(2-CARBOXYETHYL)TRIPHENYLPHOSPHONIUM BROMIDE Chemical Properties

Melting point:

186 °C

storage temp. 

Inert atmosphere,Room Temperature

form 

Powder or Chunks

color 

White to slightly yellow

InChI

InChI=1S/C21H19O2P.BrH/c22-21(23)16-17-24(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20;/h1-15H,16-17H2;1H

InChIKey

BVKRDNIULHRLCO-UHFFFAOYSA-N

SMILES

[P+](CCC(=O)O)(C1=CC=CC=C1)(C1C=CC=CC=1)C1C=CC=CC=1.[Br-]

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

37/39-26

HS Code 

29319090

MSDS

• Language:English Provider:ACROS

(2-CARBOXYETHYL)TRIPHENYLPHOSPHONIUM BROMIDE Usage And Synthesis

Chemical Properties

white to slightly yellow powder or chunks

Synthesis

GENERAL PROCEDURE: Add 3-bromopropionic acid (5.0 mmol), triphenylphosphine (20.0 mmol) and dry acetonitrile (10.0 mL) to a round bottom flask. The mixture was heated to reflux with vigorous stirring. The heating was stopped after 15 hours of reaction and the reaction solution was concentrated. The residue was washed sequentially with benzene (3 x 10 mL), hexane (10 mL) and ether (2 x 10 mL). After drying, a white crystalline solid 2-carboxyethyltriphenylphosphonium bromide (1.8 g, 87% yield) was obtained. Compounds 6b-d were synthesized according to the preparation of 6a above.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 21, p. 5878 - 5881
[2] Journal of the American Chemical Society, 2011, vol. 133, # 31, p. 12304 - 12310
[3] Chemistry of Natural Compounds, 1990, vol. 26, # 4, p. 486 - 487
[4] Khimiya Prirodnykh Soedinenii, 1990, # 4, p. 568 - 569
[5] European Journal of Medicinal Chemistry, 2018, vol. 155, p. 275 - 284

(2-CARBOXYETHYL)TRIPHENYLPHOSPHONIUM BROMIDE(51114-94-4)Related Product Information

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