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P13800

Sigma-Aldrich

1-Phenylethanol

98%

Synonym(s):

(±)-1-Phenylethanol, (±)-α-Methylbenzyl alcohol, Methyl phenyl carbinol, Styrallyl alcohol, Styrene alcohol

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About This Item

Linear Formula:
C6H5CH(OH)CH3
CAS Number:
Molecular Weight:
122.16
Beilstein:
1905149
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.[1][2]
  • It is one of the key precursors for the synthesis of [60] fullerene-fused isochroman derivatives via palladium-catalyzed hydroxyl-directed cyclization.[3]
  • It is used in Friedlander synthesis of quinolines where 1-phenylethanol reacts with 2-aminobenzylic alcohol derivatives to yield corresponding quinones.[4]
  • It can also be used in the regioselective, iridium-catalyzed multicomponent synthesis of pyrimidines.[5]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

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

WGK

WGK 1

Flash Point(F)

187.9 °F - Pensky-Martens closed cup

Flash Point(C)

86.6 °C - Pensky-Martens closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

Transition-metal-free indirect friedlander synthesis of quinolines from alcohols.
Martinez R, et al.
The Journal of Organic Chemistry, 73(24), 9778-9780 (2008)
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)
FeCl3-catalyzed Ritter reaction. Synthesis of amides.
Anxionnat B, et al.
Tetrahedron Letters, 50(26), 3470-3473 (2009)
The Ritter reaction under truly catalytic Br?nsted acid conditions.
Sanz R, et al.
European Journal of Organic Chemistry, 2007(28), 4642-4645 (2007)
A sustainable multicomponent pyrimidine synthesis.
Deibl N, et al.
Journal of the American Chemical Society, 137(40), 12804-12807 (2015)

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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