539082
Phenylsulfonylacetone
97%
Synonym(s):
Benzenesulphonylacetone
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About This Item
Linear Formula:
C6H5SO2CH2COCH3
CAS Number:
Molecular Weight:
198.24
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
Recommended Products
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.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
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)
Carbanion-accelerated Claisen rearrangements
Denmark SE and Harmata MA
Journal of the American Chemical Society, 104.18, 4972-4974 (1982)
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)
Facile three component preparation of new indolizine derivatives
Mirzaei A
The Journal of Organic Chemistry, 5.1, 971-973 (2013)
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