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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:
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

Signal Word

Warning

Hazard Statements

H226

Precautionary Statements

P210 - P370 + P378

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

123.8 °F - closed cup

Flash Point(C)

51 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Synthesis of high density aviation fuel with cyclopentanol derived from lignocellulose.
Sheng X, et al.
Scientific Reports, 5(1), 9565-9565 (2015)
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)
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)
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.
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