184756
4-Phenyl-1-butanol
99%
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About This Item
Linear Formula:
C6H5(CH2)4OH
CAS Number:
Molecular Weight:
150.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
222-128-8
Beilstein/REAXYS Number:
2042122
MDL number:
Assay:
99%
Form:
liquid
Product Name
4-Phenyl-1-butanol, 99%
InChI key
LDZLXQFDGRCELX-UHFFFAOYSA-N
InChI
1S/C10H14O/c11-9-5-4-8-10-6-2-1-3-7-10/h1-3,6-7,11H,4-5,8-9H2
SMILES string
OCCCCc1ccccc1
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.)
functional group
hydroxyl
phenyl
Quality Level
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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
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)
Regulatory Information
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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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