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C112208

Cyclopentanol

Name: Cyclopentanol
Brand: ALDRICH

99%

Synonym(s):

1-Cyclopentanol, Cyclopentyl alcohol, Hydroxycyclopentane

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About This Item

Linear Formula:

C₅H₉OH

CAS Number:

96-41-3

Molecular Weight:

86.13

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24892351

EC Number:

202-504-8

Beilstein/REAXYS Number:

1900556

MDL number:

MFCD00001363

Assay:

99%

Form:

liquid

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Properties

Quality Level

100

assay

99%

form

liquid

refractive index

n20/D 1.453 (lit.)

bp

139-140 °C (lit.)

mp

−19 °C (lit.)

density

0.948 g/mL at 20 °C, 0.949 g/mL at 25 °C (lit.)

SMILES string

OC1CCCC1

InChI

1S/C5H10O/c6-5-3-1-2-4-5/h5-6H,1-4H2

InChI key

XCIXKGXIYUWCLL-UHFFFAOYSA-N

Description

Application

Cyclopentanol can be used as:

An alkylating agent in the preparation of alkylated aromatic compounds using Fe³⁺-montmorillonite catalyst via Friedel–Crafts alkylation reaction.
A reactant in the acylation of alcohols with an acid anhydride or acid chloride.
A substrate in the synthesis of high-density polycyclic aviation fuel by the Guerbet reaction.

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pictograms

GHS02

signalword

Warning

hcodes

H226

pcodes

P210 - P370 + P378

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

123.8 °F - closed cup

flash_point_c

51 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Aminocyclopentanols as sugar mimics. Synthesis from unsaturated bicyclic lactones by Overman rearrangement.

Marie Bøjstrup et al.

Organic & biomolecular chemistry, 5(19), 3164-3171 (2007-09-20)

Bicyclic cyclopentane lactones, prepared from bromodeoxyaldonolactones, were transformed into aminocyclopentanols with an Overman rearrangement as the key step. Two of the compounds prepared, 7 and 19, were found to be good inhibitors of jack bean alpha-mannosidase and beta-D-N-acetylglucosaminidase, respectively.

Chemoenzymatic asymmetric total synthesis of phosphodiesterase inhibitors: preparation of a polycyclic pyrazolo[3,4-d]pyrimidine from an acylnitroso Diels-Alder cycloadduct-derived aminocyclopentenol.

May Xiao-Wu Jiang et al.

The Journal of organic chemistry, 70(7), 2824-2827 (2005-03-25)

[reaction: see text] Enzymatic resolution of Boc-protected 4-aminocyclopenten-1-ol 4c gave both enantiomers 5c and 6c in high ee. Boc removal and separate condensation with chloropyrazolopyrimidine 18 provided elaborated 1,4-aminocyclopentenol derivatives 20 and 26, respectively. Separate treatment of 20 and 26

Highly efficient acylation of alcohols, amines and thiols under solvent-free and catalyst-free conditions.

Ranu BC, et al.

Green Chemistry, 5(1), 44-46 (2003)

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Global Trade Item Number

SKU	GTIN
C112208-100ML	04061833460825
C112208-5ML	04061837637599
C112208-500ML	04061833460849