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183342

Sigma-Aldrich

Phenylselenyl chloride

98%

Synonym(s):

Benzeneselenenyl chloride, Benzeneselenyl chloride

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About This Item

Linear Formula:
C6H5SeCl
CAS Number:
5707-04-0
Molecular Weight:
191.52
Beilstein:
1237091
EC Number:
227-196-2
MDL number:
MFCD00000478
UNSPSC Code:
12352100
PubChem Substance ID:
24851046
NACRES:
NA.22

Assay

98%

form

solid

bp

120 °C/20 mmHg (lit.)

mp

59-62 °C (lit.)

SMILES string

Cl[Se]c1ccccc1

InChI

1S/C6H5ClSe/c7-8-6-4-2-1-3-5-6/h1-5H

InChI key

WJCXADMLESSGRI-UHFFFAOYSA-N

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General description

Phenylselenyl chloride is a synthon for 2-amino alcohols. It is a versatile reagent in organic synthesis.

Application

Phenylselenyl chloride was used in the synthesis of (cyclobut-1-enylselanyl)benzene.

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tetrahedron, 47, 4211-4211 (1991)
Inorganic Chemistry, 30, 3402-3402 (1991)
The Journal of Organic Chemistry, 58, 3355-3355 (1993)
Le-Ping Liu et al.
The Journal of organic chemistry, 69(8), 2805-2808 (2004-04-13)
The reaction of methylenecyclopropanes 1 with phenylsulfenyl chloride or phenylselenyl chloride gives (cyclobut-1-enylsulfanyl)benzene or (cyclobut-1-enylselanyl)benzene along with ring-opened product in good total yields at 0 degrees C in various solvents. A plausible mechanism has been proposed.
Tetrahedron, 49, 1841-1841 (1993)
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