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498254

Sigma-Aldrich

Phenyl selenocyanate

96%

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Linear Formula:
C6H5SeCN
CAS Number:
2179-79-5
Molecular Weight:
182.08
MDL number:
MFCD00216944
UNSPSC Code:
12352100
PubChem Substance ID:
24873184
NACRES:
NA.22

Quality Level

100

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

Related Categories

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

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

Flash Point(F)

228.2 °F

Flash Point(C)

109 °C

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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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)
Cyanoselenenylation of ketene acetals. Synthesis of carbonyl-protected a-oxo carbonitriles.
Tomoda S, et al.
Chemistry Letters (Jpn), 11(11), 1733-1734 (1982)
A convenient synthesis of phenyl selenocyanate.
Tomoda S, et al.
Chemistry Letters (Jpn), 10(8), 1069-1070 (1981)
Synthesis of Aryl 2-Haloethyl Selenides and their Reactions with Potassium Selenocyanate.
Lindgren B.
Acta Chemica Scandinavica. Series B, 31(1), 1-6 (1977)
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)

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