Physical properties:
Appearance: White to off-white powder or crystals.
Melting Point: 145–150 °C (decomposes).
Molecular Weight: 429.29 g/mol.
Molecular Formula: C22H22O2P.Br
Storage: Room temperature, ideally in a cool, dark place (below 15°C).
Solubility: Typically soluble in alcohols and DMSO, but generally insoluble in ethers and non-polar solvents.
Reactivity: Acts as a quaternary phosphonium salt; used in Wittig reactions for C-C bond formation.
Synonyms:
- (Carbethoxymethyl)triphenylphosphonium bromide
- (Carboxymethyl)triphenylphosphonium bromide ethyl ester
- (2-Ethoxy-2-oxoethyl)triphenylphosphonium bromide
- Triphenyl(carbethoxymethyl)phosphonium bromide
- Ethyl (triphenylphosphonio)acetate bromide
- Carbethoxy Methyl Triphenyl Phosphonium Bromide
Uses:
- Wittig Reaction Reagent: Used for the conversion of aldehydes and ketones into
- Alpha,beta-unsaturated esters.
- Synthetic Intermediate: Employed in the synthesis of complex organic molecules, including precursors for Bergman cyclization.
- Pharmaceutical Research: Utilized in preparing specific, biologically active molecules.
- Chemical Properties: It is a stable, solid reagent with a melting point of 145-150 °C.
- Safety: The compound causes skin and eye irritation, and caution should be taken during handling.
Key Applications:
- Wittig Olefination Reactions: It is widely used for creating alpha,beta-unsaturated esters via the Wittig reaction, including the synthesis of complex molecules and tetramic acid derivatives.
- Pharmaceutical Intermediate: It acts as a pharmaceutical intermediate in the synthesis of various drugs and active compounds.
- Synthesis of Biological Compounds: It is utilized in the preparation of PPAR agonists (related to LXR antagonists) and in the synthesis of benzoxaboroles with antimalarial activity.
- Chemical Research & Synthesis: It is used as a reagent for developing Michael acceptor-based cysteine protease inhibitors and in the synthesis of precursors for Bergman cyclization.
- Isotope Labelling: It is used in the synthesis of isotopically labeled versions of Mutagen X (MX), a common drinking water disinfection byproduct, for toxicological studies.
- Organic Catalysis: The compound can function as a catalyst to enhance reaction rates and yields in various organic transformations.
- Material Science: It is used in the development of new materials, such as polymers, to modify properties like conductivity and thermal stability..
It is mainly used in organic synthesis, especially in Wittig reactions for forming carbon–carbon double bonds. The CAS number is 1530-45-6, which uniquely identifies this chemical compound. Yes, it is commonly used as an intermediate in the synthesis of pharmaceutical compounds and fine chemicals. It is a phosphonium salt widely used as a reagent in organic chemistry reactions. It is mainly used in organic synthesis, especially in Wittig reactions for forming carbon–carbon double bonds. The CAS number is 1530-45-6, which uniquely identifies this chemical compound. Yes, it is commonly used as an intermediate in the synthesis of pharmaceutical compounds and fine chemicals. It is a phosphonium salt widely used as a reagent in organic chemistry reactions.
