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140856

Sigma-Aldrich

3-Phenyl-1-propanol

98%

Synonym(s):

3-Phenylpropyl alcohol, Hydrocinnamyl alcohol

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About This Item

Linear Formula:
C6H5(CH2)3OH
CAS Number:
122-97-4
Molecular Weight:
136.19
Beilstein:
1857542
EC Number:
204-587-6
MDL number:
MFCD00002950
UNSPSC Code:
12352100
PubChem Substance ID:
24848481
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.526 (lit.)

bp

119-121 °C/12 mmHg (lit.)

mp

−18 °C (lit.)

density

1.001 g/mL at 20 °C (lit.)

SMILES string

OCCCc1ccccc1

InChI

1S/C9H12O/c10-8-4-7-9-5-2-1-3-6-9/h1-3,5-6,10H,4,7-8H2

InChI key

VAJVDSVGBWFCLW-UHFFFAOYSA-N

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General description

3-Phenyl-1-propanol is a fragrance ingredient.

Application

3-Phenyl-1-propanol was used to study the hydrogenation of trans-cinnamaldehyde using water-soluble organometallic complexes. It was used as starting reagent during the enantioselective synthesis of (S)- and (R)-dapoxetine.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

248.0 °F - closed cup

Flash Point(C)

120 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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The regioselective biphasic hydrogenation of trans-cinnaldehyde by meta sulfonatophenyl-diphenylphosphine (TPPMS) Ru (II) and Os (II) species. The influence of ionic strength, ligand tensoactivity and metal nature in the selective production of the unsaturated alcohol.
Lopez-Linares F, et al.
J. Mol. Catal. A: Chem., 145(1), 61-68 (1999)
Jörgen Samuelsson et al.
Journal of chromatography. A, 1217(46), 7215-7221 (2010-10-12)
The elution by characteristic points (ECP) method is a very rapid and precise method for determination of the phase system equilibrium of phase systems in broad solute concentration ranges. Thus, the method is especially suitable for rapid characterization of high
Soyeong Kang et al.
The Journal of organic chemistry, 75(1), 237-240 (2009-12-05)
A highly efficient, enantioselective sequence has been developed for the synthesis of (S)- and (R)-dapoxetine. The pathways involve the intermediacy of the 6-membered-ring sulfamate esters 4, which were generated by Du Bois asymmetric C-H amination reactions of the prochiral sulfamate
S P Bhatia et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 49 Suppl 2, S246-S251 (2011-08-23)
A toxicologic and dermatologic review of 3-phenyl-1-propanol when used as a fragrance ingredient is presented. 3-Phenyl-1-propanol is a member of the fragrance structural group cinnamyl phenylpropyl compounds. The common characteristic structural element of cinnamyl phenylpropyl materials is an aryl substituted
Ryan L Jones et al.
Langmuir : the ACS journal of surfaces and colloids, 26(21), 16355-16361 (2010-09-23)
Self-assembled monolayers (SAMs) have been widely studied as potential lubricants for microelectromechanical system (MEMS) devices. However, these single-layer films have nominally been found to be insufficient for mitigating wear in sliding contacts because of their rapid breakdown under the high
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