1560-54-9 (Allyltriphenyl Phosphonium Bromide): Properties, Applications & Benefits in Organic Synthesis

In the world of advanced organic synthesis, precision and performance matter. One compound that continues to play a crucial role in complex reactions is Allyltriphenyl Phosphonium Bromide (CAS No. 1560-54-9). Known for its stability and reactivity, this phosphonium salt is widely used in organic chemistry laboratories and industrial research setups.

In this blog, we explore its key properties, uses, benefits, and why it remains a valuable reagent in chemical synthesis.


What is Allyltriphenyl Phosphonium Bromide (CAS 1560-54-9)?

Allyltriphenyl Phosphonium Bromide is a quaternary phosphonium salt commonly used as a reagent in organic chemistry. It is typically synthesized by reacting triphenylphosphine with allyl bromide, resulting in a crystalline solid with excellent stability under normal laboratory conditions.

It is best recognized for its role in Wittig reactions, where it helps convert carbonyl groups into alkenes—making it a highly important compound for building complex organic structures.


Chemical Details

Parameter
Description
Chemical Name
Allyltriphenyl Phosphonium Bromide
CAS Number
1560-54-9
Molecular Formula
C₂₁H₂₀PBr
Appearance
White to off-white crystalline powder
Molecular Weight
383.26 g/mol
Solubility
Soluble in polar organic solvents such as methanol, ethanol, and DMSO

Key Properties

  • High Stability – It remains chemically stable when stored under normal dry conditions.

  • High Purity Availability – Commercial suppliers often offer 98–99% purity, suitable for research and synthesis applications.

  • Efficient Reagent for Wittig Reactions – Helps form carbon–carbon double bonds with good selectivity.


Applications of 1560-54-9 (Allyltriphenyl Phosphonium Bromide)

1. Wittig Reaction Reagent

One of the most common uses of this compound is in the Wittig olefination, a key reaction for forming alkenes from aldehydes and ketones. It provides excellent yields and high stereoselectivity depending on the reaction conditions.

2. Synthesis of Allyl Derivatives

Its allylic functional group enables the formation of a wide range of valuable allyl-based organic compounds.

3. Pharmaceutical Intermediates

It is used in the preparation of certain drug intermediates, especially where carbon–carbon double bonds are required in the molecular backbone.

4. Advanced Materials Research

Allyltriphenyl phosphonium salts are being explored in the development of polymers, ionic liquids, and functional materials due to their tunable properties.


Storage & Handling Recommendations

To maintain its quality and reactivity:

  • Store in a tightly sealed container.

  • Keep in a cool, dry place away from moisture.

  • Use appropriate PPE such as gloves, goggles, and lab coats.

  • Handle in a well-ventilated environment.


Why Researchers Prefer Allyltriphenyl Phosphonium Bromide

  • Reliable reagent performance

  • Good solubility in common solvents

  • High selectivity in synthetic pathways

  • Widely available and cost-effective

Its versatility makes it valuable not only for academic laboratories but also for industrial R&D teams involved in chemical synthesis.


Conclusion

1560-54-9 (Allyltriphenyl Phosphonium Bromide) is an essential chemical reagent with wide applications in organic synthesis, pharmaceuticals, and materials science. Its stability, reactivity, and efficiency make it a trusted choice for chemists looking to perform high-precision transformations.