(4-Bromobutyl)Triphenylphosphonium Bromide CAS 7333-63-3

(4-Bromobutyl)Triphenylphosphonium Bromide Quick Details

Chemical Name: (4-Bromobutyl)Triphenylphosphonium Bromide

Cas No.: 7333-63-3

Molecular Fomula: C22H23Br2P

Molecular Weight: 478.2

Appearance: White to off-white crystalline powder

(4-Bromobutyl)Triphenylphosphonium Bromide Typical Properties

Product Introduction:

(4-Bromobutyl)Triphenylphosphonium Bromide is a phosphonium salt, which is a crucial reagent in organic synthesis. It typically appears as a white to off-white crystalline powder. This compound features a triphenylphosphonium cation attached to a 4-bromobutyl chain, with bromide as the counterion.

It is highly valued for its dual functionality: the phosphonium salt can be deprotonated to form a Wittig reagent (ylide), while the remote bromine atom provides an additional site for further chemical modification, making it a versatile tool for constructing complex organic molecules with a four-carbon spacer.

Main Uses:

1. Wittig Reaction (Olefin Synthesis): This is the primary application. (4-Bromobutyl)Triphenylphosphonium Bromide is a key precursor to a Wittig reagent. Upon deprotonation (e.g., with a strong base), it forms an ylide that reacts with aldehydes or ketones to form carbon-carbon double bonds (olefins), particularly those containing a bromine substituent that can be further reacted. This allows for the precise synthesis of alkenes with defined stereochemistry and a butyl linker.

2. Organic Synthesis: Beyond direct Wittig reactions, this compound is used in various other organic syntheses. The bromine can undergo nucleophilic substitution reactions, enabling the attachment of various functional groups to the butyl chain. It can also be involved in cross-coupling reactions after converting the phosphonium salt to a suitable organometallic species.

3. Pharmaceutical and Agrochemical Intermediates: It is used as a building block in the synthesis of complex pharmaceutical active ingredients (APIs) and agrochemicals, where the introduction of a specific unsaturated carbon chain with a halogen handle is required for biological activity. The butyl linker offers a specific spacing.

4. Materials Science: It can be used in the synthesis of monomers for polymers, particularly where specific olefinic structures or a handle for further functionalization within a polymeric backbone is desired, with a controlled chain length.

5. Chemical Research: It is a standard reagent in academic and industrial research laboratories for advanced organic synthesis and methodology development.

(4-Bromobutyl)Triphenylphosphonium Bromide Packaging And Shipping 

Customized According To Customer Needs.

(4-Bromobutyl)Triphenylphosphonium Bromide Storage

Keep In Dark Place,Inert Atmosphere,Room Temperature