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A11552 Triphenylphosphine dibromide, 96%

CAS Number

Stock No. Size Price ($) Quantity Availability
A11552-09 10g 39.70
A11552-18 50g 167.00
A11552-30 250g 692.00
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Triphenylphosphine dibromide, 96%


Chemical Properties

Formula Weight
Melting point
ca 260° dec.
Storage & Sensitivity
Moisture Sensitive. Store under Nitrogen. Ambient temperatures.
Soluble in water, dichloromethane, acetonitrile, phenyl cyanide, dimethyl formamide, ether, chloroform, alcohol, carbon tetrachloride, acetic acid and carbon disulfide. Sparingly soluble in phenyl chloride, triphenylphosphine and phenyl hydride. Insoluble in aqueous bromine.


Triphenylphosphine dibromide is used as a reagent for conversion of aldoximes into nitriles. It acts as a reagent for cleavage of acetals. It reacts with amines to give iminophosphoranes. Further, it serves as a reagent in the preparation of alkyl and aryl bromides from alcohols and phenols without rearrangement.


Moisture sensitive. Store in a cool place. Incompatible with strong bases, strong oxidizing agents, bases and active metals.

Literature References

Reagent for the conversion of alcohols and phenols to bromides in good yields: J. Org. Chem., 37, 626 (1972). Particularly useful for alcohols where sensitive functionality is present: J. Org. Chem., 49, 431 (1984); Synth. Commun., 22, 2945 (1992). Cleaves dialkyl ethers to the two alkyl bromides: J. Am. Chem. Soc., 86, 5037 (1964); J. Org. Chem., 37, 626 (1972).

Reaction with amines gives iminophosphoranes, which have been used as a means of blocking an amino group to permit monoalkylation: Synthesis, 295 (1980). Iminophosphoranes also undergo a Wittig-like condensation with CO2 or CS2 to give the isocyanates or isothiocyanates respectively: Synthesis, 596 (1982):

Ureas are dehydrated to carbodiimides: Liebigs Ann. Chem., 718, 24 (1968); Synthesis, 373 (1981).

The reagent formed with DMSO at low temperatures provides an alternative to the Swern oxidation for selective conversion of alcohols to carbonyl compounds: Tetrahedron Lett., 43, 8355 (2002).

Wang, R.; Zhao, Y.; Zhu, C.; Huang, X. New Synthesis of 3, 6-Dibromophthalonitrile and Phthalocyanine Having Eight Thienyl Substituents at Peripheral alpha-Positions. J. Heterocycl. Chem. 2015, 52 (4), 1230-1233.

Koshizawa, T.; Yamazaki, Y.; Ohgiya, T.; Shibuya, K. A facile method for converting alcohol to thioether and its application in the synthesis of a novel GPR119 agonist. Tetrahedron 2015, 71 (21), 3231-3236.

GHS Hazard and Precautionary Statements

Hazard Statements: H314

Causes severe skin burns and eye damage.

Precautionary Statements: P260-P264b-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P370+P378q-P370+P380-P501c

Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Evacuate area. Dispose of contents/ container to an approved waste disposal plant

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