ChemicalBook Product Catalog Organic Chemistry Phosphines Butyltriphenylphosphonium bromide

Butyltriphenylphosphonium bromide

Product NameButyltriphenylphosphonium bromide
CAS1779-51-7
MFC22H24BrP
MW399.3
EINECS217-219-4
MOL File1779-51-7.mol

Chemical Properties

Melting point	240-243 °C(lit.)
storage temp.	Inert atmosphere,Room Temperature
solubility	Chloroform, Methanol
form	Crystalline Powder
color	White
Water Solubility	soluble
Sensitive	Hygroscopic
BRN	3580224
InChI	InChI=1S/C22H24P.BrH/c1-2-3-19-23(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22;/h4-18H,2-3,19H2,1H3;1H/q+1;/p-1
InChIKey	IKWKJIWDLVYZIY-UHFFFAOYSA-M
SMILES	[P+](CCCC)(C1C=CC=CC=1)(C1C=CC=CC=1)C1=CC=CC=C1.[Br-]
CAS DataBase Reference	1779-51-7(CAS DataBase Reference)
EPA Substance Registry System	Phosphonium, butyltriphenyl-, bromide (1779-51-7)

Safety Information

Hazard Codes	Xn
Risk Statements	21/22-36/37/38
Safety Statements	36/37-36/37/39-26
RIDADR	3464
WGK Germany	3
RTECS	TA1855200
TSCA	TSCA listed
HazardClass	6.1
PackingGroup	III
HS Code	29319090

MSDS

Provider	Language
Butyltriphenylphosphonium bromide	English
SigmaAldrich	English
ACROS	English
ALFA	English

Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

PTC catalyst

Uses

n-Butyltriphenylphosphonium Bromide is used in the synthesis of inhibitors of tubulin polymerization thus expressing antimitotic and antitubulin properties. Also used in the synthesis of 3-phenylpropanoic acids as peroxisome proliferator-activated receptor dual agonists affecting the mitochondrial carnitine system.

Uses

Reactant for: Free radical 5-exo-dig cyclization Intramolecular hydroacylalkoxylation Wittig reactions for stereoselective synthesis of alkenes Dimerization of α-olefins Alkylidenation of hydrazides for synthesis of indoles Tandem cyclization and 1,2-thiolate shift of nitrogen ylides

Uses

suzuki reaction

reaction suitability

reaction type: C-C Bond Formation

Synthesis

109-65-9

603-35-0

1779-51-7

Under nitrogen protection, 280 g of bromobutane and 696 g of triphenylphosphine were added to a 2 L four-neck flask dissolved in 500 mL of xylene. The reaction mixture was heated to reflux temperature with continuous stirring for 6 hours. After completion of the reaction, the system was cooled to room temperature, the precipitated white crystals were collected by filtration and washed with xylene. After drying, 797 g of butyltriphenylphosphonium bromide was obtained as a white solid in 97.7% yield.

References

[1] Patent: JP6136589, 2017, B2. Location in patent: Paragraph 0102-0104
[2] Acta Chimica Hungarica, 1987, vol. 124, # 5, p. 737 - 748
[3] Journal of Fluorine Chemistry, 2002, vol. 113, # 2, p. 177 - 183
[4] Pharmazie, 1999, vol. 54, # 1, p. 26 - 30
[5] Synthetic Communications, 1981, vol. 11, # 2, p. 125 - 132

Butyltriphenylphosphonium bromide

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

Butyltriphenylphosphonium bromide Supplier

Butyltriphenylphosphonium bromide manufacturers

Related Product Information