CAS 1703757-22-5

n-Propyl-2,2,3,3,3-d5-triphenylphosphonium Bromide

Description:

n-Propyl-2,2,3,3,3-d5-triphenylphosphonium bromide is a quaternary ammonium salt characterized by its phosphonium cation and bromide anion. The presence of the triphenylphosphonium group imparts significant lipophilicity, making it soluble in organic solvents while being less soluble in water. The "n-propyl" group contributes to its hydrophobic character, while the deuterated carbon atoms (d5) indicate that five hydrogen atoms have been replaced with deuterium, enhancing its utility in NMR spectroscopy for studying reaction mechanisms and molecular dynamics. This compound is often used in organic synthesis, particularly in the formation of phosphonium ylides, which are key intermediates in various reactions, including the Wittig reaction for alkene synthesis. Its stability and reactivity make it a valuable reagent in synthetic organic chemistry. Additionally, the bromide ion serves as a counterion, which can be exchanged in reactions, further expanding its applicability in various chemical transformations.

Formula: C₂₁H₂₂BrP

Synonyms:

• n-Propyl-2,2,3,3,3-d5-triphenylphosphonium Bromide
• n-Propyltriphenylphosphonium-d5 Bromide

n-Propyl-2,2,3,3,3-d5-triphenylphosphonium Bromide

CAS: 1703757-22-5, 6228-47-3

Formula: CD₃CD₂CH₂P(C₆H₅)₃Br

Purity: 98 atom % D

Color and Shape: White Solid

Molecular weight: 389.09563

Ref: 3U-D6393

n-Propyltriphenylphosphonium-d5 Bromide

Controlled Product

CAS: 1703757-22-5

Applications n-Propyltriphenylphosphonium-d5 Bromide is an intermediate in synthesizing Eicosapentaenoic Acid-d5 (E477802). It is an important polyunsaturated fatty acid of the marine food chain that serves as a precursor for the prostaglandin-3 and thromboxane-3 families. It differs from arachidonic acid (the eicosatetraenoic acid that is a precursor for the prostaglandin and thromboxane-2 families) by the extra double bond between the third and fourth carbons from the “methyl end” of the molecule. Antilipemic.
References Bergstrom, S., et al.: J. Biol. Chem., 239, PC 4006 (1964); Srivastava, K.C., et al.: Biochem. Exp. Biol., 16, 317 (1980); Kremer, J.M., et al.: Ann. Intern. Med., 106, 497 (1987); DiGiacomo, R.A., et al.: Am. J. Med., 86, 158 (1989)

Formula: C₂₁D₅H₁₇P·Br

Color and Shape: Neat

Molecular weight: 390.3079

Ref: TR-P838392