C112208
Cyclopentanol
99%
Synonym(s):
1-Cyclopentanol, Cyclopentyl alcohol, Hydroxycyclopentane
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About This Item
Linear Formula:
C5H9OH
CAS Number:
Molecular Weight:
86.13
Beilstein:
1900556
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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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Related Categories
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
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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
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)
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
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
Synthesis of high density aviation fuel with cyclopentanol derived from lignocellulose.
Sheng X, et al.
Scientific Reports, 5(1), 9565-9565 (2015)
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