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498254

Sigma-Aldrich

Phenyl selenocyanate

96%

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About This Item

Linear Formula:
C6H5SeCN
CAS Number:
Molecular Weight:
182.08
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

refractive index

n20/D 1.603 (lit.)

bp

116-117 °C/12 mmHg (lit.)

density

1.484 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

N#C[Se]c1ccccc1

InChI

1S/C7H5NSe/c8-6-9-7-4-2-1-3-5-7/h1-5H

InChI key

NODWRXQVQYOJGN-UHFFFAOYSA-N

General description

Phenyl selenocyanate is a selenenylation agent that can be prepared by reacting benzeneselenenyl chloride and trimethylsilyl cyanide.

Application

Phenyl selenocyanate may be used in the synthesis of:
  • benzeneselenol esters
  • 2-bromoethyl phenyl selenie dibromide
  • α,α-dioxy-β-phenylseleno carbonitriles
  • β-alkoxyalkyl phenyl selenide

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 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)

228.2 °F - closed cup

Flash Point(C)

109 °C - closed cup

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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Synthesis of Aryl 2-Haloethyl Selenides and their Reactions with Potassium Selenocyanate.
Lindgren B.
Acta Chemica Scandinavica. Series B, 31(1), 1-6 (1977)
Aryl selenocyanates and aryl thiocyanates: reagents for the preparation of activated esters.
Grieco PA, et al.
The Journal of Organic Chemistry, 43(6), 1283-1285 (1978)
A convenient synthesis of phenyl selenocyanate.
Tomoda S, et al.
Chemistry Letters (Jpn), 10(8), 1069-1070 (1981)
Cyanoselenenylation of ketene acetals. Synthesis of carbonyl-protected a-oxo carbonitriles.
Tomoda S, et al.
Chemistry Letters (Jpn), 11(11), 1733-1734 (1982)
Facile oxyselenation of olefins in the presence of copper (II) or copper (I) chloride as catalyst.
Toshimitsu A, et al.
The Journal of Organic Chemistry, 45(10), 1953-1958 (1980)

Articles

For microbiologists the most fundamental stain was developed in 1884 by the Danish bacteriologist Hans Christian Gram.

For microbiologists the most fundamental stain was developed in 1884 by the Danish bacteriologist Hans Christian Gram.

For microbiologists the most fundamental stain was developed in 1884 by the Danish bacteriologist Hans Christian Gram.

For microbiologists the most fundamental stain was developed in 1884 by the Danish bacteriologist Hans Christian Gram.

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