(3-Bromopropyl)Triphenylphosphonium Bromide CAS 3607-17-8

(3-Bromopropyl)Triphenylphosphonium Bromide Quick Details

Chemical Name: (3-Bromopropyl)Triphenylphosphonium Bromide

Cas No.: 3607-17-8

Molecular Formula: C21H21Br2P

Molecular Weights: 464.17

Appearance: White to off-white crystalline powder

(3-Bromopropyl)Triphenylphosphonium Bromide Typical Properties

Product Introduction:

(3-Bromopropyl)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 3-bromopropyl 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.

Main Uses:

1. Wittig Reaction (Olefin Synthesis): This is the primary application. (3-Bromopropyl)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.

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 propyl 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.

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.

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

(3-Bromopropyl)Triphenylphosphonium Bromide Packaging And Shipping 

Customized Package

(3-Bromopropyl)Triphenylphosphonium Bromide Storage

Store In a Sealed Container In a Cool, Well-Ventilated, And Dry Warehouse.