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184357

Sigma-Aldrich

(Phenylsulfonyl)acetonitrile

98%

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About This Item

Linear Formula:
C6H5SO2CH2CN
CAS Number:
7605-28-9
Molecular Weight:
181.21
Beilstein:
640716
EC Number:
231-515-0
MDL number:
MFCD00007550
UNSPSC Code:
12352100
PubChem Substance ID:
24851110
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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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
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311 + H331

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

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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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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