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Sigma-Aldrich

Benzeneselenol

97%

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Synonym(s):
Phenyl selenol, Phenyl selenomercaptan, Selenophenol
Linear Formula:
C6H5SeH
CAS Number:
645-96-5
Molecular Weight:
157.07
Beilstein:
385715
EC Number:
211-457-2
MDL number:
MFCD00000001
UNSPSC Code:
12352100
PubChem Substance ID:
24863368
NACRES:
NA.22

Quality Level

200

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.)

SMILES string

[SeH]c1ccccc1

InChI

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

InChI key

WDODWFPDZYSKIA-UHFFFAOYSA-N

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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.

Signal Word

Danger

Hazard Statements

H301 + H331,H373,H410

Hazard Classifications

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Shu-Jia Zhang et al.
Bioorganic & medicinal chemistry, 10(12), 3899-3904 (2002-11-05)
7-Arylseleno-7-deoxydaunomycinone derivatives 3a-e and 7-thiophenyl-7-deoxydaunomycinones (7 and 8) were synthesized and the antitumor activities of them were evaluated against human stomach cancer SGC-7901 and human leukaemia HL60. The cytotoxic assay show that seleno daunomycinone derivatives are much better inhibitory activity
J L Morell et al.
International journal of peptide and protein research, 19(5), 487-489 (1982-05-01)
Neutral selenophenol in DMF accomplished the removal of the beta-phenacyl protecting group of aspartic acid in solution, on the peptide Boc-Asp (beta-OPac)- Phe amide and on the resin peptide Boc-Trp(Nin-For)-Met-Asp (beta-OPac)-P (CCK 30-33) without alpha, beta-rearrangement.
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
Yongying Jiang et al.
Inorganic chemistry, 47(9), 3480-3482 (2008-04-02)
Thiolate and selenolate complexes of CYP101 (P450cam) and the H25A proximal cavity mutant of heme-bound human heme oxygenase-1 (hHO-1) have been examined by UV-vis spectroscopy. Both thiolate and selenolate ligands bound to the heme distal side in CYP101 and gave
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