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232777

Sigma-Aldrich

2-(Phenylthio)ethanol

99%

Synonym(s):

2-Hydroxyethyl phenyl sulfide

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About This Item

Linear Formula:
C6H5SCH2CH2OH
CAS Number:
699-12-7
Molecular Weight:
154.23
Beilstein:
1860057
EC Number:
211-828-9
MDL number:
MFCD00002905
UNSPSC Code:
12352100
PubChem Substance ID:
24853928
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.592 (lit.)

bp

115-116 °C/2 mmHg (lit.)

density

1.143 g/mL at 25 °C (lit.)

functional group

hydroxyl
thioether

SMILES string

OCCSc1ccccc1

InChI

1S/C8H10OS/c9-6-7-10-8-4-2-1-3-5-8/h1-5,9H,6-7H2

InChI key

KWWZHCSQVRVQGF-UHFFFAOYSA-N

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Application

2-(Phenylthio)ethanol has been used:
  • in the synthesis of indole, benzofuran and benzothiophene
  • for temporary masking of the thymine residue during the synthesis of sugar modified thymidine derivatives
  • in the preparation of 4-[2-(phenylthio)ethoxy]phthalonitrile

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM5730
MKBS4019V
01317MH
11220ED
09902TC

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Synthesis of indole, benzofuran and benzothiophene by reaction of 2-anilinoethanol, 2-phenoxyethanol and 2-(phenylthio) ethanol on AlPO4 and Pd/AlPO4 catalysts.
Afxantidis J, et al.
J. Mol. Catal. A: Chem., 102(1), 49-58 (1995)
2-(Phenylthio) ethyl as a novel two-stage base protecting group for thymidine analogues.
D'Onofrio J, et al.
Synlett, 2006(06), 845-848 null
Synthesis, characterization and electrochemistry of a new organosoluble metal-free and metallophthalocyanines.
Biyiklioglu Z, et al.
Polyhedron, 27(6), 1707-1713 (2008)
Xichang Dong et al.
Science (New York, N.Y.), 371(6528), 507-514 (2021-01-30)
Vicinal dibromides and dichlorides are important commodity chemicals and indispensable synthetic intermediates in modern chemistry that are traditionally synthesized using hazardous elemental chlorine and bromine. Meanwhile, the environmental persistence of halogenated pollutants necessitates improved approaches to accelerate their remediation. Here

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