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C112208

Sigma-Aldrich

Cyclopentanol

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
Beilstein/REAXYS Number:
1900556
EC Number:
202-504-8
MDL number:
MFCD00001363
UNSPSC Code:
12352100
PubChem Substance ID:
24892351
NACRES:
NA.22

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

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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.

pictograms

Flame
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

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

Certificates of Analysis (COA)

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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
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.
Synthesis of high density aviation fuel with cyclopentanol derived from lignocellulose.
Sheng X, et al.
Scientific Reports, 5(1), 9565-9565 (2015)
Fe3+-montmorillonite: A bifunctional catalyst for one pot Friedel-Crafts alkylation of arenes with alcohols.
Choudary BM, et al.
Catalysis Communications, 3(8), 363-367 (2002)
S Dallet et al.
Biochimica et biophysica acta, 1294(1), 15-24 (1996-05-02)
A comparison between the pressure effects on the catalysis of Thermoanaerobium brockii alcohol dehydrogenase (TBADH: a thermostable tetrameric enzyme) and yeast alcohol dehydrogenase (YADH: a mesostable tetrameric enzyme) revealed a different behaviour. YADH activity is continuously inhibited by an increase
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