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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:
Molecular Weight:
86.13
Beilstein:
1900556
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

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

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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Daisuke Yamashita et al.
Angewandte Chemie (International ed. in English), 48(8), 1404-1406 (2008-12-05)
No bones about it: (-)-Norzoanthamine, a promising candidate for an anti-osteoporotic drug, was the target of a total synthesis (see scheme). The final bisaminal formation with AcOH/H(2)O gave the DEFG ring, while the cyclization precursor was prepared by installing the
Fatty acid signalling in plants and their associated microorganisms.
E E Farmer
Plant molecular biology, 26(5), 1423-1437 (1994-12-01)
B Castaing et al.
Nucleic acids research, 27(2), 608-615 (1998-12-24)
The binding of Escherichia coli and Lactococcus lactis Fapy-DNA glyosylase (Fpg) proteins to DNA containing either cyclic or non-cyclic abasic (AP) site analogs was investigated by electrophoretic mobility shift assay (EMSA) and by footprinting experiments. We showed that the reduced
Weijuan Ni et al.
The Journal of organic chemistry, 69(6), 1999-2007 (2004-04-03)
The complex that forms between a boronic acid and a diol is often much more acidic than the starting boronic acid. In conditions where the solution pH is between the two pK(a) values, the boron atom will convert from a
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

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