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246867

Sigma-Aldrich

2-Cyclopentylphenol

technical grade, 95%

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About This Item

Linear Formula:
C5H9C6H4OH
CAS Number:
1518-84-9
Molecular Weight:
162.23
EC Number:
216-179-5
MDL number:
MFCD00009952
UNSPSC Code:
12352100
PubChem Substance ID:
24854831
NACRES:
NA.22

grade

technical grade

Quality Level

100

assay

95%

form

solid

refractive index

n20/D 1.555 (lit.)

bp

148-150 °C/18 mmHg (lit.)

mp

34-35 °C (lit.)

SMILES string

Oc1ccccc1C2CCCC2

InChI

1S/C11H14O/c12-11-8-4-3-7-10(11)9-5-1-2-6-9/h3-4,7-9,12H,1-2,5-6H2

InChI key

JHEKSKQMOBLXQS-UHFFFAOYSA-N

Gene Information

human ... GABRA1(2554)

Application

2-Cyclopentylphenol has been used in the synthesis of:
  • optically active (S)-penbutolol (antihypertensive drug) via Sharpless asymmetric dihydroxylation
  • (S)-1-(2,3-epoxypropoxy)-2-chloro-5-methyl-benzene

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBS8347V
00524AJ
15808EH
7930CK
11619PS

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Regioselective alkylation of phenol with cyclopentanol over montmorillonite K10: An efficient synthesis of 1-(2-cyclopentylphenoxy)-3-[(1, 1-dimethylethyl) amino] propan-2-ol {(S)-penbutolol}.
Phukan P and Sudalai A.
Journal of the Chemical Society. Perkin Transactions 1, 20, 3015-3018 (1999)
Petra Doze et al.
Neurochemistry international, 40(2), 145-155 (2001-12-12)
Five potent, lipophilic beta-adrenoceptor antagonists (carvedilol, pindolol, toliprolol and fluorinated analogs of bupranolol and penbutolol) were labeled with either carbon-11 or fluorine-18 and evaluated for cerebral beta-adrenoceptor imaging in experimental animals. The standard radioligand for autoradiography of beta-adrenoceptors, [125I]-iodocyanopindolol, was

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