Triphenylphosphine hydrobromide Chemical Properties

Melting point:

196 °C (dec.) (lit.)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Crystalline Powder or Chunks

color 

White to light beige

biological source

rabbit

Water Solubility 

Soluble in water.

BRN 

3633387

InChI

InChI=1S/C18H15P.BrH/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h1-15H;1H

InChIKey

CMSYDJVRTHCWFP-UHFFFAOYSA-N

SMILES

P(C1C=CC=CC=1)(C1C=CC=CC=1)C1=CC=CC=C1.Br

CAS DataBase Reference

6399-81-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,Xi

Risk Statements 

22-34-36/37/38

Safety Statements 

26-36/37/39-45-36

RIDADR 

UN 3261 8/PG 3

WGK Germany 

3

Hazard Note 

Corrosive

HazardClass 

6.1

PackingGroup 

III

HS Code 

29310095

MSDS

• Language:English Provider:Triphenylphosphine hydrobromide
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Triphenylphosphine hydrobromide Usage And Synthesis

Chemical Properties

white to light beige crystalline powder or chunks

Uses

Triphenylphosphine hydrobromide is used as mild source of anhydrous HBr; catalyst for formation of THP ethers from tertiary alcohols; preparation of phosphonium salts.

Uses

Triphenylphosphine hydrobromide is the hydrobromide salt of Triphenylphosphine, used in the preparation of uridine derivatives as substrate donor analogs of UDP-sugars for glycosyltransferases. Also used in the preparation of tensioactive and antibacterial deoxyglycoside compounds via catalysis.

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling

Synthesis

The Preparative Method of Triphenylphosphine Hydrobromide: addition of anhydrous Hydrogen Bromide to an ethereal solution of Triphenylphosphine; addition of Ph3P to 48% aqueous HBr followed by CHCl3 extraction and drying.

References

[1] Patent: US2018/170889, 2018, A1. Location in patent: Paragraph 0317
[2] Tetrahedron Letters, 2013, vol. 54, # 51, p. 7031 - 7034
[3] Patent: JP6210065, 2017, B2. Location in patent: Paragraph 0134
[4] Synthesis, 1988, # 2, p. 157 - 158
[5] Angewandte Chemie - International Edition, 2016, vol. 55, # 19, p. 5846 - 5850

Triphenylphosphine hydrobromide(6399-81-1)Related Product Information

• Galantamine Hydrobromide
• Sodium bromate
• Hydrogen bromide
• Pyridine hydrobromide
• TRIPHENYLPHOSPHINE DIBROMIDE
• PROPARGYLTRIPHENYLPHOSPHONIUM BROMIDE
• Triphenylphosphine
• Scopolamine hydrobromide
• Calcium bromide
• Ethidium bromide
• N-BOC-IMINO-(TRIPHENYL)PHOSPHORANE
• Triphenylphosphine-3,3',3''-trisulfonic acid trisodium salt
• Triphenylmethane
• 2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE
• Bis(triphenylphosphinepalladium) acetate
• TRIPHENYL BORATE
• Chlorotriphenyltin
• Triphenylphosphine oxide