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P13800

Sigma-Aldrich

1-Phenylethanol

98%

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Synonym(s):
(±)-1-Phenylethanol, (±)-α-Methylbenzyl alcohol, Methyl phenyl carbinol, Styrallyl alcohol, Styrene alcohol
Linear Formula:
C6H5CH(OH)CH3
CAS Number:
Molecular Weight:
122.16
Beilstein/REAXYS Number:
1905149
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.21 (vs air)

Quality Level

vapor pressure

0.1 mmHg ( 20 °C)

assay

98%

refractive index

n20/D 1.527 (lit.)

bp

204 °C/745 mmHg (lit.)

mp

19-20 °C (lit.)

density

1.012 g/mL at 25 °C (lit.)

SMILES string

CC(O)c1ccccc1

InChI

1S/C8H10O/c1-7(9)8-5-3-2-4-6-8/h2-7,9H,1H3

InChI key

WAPNOHKVXSQRPX-UHFFFAOYSA-N

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Application

  • 1-Phenylethanol can be used in the acid catalyzed Ritter reaction to synthesize various N-benzylacetamides.
  • It is one of the key precursors for the synthesis of [60] fullerene-fused isochroman derivatives via palladium-catalyzed hydroxyl-directed cyclization.
  • It is used in Friedlander synthesis of quinolines where 1-phenylethanol reacts with 2-aminobenzylic alcohol derivatives to yield corresponding quinones.
  • It can also be used in the regioselective, iridium-catalyzed multicomponent synthesis of pyrimidines.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 1

flash_point_f

187.9 °F - Pensky-Martens closed cup

flash_point_c

86.6 °C - Pensky-Martens closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Sigma-Aldrich

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1-Phenylethanol-d10 98 atom % D

Sigma-Aldrich

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Synthesis of [60] fullerene-fused tetrahydrobenzooxepine and isochroman derivatives via hydroxyl-directed C?H activation/C?O cyclization.
Zhai W Q, et al.
Organic Letters, 16(6), 1638-1641 (2014)
Transition-metal-free indirect friedlander synthesis of quinolines from alcohols.
Martinez R, et al.
The Journal of Organic Chemistry, 73(24), 9778-9780 (2008)
FeCl3-catalyzed Ritter reaction. Synthesis of amides.
Anxionnat B, et al.
Tetrahedron Letters, 50(26), 3470-3473 (2009)
A sustainable multicomponent pyrimidine synthesis.
Deibl N, et al.
Journal of the American Chemical Society, 137(40), 12804-12807 (2015)
The Ritter reaction under truly catalytic Br?nsted acid conditions.
Sanz R, et al.
European Journal of Organic Chemistry, 2007(28), 4642-4645 (2007)

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