(Carbethoxymethyl)triphenylphosphonium bromide Chemical Properties

Melting point:

145-150 °C (dec.) (lit.)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Crystalline Powder

color 

White

Water Solubility 

It is soluble in water.

Sensitive 

Hygroscopic

BRN 

3581273

InChI

1S/C22H22O2P.BrH/c1-2-24-22(23)18-25(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21;/h3-17H,2,18H2,1H3;1H/q+1;/p-1

InChIKey

VJVZPTPOYCJFNI-UHFFFAOYSA-M

SMILES

[Br-].CCOC(=O)C[P+](c1ccccc1)(c2ccccc2)c3ccccc3

CAS DataBase Reference

1530-45-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-24/25

WGK Germany 

3

RTECS 

TA2299500

F 

9

HS Code 

29310095

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:(Carbethoxymethyl)triphenylphosphonium bromide
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

(Carbethoxymethyl)triphenylphosphonium bromide Usage And Synthesis

Chemical Properties

WHITE CRYSTALLINE POWDER

Uses

suzuki reaction

Uses

(Ethoxycarbonylmethyl)triphenylphosphonium bromide, is used as a pharmaceutical intermediate.

reaction suitability

reaction type: C-C Bond Formation

Synthesis

Ethoxycarbonylmethyltriphenylphosphonium bromide was prepared as follows: ethyl acetate (5.0 L) was added to triphenylphosphonium, and ethyl bromoacetate (665 g, 4.01 mol) was added dropwise to the mixture with stirring, and after the dropwise addition the reaction mixture was stirred at room temperature for 24 hours. The mixture was then diafiltered and the filter cake was washed three times with ethyl acetate, using 500 mL each time. Vacuum drying of the filter cake gave ethoxymethyltriphenylphosphonium bromide [Ph 3 PCH 2 CO 2 Et]+Br- (1500 g) as a white solid in 92% yield.

Purification Methods

Wash it with pet ether (b 40-50o) and recrystallise it from CHCl3/Et2O and dry it in a high vacuum at 65o. [Isler et al. Helv Chim Acta 40 1242 1957, Wittig & Haag Chem Ber 88 1654, 1664 1955.]

(Carbethoxymethyl)triphenylphosphonium bromide(1530-45-6)Related Product Information

• Tetraphenylphosphonium bromide
• Ethyltriphenylphosphonium bromide
• TETRAPHENYLPHOSPHINE IMIDE
• Ethidium bromide
• Tetrakis(triphenylphosphine)platinum
• Rocuronium bromide
• Vecuronium bromide
• Sodium bromate
• Allyl bromide
• Dimidium bromide
• Triphenylphosphine hydrobromide
• Triphenylphosphine
• DICHLOROTRIPHENYLPHOSPHORANE
• Methyltriphenylphosphonium bromide
• Phenylmagnesium bromide
• Tris(triphenylphosphine)chlororhodium
• Tetrakis(triphenylphosphine)palladium
• Triphenylphosphine oxide