237582
Methyl 2-phenylsulfinylacetate
98%
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About This Item
Linear Formula:
C6H5S(O)CH2CO2CH3
CAS Number:
Molecular Weight:
198.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
237-936-6
Beilstein/REAXYS Number:
1953383
MDL number:
InChI key
JPPXZUDQIXZLIL-UHFFFAOYSA-N
InChI
1S/C9H10O3S/c1-12-9(10)7-13(11)8-5-3-2-4-6-8/h2-6H,7H2,1H3
SMILES string
COC(=O)CS(=O)c1ccccc1
assay
98%
form
solid
bp
130-131 °C/0.5 mmHg (lit.)
General description
Anion of methyl 2-phenylsulfinylacetate undergoes facile alkylative elimination under solid-liquid phase-transfer conditions to afford ring-substituted cinnamates. Methyl 2-phenylsulfinylacetate undergoes condensation reactions with aldehydes to form vinylic sulfoxides.
Application
Anion of methyl 2-phenylsulfinylacetate has been employed in the synthesis of α,β-unsaturated esters.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
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Phase-Transfer Catalyzed Alkylative Elimination of Methyl 2-Phenylsulfinylacetate. A One-Pot Synthesis of Substituted Cinnamates.
Chong-ying X, et al.
Synthetic Communications, 17(15), 1839-1843 (1987)
Journal of the Chemical Society. Perkin Transactions 1, 2683-2683 (1991)
New Synthetic reactions. Alkylative elimination.
Trost BM, et al.
Journal of the American Chemical Society, 96(22), 7165-7167 (1974)
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