyclopentylethyl 4-methylbenzenesulfonate 
• 930-51-8 cyclopentylacetylene 
• 202596-55-2 1-cyclopentyl-3-phenyl-1-propanol 
• 103890-73-9 cis- and trans-1-methanesulphonyl-2-methylcyclohexane 

Relevant articles and documents

Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts

A nonenzymatic dynamic kinetic resolution of acyclic and cyclic benzylic alcohols is reported. The approach merges rapid transition-metal-catalyzed alcohol racemization and enantioselective Cu-H-catalyzed dehydrogenative Si-O coupling of alcohols and hydrosilanes. The catalytic processes are orthogonal, and the racemization catalyst does not promote any background reactions such as the racemization of the silyl ether and its unselective formation. Often-used ruthenium half-sandwich complexes are not suitable but a bifunctional ruthenium pincer complex perfectly fulfills this purpose. By this, enantioselective silylation of racemic alcohol mixtures is achieved in high yields and with good levels of enantioselection.

Enantioconvergent alkylation of ketones with racemic secondary alcohols: Via hydrogen borrowing catalysis

An enantioconvergent method for the alkylation of o-disubstituted aryl ketones with racemic secondary alcohols is described. This process is mediated by a commercially available iridium catalyst and proceeds via hydrogen borrowing catalysis. The highly enantioenriched β-substituted ketone products were readily cleaved to a wide range of functional groups via retro-Friedel-Crafts acylation.

Investigation of cyclization reactions of dicyclohexyl-6-iodo- and -6-tosylhexenylborane. A facile radical cyclization diverted to a rearrangement-cyclization with base

(Chemical Equation Presented) Dicyclohexyl-6-iodohexenylborane efficiently undergoes radical cyclization at room temperature using tri-n-butyltin hydride as a hydrogen donor and without the aide of a radical initiator. Efforts to develop environmentally f