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188220

Sigma-Aldrich

5-Phenyl-1-pentanol

98%

Synonym(s):

Benzenepentanol

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About This Item

Linear Formula:
C6H5(CH2)5OH
CAS Number:
10521-91-2
Molecular Weight:
164.24
Beilstein:
1935233
EC Number:
234-064-8
MDL number:
MFCD00002979
UNSPSC Code:
12352100
PubChem Substance ID:
24851308
NACRES:
NA.22

Quality Level

200

Assay

98%

form

liquid

refractive index

n20/D 1.516 (lit.)

bp

155 °C/20 mmHg (lit.)

density

0.975 g/mL at 25 °C (lit.)

SMILES string

OCCCCCc1ccccc1

InChI

1S/C11H16O/c12-10-6-2-5-9-11-7-3-1-4-8-11/h1,3-4,7-8,12H,2,5-6,9-10H2

InChI key

DPZMVZIQRMVBBW-UHFFFAOYSA-N

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General description

5-Phenyl-1-pentanol undergoes oxidation in the presence of ceric ammonium nitrate to yield 2-benzyltetrahydrofuran.

Application

5-Phenyl-1-pentanol was used in the synthesis of:
  • methoxy and fluorine analogs of N-(piperidinyl)-1-(2,4-dichlorophenyl)-4-methyl-5-(4-pentylphenyl)-1H-pyrazole-3-carboxamide (O-1302)
  • 2-[5-(4-iodophenyl)-pentyl]oxirane-2-carboxylic acid ethyl ester

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °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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Shintaro Tobiishi et al.
Chemical & pharmaceutical bulletin, 55(8), 1213-1217 (2007-08-02)
Methoxy and fluorine analogs substituted on the terminal carbon of the pentyl chain of N-(piperidinyl)-1-(2,4-dichlorophenyl)-4-methyl-5-(4-pentylphenyl)-1H-pyrazole-3-carboxamide (O-1302) were synthesized in a multi-step process from 5-phenyl-1-pentanol, which was based on the 1,5-diarylpyrazole core template of N-(piperidinyl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide (SR141716) through condensation of the respective
H G Abbas et al.
International journal of radiation applications and instrumentation. Part A, Applied radiation and isotopes, 42(1), 7-11 (1991-01-01)
A method is described for the synthesis, purification and radiolabelling of [123I/131I]2-[5-(4-iodophenyl)-pentyl]oxirane-2-carboxylic acid ethyl ester. For the synthesis of this new agent, 5-phenylpentyl bromide (1), synthesized by reacting 5-phenyl-1-pentanol with sodium bromide under acidic conditions, was converted to diethyl 5-phenylpentylmalonate
Cyclic ether formation in oxidations of primary alcohols by cerium (IV). Reactions of 5-phenyl-1-pentanol, 4-phenyl-1-butanol, and 3-phenyl-1-propanol with ceric ammonium nitrate.
Doyle MP, et al.
The Journal of Organic Chemistry, 40(10), 1454-1456 (1975)
Hidetaka Nagatomo et al.
Bioscience, biotechnology, and biochemistry, 69(1), 128-136 (2005-01-25)
Hyperthermostable beta-glucosidase from Pyrococcus furiosus was enclosed in gelatin gel by cross-linking with transglutaminase. Gelatin-immobilized beta-glucosidase was considerably more thermostable than the native enzyme. Lyophilized immobilisate was stored at 90 degrees C for 1 month without loss of activity. The

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