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Sigma-Aldrich

4-Phenyl-1-butanol

99%

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About This Item

Linear Formula:
C6H5(CH2)4OH
CAS Number:
3360-41-6
Molecular Weight:
150.22
Beilstein/REAXYS Number:
2042122
EC Number:
222-128-8
MDL number:
MFCD00002971
UNSPSC Code:
12352100
PubChem Substance ID:
24851129
NACRES:
NA.22

assay

99%

form

liquid

refractive index

n20/D 1.521 (lit.)

bp

140-142 °C/14 mmHg (lit.)

density

0.984 g/mL at 20 °C (lit.)

SMILES string

OCCCCc1ccccc1

InChI

1S/C10H14O/c11-9-5-4-8-10-6-2-1-3-7-10/h1-3,6-7,11H,4-5,8-9H2

InChI key

LDZLXQFDGRCELX-UHFFFAOYSA-N

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General description

4-Phenyl-1-butanol is oxidized by ceric ammonium nitrate in acetonitrile to afford 2-phenyltetrahydrofuran. It undergoes cyclization in presence of phosphoric acid at high temperature to yield tetralin.

Application

4-Phenyl-1-butanol was used in synthesis of NK105, a paclitaxel-incorporating micellar nanoparticle formulation.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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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Sigma-Aldrich

W288403

1-Phenyl-1-propanol

New Friedel-Crafts chemistry. XIX. Cyclialkylations of some phenylalkanols.
Khalaf AA and Roberts RM.
The Journal of Organic Chemistry, 34(11), 3571-3574 (1969)
Fabrice Gritti et al.
Journal of chromatography. A, 1524, 108-120 (2017-10-11)
A twin-column recycling separation process (TCRSP) is assembled and used to generate higher speed and/or higher resolution levels than those of the usual non-recycling process at the same back pressure. It enables the users to solve very challenging separation problems
T Hamaguchi et al.
British journal of cancer, 92(7), 1240-1246 (2005-03-24)
Paclitaxel (PTX) is one of the most effective anticancer agents. In clinical practice, however, high incidences of adverse reactions of the drug, for example, neurotoxicity, myelosuppression, and allergic reactions, have been reported. NK105, a micellar nanoparticle formulation, was developed to
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)
Min Kyung Song et al.
Journal of agricultural and food chemistry, 67(7), 2028-2035 (2019-01-31)
Caffeic acid phenethyl ester (CAPE) is an ester of a hydroxycinnamic acid (phenylpropanoid) and a phenylethanoid (2-phenylethanol; 2-PE), which has long been used in traditional medicine. Here, we synthesized 54 hydroxycinnamic acid-phenylethanoid esters by feeding 64 combinations of hydroxycinnamic acids
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