6399-81-1

Basic information

• Product Name: Triphenylphosphine hydrobromide
• Synonyms: TPH;TRIPHENYLPHOSPHINE HYDROBROMIDE;TRIPHENYLPHOSPHONIUM BROMIDE;Triphenylphosphoniumbromide,99.9%;Phosphine, triphenyl-, hydrobromide;Triphenylphosphine hydrobromide 97%;Phosphine, triphenyl-, compd. with hydrobromic acid;Triphenylphosphonium bromide,99%
• CAS NO: 6399-81-1
• Molecular Formula: Br*C₁₈H₁₆P
• Molecular Weight: 343.2
• EINECS: 229-012-6
• Mol File: 6399-81-1.mol

Chemical Properties

• Melting Point: 196 °C (dec.)(lit.)
• Boiling Point: 360 °C at 760 mmHg
• Flash Point: 181.7 °C
• Appearance: White to light beige/Crystalline Powder or Chunks
• Storage Temp.: -20°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• Water Solubility: Soluble in water.
• BRN: 3633387
• CAS DataBase Reference: Triphenylphosphine hydrobromide(CAS DataBase Reference)
• NIST Chemistry Reference: Triphenylphosphine hydrobromide(6399-81-1)
• EPA Substance Registry System: Triphenylphosphine hydrobromide(6399-81-1)

Safety Data

• Hazard Codes: C,Xi
• Statements: 22-34-36/37/38
• Safety Statements: 26-36/37/39-45-36
• RIDADR: UN 3261 8/PG 3
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 6399-81-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Triphenylphosphine hydrobromide is used as a substrate donor analog of UDP-sugars for glycosyltransferases, which are essential enzymes in the biosynthesis of various carbohydrates. This application is particularly relevant in the preparation of uridine derivatives, playing a crucial role in the development of new drugs and therapies.
Used in Chemical Synthesis:
Triphenylphosphine hydrobromide serves as a mild source of anhydrous HBr, acting as a catalyst for the formation of THP ethers from tertiary alcohols. This process is vital in the synthesis of various organic compounds and contributes to the development of new chemical products.
Used in Surface Active Agents and Antibacterial Compounds:
Triphenylphosphine hydrobromide is utilized in the preparation of tensioactive and antibacterial deoxyglycoside compounds. These compounds have significant applications in the formulation of detergents, cleaning agents, and antimicrobial products, contributing to improved hygiene and sanitation.
Used in Catalyst Preparation:
In the field of catalysis, triphenylphosphine hydrobromide is employed in the preparation of phosphonium salts, which are essential catalysts for various chemical reactions. These catalysts play a vital role in enhancing the efficiency and selectivity of numerous industrial processes, leading to the production of high-quality products with reduced environmental impact.

InChI:InChI=1/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

Upstream product

• 507-19-7 t-butyl bromide 
• 603-35-0 triphenylphosphine 
• 3968-92-1 (1-methylethyl)triphenylphosphonium bromide 
• 21851-76-3 (indan-1-yl)triphenylphosphonium bromide 

Downstream Products

• 15546-42-6 [1,1'-(butane-1,4-diyl)bis(triphenylphosphonium)] dibromide 
• 17857-14-6 (3-carboxypropyl)(triphenyl)phosphonium bromide 
• 17814-85-6 (4-carboxybutyl)triphenylphosphonium bromide 
• 59060-55-8 triphenyl-((2E,6E)-3,7,11-trimethyl-dodeca-2,6-dienyl)-phosphonium; bromide 
• 856952-48-2 geranyltriphenylphosphphonium bromide 
• 1530-34-3 (3-methylbut-2-enyl)triphenylphosphonium bromide 
• 6228-47-3 n-propyltriphenylphosphonium bromide 
• 57784-34-6 ((E)-3,7-dimethyl-oct-2-enyl)-triphenyl-phosphonium; bromide 
• 101610-01-9 (3,7-dimethyl-octa-2,4,6-trienyl)-triphenyl-phosphonium; bromide 
• 73335-87-2 [(2E,4E)-9-Hydroxy-6-(1-hydroxy-1-methyl-ethyl)-3,9-dimethyl-deca-2,4-dienyl]-triphenyl-phosphonium; bromide 
• 38260-14-9 ((E)-3-methyl-hex-2-enyl)-triphenyl-phosphonium; bromide 
• 1733-57-9 ethydiphenylphosphine oxide 
• 2175-67-9 (7-methoxy-3,7-dimethyl-oct-2-enyl)-triphenyl-phosphonium; bromide 
• 59060-56-9 triphenyl-((2E,4E,6E)-3,7,11-trimethyl-dodeca-2,4,6,10-tetraenyl)-phosphonium; bromide 

Relevant articles and documents

A convenient and economic way to produce anhydrous hydrogen bromide

Bromide promoted decomposition of tert-butyl bromide in the presence of triphenylphosphine gives, besides isobutene, hydrogen(triphenyl)phosphonium bromide. When heated to approximately 150°C in the presence of xylene, the latter salt liberates hydrogen bromide which may then be trapped in an aprotic solvent such as diethyl ether.

