Allyl Phenyl Sulfone

Richard K. Haynes

Richard K. Haynes

Hong Kong University of Science and Technology, Kowloon, Hong Kong

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Simone C. Vonwiller

Simone C. Vonwiller

The University of Sydney, Sydney, New South Wales, Australia

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Vikas Sikervar

Vikas Sikervar

Arekere Mico-layout Bangalore, KA., Bangalore, India

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First published: 06 April 2016

Abstract

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[16212-05-8] C9H10O2S (MW 182.24)

InChI = 1S/C9H10O2S/c1-2-8-12(10,11)9-6-4-3-5-7-9/h2-7H,1,8H2

InChIKey = KYPIULIVYSQNNT-UHFFFAOYSA-N

(metalated derivatives serve as ambident nucleophiles; reacts as a 1,1-allylic dianion or 1,1-allylic dipole equivalent1)

Alternate Name: 1-phenylsulfonyl-2-propene.

Physical Data: bp 111–113 °C/0.5 mmHg; d 1.189 g cm−3.

Solubility: insol water; sol most organic solvents.

Form Supplied in: colorless liquid with purity >98% as obtained commercially.

Preparative Method: from Allyl Bromide and benzenesulfinate in ethanol according to the original procedure2 is most straightforward and avoids the use of strong-smelling thiols.

Purification: distillation in vacuo prior to use.

Handling, Storage, and Precautions: the sulfone is a stable compound and is handled without special precaution.

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