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5044-52-0 - Vinyltriphenylphosphonium bromide, 97% - Schweizer's Reagent - Triphenylvinylphosphonium bromide - L00708 - Alfa Aesar

L00708 Vinyltriphenylphosphonium bromide, 97%

Codice CAS
5044-52-0
Sinonimi
Schweizer's Reagent
Triphenylvinylphosphonium bromide

Dimensioni Prezzo ($) Quantità Disponibilità
5g 38,70
25g 99,10
100g 355,00
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Vinyltriphenylphosphonium bromide, 97%

MDL
MFCD00011807
EINECS
225-740-3

Proprietà chimiche

Formula
CH2=CHP(C5H5)3Br
Peso formula
369.25
Punto di fusione
182-186°
Sensibilità
Light Sensitive & Hygroscopic

Letteratura

Conjugate additions of nucleophiles to the double bond give ß-substituted ethyl triphenylphosphonium salts which can be further reacted by Wittig olefination. Sequential reaction with phthalimide and an aldehyde leads, after hydrazinolysis of the resulting N-allylphthalimide, to 3-substituted allylamines: J. Org. Chem., 46, 3119 (1981). N-Alkyl allylamines can also be prepared from alkylamines: Tetrahedron Lett., 24, 3043 (1983):

/n

A variety of heterocyclic systems can be synthesized by conjugate addition and subsequent Wittig condensation: J. Am. Chem. Soc., 86, 2744, 2963 (1964); J. Org. Chem., 33, 2416 (1968). Use of carbon nucleophiles permits synthesis of carbocyclic systems: J. Org. Chem., 30, 2082 (1965).

/n

Conjugate addition of organocuprates leads to a new phosphonium salt which can be used in the Wittig olefination. With alkenyl cuprates this provides a stereoselective route to (Z,Z)-1,4-pentadienes: Tetrahedron Lett., 26, 1799 (1985). Sequential reactions, catalyzed by CuBr - Ag2CO3 or CuBr - H2O, with Grignard reagents and Wittig olefination with an aldehyde, have also been reported: J. Org. Chem., 61, 9659 (1996):

/n

/n

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Dichiarazioni precauzionali: P260u-P201-P280a-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310a-P405-P501a

Obtain special instructions before use. Wear protective gloves and eye/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
4168860
Codice tariffe armonizzato
2931.39
TSCA
No

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