(4-Bromobenzyl)triphenylphosphonium bromide

Name: (4-Bromobenzyl)triphenylphosphonium bromide
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CAS No. 51044-13-4
Cat. No. CS-0040931
Purity≥97%
MDL No.MFCD00051922

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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(4-Bromobenzyl)triphenylphosphonium bromide|CS-0040931

Structure of 51044-13-4

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Description

This phosphonium salt features a (4-bromobenzyl) group attached to a triphenylphosphonium cation, delivering a robust electrophilic handle for nucleophilic substitution. The bromide counterion ensures solubility in polar aprotic solvents and compatibility with standard Wittig and related transformations. Bench-stable under inert conditions, it enables efficient synthesis of styrene derivatives and functionalized alkenes.

Application

(4-Bromobenzyl)triphenylphosphonium bromide serves as a reliable source of the 4-bromobenzyl phosphonium moiety, enabling efficient Wittig and Horner–Wadsworth–Emmons reactions. Its bench-stable solid form facilitates straightforward handling and purification, while the bromo substituent offers orthogonal functionality for subsequent cross-coupling transformations. This reagent functions effectively in the synthesis of α,β-unsaturated systems and complex heterocyclic scaffolds.

General Information

CAS No. 51044-13-4
Cat. No. CS-0040931
Purity ≥97%
MDL No. MFCD00051922
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₁Br₂P
Molecular Weight 512.22
Synonym(s) (4-BroMobenzyl)triphenylphosph
SMILES BrC1=CC=C(C=C1)C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]

Computational Chemistry Data

TPSA 0
LogP 2.9472
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 5

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

General Reagents Wittig Reagents

Chemical Synthesis Synthetic Reagents C-C Bond Formation Olefination

Key Words

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(4-Bromobenzyl)triphenylphosphonium bromide

CAS No. 51044-13-4

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