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34097-60-4 - Methyl phenylsulfonylacetate, 98% - Phenylsulfonylacetic acid methyl ester - L03748 - Alfa Aesar

L03748 Methyl phenylsulfonylacetate, 98%

CAS Number
34097-60-4
Synonyms
Phenylsulfonylacetic acid methyl ester

Size Price ($) Quantity Availability
5g 22.87
25g 59.94
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Methyl phenylsulfonylacetate, 98%

MDL
MFCD00007555

Chemical Properties

Formula
C9H10O4S
Formula Weight
214.24
Melting point
ca 30°
Boiling Point
165°/0.05mm
Flash Point
>110°(230°F)
Density
1.240
Refractive Index
1.5350
Solubility
Insoluble in water.

Applications

Methyl phenylsulfonylacetate has been used in a key step during the synthesis of (-)-hybridalactone, marine eicosanoid isolated from the red alga Laurencia hybrida, in dehydrative alkylation of alcohols under modified Mitsunobu conditions followed by desulfonylation using magnesium, in three step synthesis of 2-(hydroxymethyl)indene.

Notes

Store away from strong oxidizing agents. Keep container tightly closed. Store in cool, dry conditions in well sealed containers.

Literature References

Koichiro Ota; Naoto Sugata; Yoshihiko Ohshiro; Etsuko Kawashima; Hiroaki Miyaoka. Total synthesis of marine eicosanoid (-)-hybridalactone. Chemistry: A European Journal. 2012, 18, (42), 13531-13537.

Yu J.; Lai J.-Y.; Falck J. R. Methyl Carboxymethylenation of Alcohols via Dehydrative Alkylation. Journal of Allergy and Clinical Immunology. 1995, (11), 1127-1128.

Active methylene compound used by Trost in Pd-catalyzed additions to allylic systems, providing, after desulfonation, methoxycarbonylmethyl derivatives under neutral conditions; see, e.g.: J. Am. Chem. Soc., 100, 3435 (1978); 103, 5969 (1981):

See also: Tetrahedron Lett., 33, 1831 (1992). Desulfonation has been effected with Na amalgam: Tetrahedron Lett., 3477 (1976), Ca in liquid ammonia: J. Am. Chem. Soc., 100, 3435 (1978); or Mg in methanol: J. Org. Chem., 50, 1749 (1985).

Other References

Beilstein
2051463
Harmonized Tariff Code
2930.90
TSCA
No

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