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184357

Sigma-Aldrich

(Phenylsulfonyl)acetonitrile

98%

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Linear Formula:
C6H5SO2CH2CN
CAS Number:
Molecular Weight:
181.21
Beilstein:
640716
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

solid

mp

112-114 °C (lit.)

SMILES string

O=S(=O)(CC#N)c1ccccc1

InChI

1S/C8H7NO2S/c9-6-7-12(10,11)8-4-2-1-3-5-8/h1-5H,7H2

InChI key

ZFCFFNGBCVAUDE-UHFFFAOYSA-N

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This Item
334162366544752940
Acetonitrile-d3 99.8 atom % D, contains 0.03 % (v/v) TMS

Sigma-Aldrich

366544

Acetonitrile-d3

form

solid

form

-

form

liquid

form

liquid

mp

112-114 °C (lit.)

mp

221-223 °C (lit.)

mp

-46 °C (lit.)

mp

-

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

General description

Condensation reaction of (phenylsulfonyl)acetonitrile with benzaldehyde in water in heterogeneous phase in the presence and absence of anionic and cationic surfactants has been studied. Dehydrative alkylation of alcohols with (phenylsulfonyl)acetonitrile under modified Mitsunobu conditions has been investigated.

Application

(Phenylsulfonyl)acetonitrile was used in the synthesis of pyridines, chromenes and thiophene derivatives based on sulfones.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Condensation reactions in water of active methylene compounds with arylaldehydes. One-pot synthesis of flavonols.
Fringuelli F, et al.
Tetrahedron, 50(39), 11499-11508 (1994)
Two-carbon elongation/annulation of alcohols to nitriles.
Lai J-Y, et al.
Tetrahedron Letters, 36(32), 5691-5694 (1995)
Utility of sulphones in heterocyclic synthesis: Synthesis of some pyridine, chromene and thiophene derivatives.
Fadda AA, et al.
Macromolecules, 5(5), 701-709 (2000)

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