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Merck
CN

375152

Benzeneselenol

97%

Synonym(s):

Phenyl selenol, Phenyl selenomercaptan, Selenophenol

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About This Item

Linear Formula:
C6H5SeH
CAS Number:
645-96-5
Molecular Weight:
157.07
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24863368
EC Number:
211-457-2
Beilstein/REAXYS Number:
385715
MDL number:
MFCD00000001
Assay:
97%
Form:
liquid

Key Documents

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InChI key

WDODWFPDZYSKIA-UHFFFAOYSA-N

InChI

1S/C6H6Se/c7-6-4-2-1-3-5-6/h1-5,7H

SMILES string

[SeH]c1ccccc1

assay

97%

form

liquid

refractive index

n20/D 1.616 (lit.)

bp

71-72 °C/18 mmHg (lit.)

density

1.479 g/mL at 25 °C (lit.)

General description

Benzeneselenol is an aryl selenol. Diphenyl diselenide-promoted radical addition of benzeneselenol to inactivated acetylenes upon irradiation through Pyrex with a tungsten lamp has been reported. Catalysis of stannane-mediated radical chain reactions by benzeneselenol, generated in situ by reduction of diphenyl diselenide with tributyltin hydride, has been reported.

Application

Benzeneselenol may be used as starting reagent in the synthesis of monoseleno-substituted 1,3-dienes. It may be used in the synthesis of cationic chalcogenolato-bridged diruthenium complexes.

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Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

Storage Class

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

wgk

WGK 3

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ4885
BCCG5587
BCCF3975
BCCC0977
BCBZ6359

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Brittany Trang et al.
Journal of the American Chemical Society, 140(42), 13892-13903 (2018-09-29)
Silver metal exposed to the atmosphere corrodes and becomes tarnished as a result of oxidation and precipitation of the metal as an insoluble salt. Tarnish has so poor a reputation that the word itself connotes corruption and disrespectability; however, tarnishing
David Crich et al.
Accounts of chemical research, 40(6), 453-463 (2007-05-11)
The discovery and development of the catalysis of stannane-mediated radical chain reactions by benzeneselenol, generated in situ by reduction of diphenyl diselenide with tributyltin hydride, are described. The catalytic sequence is discussed in terms of polarity reversal catalysis of radical
Diphenyl diselenide-promoted radical addition of benzeneselenol to acetylenes.
Ogawa A, et al.
Tetrahedron Letters, 33(10), 1329-1332 (1992)
Lorenzo Maserati et al.
Nanoscale, 13(1), 233-241 (2020-12-18)
Hybrid quantum wells are electronic structures where charge carriers are confined along stacked inorganic planes, separated by insulating organic moieties. 2D quantum-confined hybrid materials are of great interest from a solid-state physics standpoint because of the rich many-body phenomena they
Justin P Johnpeter et al.
Inorganic chemistry, 52(23), 13663-13673 (2013-11-20)
A series of cationic chalcogenolato-bridged diruthenium complexes [(η(6)-p-MeC6H4Pr(i))2Ru2(μ-EC6H5)3](+) (E = S, 1; E = Se, 2; E = Te, 3) has been obtained in ethanol from the reaction of (η(6)-p-MeC6H4Pr(i))2Ru2(μ-Cl)2Cl2 with benzenethiol, benzeneselenol, and sodium tellurophenolate, respectively. The thiolato and
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