Ethyltriphenylphosphonium bromide, 98+%

CAS: 1530-32-1 | C20H20BrP | 371.26 g/mol

Catalog Number	Quantity
ALFB23096.22	100 g

Catalog number ALFB23096.22

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100 g

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Specifications

Chemical Name or MaterialEthyltriphenylphosphonium bromide

CAS1530-32-1

Health Hazard 1H301-H319-H500

Health Hazard 2GHS H Statement
H302-H312-H315-H319-H335
Harmful if swallowed.
Harmful in contact with skin.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.

Health Hazard 3P264b-P270-P280i-P301+P310-P305+P351+P338-P330-P501c

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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
Soluble in methanol. Slightly soluble in water, acetone and isopropanol.

Notes
Hygroscopic. Incompatible with oxidizing agents.

RUO – Research Use Only

General References:

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.