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Sigma-Aldrich

Thiophenol

≥99%

Synonym(s):

Benzenethiol, Phenyl mercaptan

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About This Item

Linear Formula:
C6H5SH
CAS Number:
108-98-5
Molecular Weight:
110.18
Beilstein:
506523
EC Number:
203-635-3
MDL number:
MFCD00004826
UNSPSC Code:
12352100
PubChem Substance ID:
24854411

vapor density

3.8 (vs air)

Quality Level

200

vapor pressure

1.4 mmHg ( 20 °C)

Assay

≥99%

form

liquid

refractive index

n20/D 1.588 (lit.)

bp

169 °C (lit.)

mp

−15 °C (lit.)

solubility

alcohol: very soluble(lit.)
benzene: miscible(lit.)
carbon disulfide: miscible(lit.)
diethyl ether: miscible(lit.)
water: insoluble(lit.)

density

1.073 g/mL at 25 °C (lit.)

SMILES string

Sc1ccccc1

InChI

1S/C6H6S/c7-6-4-2-1-3-5-6/h1-5,7H

InChI key

RMVRSNDYEFQCLF-UHFFFAOYSA-N

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Application

The Progress in Development of Dental Restorative Materials
Thiophenol can be used:
  • To prepare (3H-benzo[c][1,2]diselenol-3-yl)(phenyl)sulfane and β-lactones.
  • As a surface capping ingredient in the preparation Fe-doped ZnS nanoparticles exhibiting ferromagnetic properties.
  • As an oxygen scavenger in the N-deacetylation of chitin to yield chitosan C.
  • As an activator in the coupling reactions of carboxylic acids with isonitriles.

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Liq. 3 - Repr. 2 - Skin Irrit. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

122.0 °F - closed cup

Flash Point(C)

50 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Prakul Rakesh et al.
Dalton transactions (Cambridge, England : 2003), 43(25), 9431-9437 (2014-03-29)
The synthesis and the first X-ray structural characterization of a selenenyl selenocyanate, [o-(2,6-diisopropylphenyliminomethinyl)phenyl]selenenyl selenocyanate (), with a stable Se-Se bond are described. The isolation of stable , both in the solid state and in solution, is facilitated by strong intramolecular
Synthesis, structure and reactivity of [o-(2, 6-diisopropylphenyliminomethinyl) phenyl] selenenyl selenocyanate (RSeSeCN) and related derivatives
Rakesh P, et al.
Dalton Transactions, 43(25), 9431-9437 (2014)
A practical and efficient method for the synthesis of .beta.-lactones
Danheiser RL and Nowick JS
The Journal of Organic Chemistry, 56(3), 1176-1185 (1991)
The Journal of Organic Chemistry, 56, 1176-1176 (1991)
Yi-Ge Zhou et al.
Chemical communications (Cambridge, England), 48(19), 2510-2512 (2012-01-27)
The use of particle-impact coulometry in identifying and quantifying nanoparticles tagged (or labelled) with electroactive molecules is demonstrated via the detection of 1,4-nitrothiophenol-tagged silver nanoparticles in aqueous dispersion at potentials more negative than -0.17 V (vs. Ag/AgCl, the reduction potential
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