Allyltriphenylstannane

Masato Koreeda

Masato Koreeda

The University of Michigan, Ann Arbor, MI, USA

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First published: 15 April 2001

Abstract

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[76-63-1] C21H20Sn (MW 391.08)

InChI = 1S/3C6H5.C3H5.Sn/c3*1-2-4-6-5-3-1;1-3-2;/h3*1-5H;3H,1-2H2;

InChIKey = NDUYAGLANMHJHF-UHFFFAOYSA-N

(widely used allylating agent as an allyl anion equivalent directly or by transmetalating to other allylmetals,2, 3 radical chain transfer reagent, and source of allyl radical4)

Alternate Names: allyltriphenyltin; (2-propenyl)triphenylstan-nane.

Physical Data: mp 73–74 °C (recryst. from ligroin).5

Solubility: sol THF, methylene chloride, chloroform, and benzene.

Form Supplied in: white solid in over 97% purity (microanalysis).

Analysis of Reagent Purity: CH microanalysis, IR,6 1H,7 or 13C NMR spectroscopy.

Handling, Storage, and Precautions: poison by intravenous route; ivn-mus LD50: 100 mg kg−1;8 no significant reactivity with aqueous systems. Use in a fume hood.

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