Reaction of R-pulegone with P–H phosphonium salts

The reaction of the R-pulegone with P–H-phosphonium salts gives the corresponding 8-phosphonio-p-menthan-3-one salts with high regio- and stereoselectivity. The structure of salts was determined by NMR and IR spectroscopy, mass spectrometry and X-ray diffraction analysis.

Simplified Structural Mimetics of AIPS as Quorum Sensing Inhibitors

Compounds that regulate quorum sensing in Staphylococcal bacteria and in particular in Staphylococcus aureus are provided. Compounds are described in formulas I, II, III, IV, V and VI herein. One or more compounds herein can be employed to inhibit QS and to thus inhibit virulence in Staphylococcus bacteria and in particular in Staphylococcus aureus. Compounds herein and pharmaceutical compositions containing one or more of these compounds are useful, for example, in treating infections of Staphylococcus bacteria and in particular of Staphylococcus aureus. Methods for treating such bacterial infections are provided.

Production of cyclic carbonate

The purpose of the present invention is to provide a practical method for producing a cyclic carbonate, which is widely used for various applications such as electrolytic solutions for lithium-ion secondary batteries and plastic materials, by a reaction between an epoxide (oxirane) and carbon dioxide, the method giving consideration to the reduction of environmental loads and making it possible to produce said cyclic carbonate with high yield under mild conditions, such as at room temperature and atmospheric pressure. The present invention relates to a method for producing a cyclic carbonate, the method being characterized by reacting an epoxide and carbon dioxide in the presence of an iodine-anion-containing phosphonium salt and a compound including a hydrogen atom that can form a hydrogen bond with an oxygen atom in the epoxide.

Enantioselective Trifluoromethylthiolating Lactonization Catalyzed by an Indane-Based Chiral Sulfide

Enantioselective trifluoromethylthiolation, especially of alkenes, is a challenging task. In this work, we have developed an efficient approach for enantioselective trifluoromethylthiolating lactonization by designing an indane-based bifunctional chiral sulfide catalyst and a shelf-stable electrophilic SCF3 reagent. The desired products were formed with diastereoselectivities of >99:1 and good to excellent enantioselectivities. The transformation represents the first enantioselective trifluoromethylthiolation of alkenes and the first enantioselective trifluoromethylthiolation that is enabled by a catalyst with a Lewis basic sulfur center.

Effective synthesis of cyclic carbonates from carbon dioxide and epoxides by phosphonium iodides as catalysts in alcoholic solvents

Phosphonium iodides effectively catalyzed the reaction of CO2 and epoxides under mild conditions such as ordinary pressure and ambient temperature in 2-propanol, and the corresponding five-membered cyclic carbonates were obtained in high yields.

Unusual reaction course of styrenes to 2-arylethyltriphenylphosphonium salts

1-Arylethyltriphenylphosphonium bromides thermally rearranged to 2-arylethyltriphenylphosphonium bromides. Direct formation of 2-arylethylphosphonium bromides was achieved by reacting styrene, HBr, and triphenylphosphine. On the other hand, thermolysis of

Naphthalene derivatives possessing a retinoid-type action, processes for their preparation, and medicinal and cosmetic compositions containing these derivatives

The invention relates to a compound of the formula (II) STR1 and the corresponding isomers and salts, in which formula: a and b are integers which independently of one another can assume the values 0 or 1,R 1, R 2, R 3 and R 4 represent, independently, a hydrogen atom, a linear or branched C 1 -C 6 -alkyl radical or a C 1 -C 4 -alkoxy radical,R 6 represents a C 1 -C 6 -alkyl radical,R 5 and R 12 represent a hydrogen atom or a C 1 -C 4 -alkyl radical, with the proviso that R 5 cannot represent hydrogen if a=b=0 andR 11 has various meanings.These compounds have useful dermatological properties.