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1530-32-1 - Ethyltriphenylphosphonium bromide, 98+% - B23096 - Alfa Aesar

B23096 Ethyltriphenylphosphonium bromide, 98+%

Codice CAS
1530-32-1
Sinonimi

Dimensioni Prezzo ($) Quantità Disponibilità
25g 28,30
100g 77,80
500g 295,00
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Ethyltriphenylphosphonium bromide, 98+%

MDL
MFCD00011838
EINECS
216-223-3

Proprietà chimiche

Formula
C20H20BrP
Peso formula
371.26
Punto di fusione
206-210°
Punto di infiammabilità
>200°(392°F)
Sensibilità
Hygroscopic
Solubilità
Soluble in methanol. Slightly soluble in water, acetone and isopropanol.

Applicazioni

Ethyltriphenylphosphonium bromide acts as a reactant in the synthesis of D-amino acids from L-cysteine-derived thiazolidines, Leiodolide A through aldol reactions and Horner-Wadsworth-Emmons olefination. It is also used in the preparation of cycloalkanoindolines through diastereoselective intramolecular inimo-ene reactions. Further, it is used as a reagent in solid-state metathesis polycondensation to prepare alkyl-dipropenylthiophene monomers and Mizoroki-Heck cyclization and cascading Tsuji-Trost cyclization reactions.

Note

Hygroscopic. Incompatible with oxidizing agents.

Letteratura

Reaction of the phosphorane (generated using 1 mole of n-BuLi) with an aldehyde at low temperature, followed by a second mole of n-BuLi, gives the -oxido phosphonium ylide which can then be reacted with 1,2-diiodoethane to give (Z)-2-iodo-2-alkenes with high stereoselectivity: J. Chem. Soc., Perkin 1, 1331 (1995). See Appendix 1.

Bagh, F. S. G.; Shahbaz, K.; Mjalli, F. S.; Hashim, M. A.; AlNashef, I. M. Zinc(II) chloride-based deep eutectic solvents for application as electrolytes: Preparation and characterization. J. Mol. Liq. 2015, 204, 76-83.

Harada, K.; Imai, A.; Uto, K.; Carter, R. G.; Kubo, M.; Hioki, H.; Fukuyama, Y. Synthesis of jiadifenin using Mizoroki-Heck and Tsuji-Trost reactions. Tetrahedron 2015, 71 (15), 2199-2209.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H302-H312-H315-H319-H335

Harmful if swallowed. Harmful in contact with skin. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Dichiarazioni precauzionali: P261-P280-P305+P351+P338-P304+P340-P301+P312a-P321-P332+P313-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF SWALLOWED: Specific treatment (see label). If skin irritation occurs: Get medical advice/attention. Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
3599630
Classe di rischio
9
Gruppo di imballaggio
III
Codice tariffe armonizzato
2931.39
TSCA
Yes

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