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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

C112208-5ML:
C112208-100ML:
C112208-BULK:
C112208-500ML:
C112208-VAR:

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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Three-component coupling reactions of silyl glyoxylates, vinyl Grignard reagent, and nitroalkenes: an efficient, highly diastereoselective approach to nitrocyclopentanols.
Gregory R Boyce et al.
Angewandte Chemie (International ed. in English), 49(47), 8930-8933 (2010-10-16)
Marie Bøjstrup et al.
Organic & biomolecular chemistry, 3(9), 1738-1745 (2005-04-29)
Four aminocyclopentanols, as mimics of putative intermediates in the hydrolysis of alpha-d-galactosides, have been synthesized through a number of stereoselective transformations using the cis-fused cyclopentane-1,4-lactone (1R, 5S, 7R, 8R)-7,8-dihydroxy-2-oxabicyclo[3.3.0]oct-3-one as a chiral building block. The compounds were tested towards various
Gregory R Boyce et al.
Organic letters, 14(2), 652-655 (2012-01-13)
The three-component coupling of Mg acetylides, silyl glyoxylates, and nitroalkenes results in a highly diastereoselective Kuwajima-Reich/vinylogous Michael cascade that provides tetrasubstituted silyloxyallene products. The regio- and diastereoselectivity were studied using DFT calculations. These silyloxyallenes were converted to cyclopentenols and cyclopentitols
E Leroy et al.
Organic letters, 1(5), 775-777 (2000-05-24)
[reaction: see text] (1S,2S,3S,4R,5R)-4-amino-5-(hydroxymethyl)cyclopentane-1,2,3-triol 1 is prepared stereoselectively from D-lyxose and displays anomer-selective inhibition for beta-galactosidase (Ki = 3.0 x 10(-6) M) and beta-glucosidase (Ki = 1.5 x 10(-7) M), over alpha-galactosidase (Ki = 2.3 x 10(-5) M) and alpha-glucosidase
R N Hanson et al.
International journal of radiation applications and instrumentation. Part A, Applied radiation and isotopes, 38(8), 641-645 (1987-01-01)
Radioiododestannylations was employed to prepare a series of four specifically labeled thienyl alcohols: 1-(5-iodo-2-thienyl)-cyclopentan-1-ol and -cyclohexan-1-ol; 17 alpha-(5-iodo-2-thienyl)-17 beta-estradiol and -estradiol-3-O-methyl ether. The method utilized 5-(trimethylstannyl)thienyl intermediates which had been prepared in good yields from 2,5-bis(trimethylstannyl)thiophene and the appropriate cyclic
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