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Merck
CN

539082

Phenylsulfonylacetone

97%

Synonym(s):

Benzenesulphonylacetone

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About This Item

Linear Formula:
C6H5SO2CH2COCH3
CAS Number:
Molecular Weight:
198.24
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
Assay:
97%
Form:
solid
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assay

97%

form

solid

mp

55-59 °C (lit.)

SMILES string

CC(=O)CS(=O)(=O)c1ccccc1

InChI

1S/C9H10O3S/c1-8(10)7-13(11,12)9-5-3-2-4-6-9/h2-6H,7H2,1H3

InChI key

YBLGSNMIIPIRFC-UHFFFAOYSA-N

General description

Phenylsulfonylacetone is an active methylene compound. It undergoes asymmetric reduction in the presence of fermenting bakers′ yeast to afford (S)-(+)-2-hydroxypropyl phenyl suIfone.

Application

Phenylsulfonylacetone may be used in the synthesis of 2,3,5-trisubstituted furans.


flash_point_c

Not applicable

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Arylation of enolate anions with (. eta. 6-chlorobenzene)(. eta. 5-cyclopentadienyl) iron (II) hexafluorophosphate
Moriarty RM and Gill US
Organometallics, 5.2, 253-256 (1986)
Comparative Asymmetric Reduction of Phenylthioacetone,(?)-Phenylsulfinylacetone and Phenylsulfonylacetone with Fermenting Bakers? Yeast
Iriuchijima S and Kojima N.
Agricultural and Biological Chemistry, 42.2, 451-455 (1978)
Copper-Catalyzed Coupling Cyclization of gem-Difluoroalkenes with Activated Methylene Carbonyl Compounds: Facile Domino Access to Polysubstituted Furans
Zhang, Xuxue, et al.
Organic Letters, 17.11, 2708-2711 (2015)



Global Trade Item Number

SKUGTIN
539082-1G04061838351500