7237-34-5

Basic information

• Product Name: (2-HYDROXYETHYL)TRIPHENYLPHOSPHONIUM BROMIDE
• Synonyms: 2-(Triphenylphosphonium)ethanol bromide.;(2-Hydroxyethyl)triphenylphosphonium bromide, 97 %;(2-Hydroxyethyl)triphenylphosphonium bromide, 98+%;(2-Hydroxyethyl)triphenylphosphonium bromide 97%;(2-HYDROXYETHYL)TRIPHENYLPHOSPHONIUM BROMIDE
• CAS NO: 7237-34-5
• Molecular Formula: Br*C₂₀H₂₀OP
• Molecular Weight: 387.25
• EINECS: 245-521-6
• Product Categories: C-C Bond Formation;Olefination;Wittig Reagents
• Mol File: 7237-34-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 217-219 °C(lit.)
• Boiling Point: 499.5°C at 760 mmHg
• Flash Point: 255.9°C
• Appearance: /solid
• Density: 1.26g/cm³
• Vapor Pressure: 4.13E-10mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: 0-6°C
• Sensitive: Hygroscopic
• BRN: 3922741
• CAS DataBase Reference: (2-HYDROXYETHYL)TRIPHENYLPHOSPHONIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-HYDROXYETHYL)TRIPHENYLPHOSPHONIUM BROMIDE(7237-34-5)
• EPA Substance Registry System: (2-HYDROXYETHYL)TRIPHENYLPHOSPHONIUM BROMIDE(7237-34-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 3
• Hazardous Substances Data: 7237-34-5(Hazardous Substances Data)

Usage

Chemical Properties

white powder

Uses

(2-Hydroxyethyl)triphenylphosphonium Bromide has cytotoxic activity against the growth of tissue culture cells originating from human epidermoid carcinoma of the nasopharynx (KB). It is commonly used as a Wittig reagent.

InChI:InChI=1/C19H22N2O5/c1-12(2)10-17-11-14(8-9-25-17)18-13(3)20(19(22)26-18)15-4-6-16(7-5-15)21(23)24/h4-9,12,14,17-18H,3,10-11H2,1-2H3

Upstream product

• 603-35-0 triphenylphosphine 
• 540-51-2 2-bromoethanol 
• 3674-77-9 2-methyl-2-phenyl-1,3-dioxolane 
• 6399-81-1 triphenylphosphine hydrobromide 
• 126006-55-1 2-(4-ethoxyphenyl)-1,3-dioxolane 
• 2403-51-2 2-(4-methylphenyl)-1,3-dioxolane 
• 1448639-00-6 2-(4-(4-(1,3-dioxolan-2-yl)butoxy)phenyl)-1,3-dioxolane 
• 936-51-6 2-phenyl-1,3-dioxolane 
• 773101-29-4 2-(4-(benzyloxy)phenyl)-1,3-dioxolane 
• 1448638-99-0 2-(4-(methoxymethoxy)phenyl)-1,3-dioxolane 
• 26963-79-1 2-(naphth-1-yl)-1,3-dioxolane 
• 82073-58-3 2-(2,6-dichlorophenyl)-1,3-dioxolane 
• 7366-47-4 2-(2'-chlorophenyl)-1,3-dioxolane 
• 223418-72-2 2-(3-bromo-4-methoxyphenyl)-1,3-dioxolane 

Downstream Products

• 266352-04-9 5-(4-ethoxyphenyl)-4-methylpent-2E,4E-dienal 
• 64189-17-9 3-<3-(trifluoromethyl)phenyl>prop-2-en-1-ol 
• 7237-37-8 (1-Deuterio-vinyl)-triphenyl-phosphonium Bromid 
• 5044-52-0 vinyltriphenylphosphonium bromide 
• 4336-75-8 β-diphenylphosphorylethyl ethyl ether 
• 25361-69-7 (2-ethoxyethyl)triphenylphosphonium bromide 
• 55894-16-1 (2-methoxyethyl)triphenylphosphonium bromide 
• 4336-76-9 (β-methoxyethyl)diphenylphosphine oxide 
• 1576-96-1 (E)-2-penten-1-ol 
• 4510-34-3 (Z)-cinnamyl alcohol 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 104-54-1 3-Phenylpropenol 
• 5368-62-7 (oxydiethylene)bis dibromide 
• 61083-87-2 N-<2-(Triphenylphosphonio)ethoxycarbonyl>anilin-bromid 

Relevant articles and documents

Immobilized bifunctional phosphonium salts as recyclable organocatalysts in the cycloaddition of CO2 and epoxides

Several bifunctional phosphonium salt catalysts were prepared and immobilized on silica and polystyrene supports. The immobilized systems were compared with their homogeneous analogs in cyclic carbonate synthesis. Interestingly, in some cases, higher acti

Functionalized phosphonium-based ionic liquids as efficient catalysts for the synthesis of cyclic carbonate from expoxides and carbon dioxide

A series of novel functionalized phosphonium-based ionic liquids (FPBILs) were synthesized by a simple method, and first evaluated as catalysts for the synthesis of cyclic carbonates through the cycloaddition of CO2 to epoxides in the absence of co-catalyst and solvent. The FPBILs perform well in the cycloaddition reaction, especially the carboxyl-functionalized one. Over [Ph3PC2H4COOH]Br, the yield of propylene carbonate is 97.3% (TOF = 64.9 h-1) at 130 C and 2.5 MPa in 3 h. The synergistic effects of polarization induced by hydrogen bonding and nucleophilic attack of Br-anion account for the excellent performance. Furthermore, the FPBILs with moderate methylene chain length show superior catalytic activity. It is because they have both strong acidity and weak electrostatic interaction between phosphonium cation and halide anion. The strong acidity facilitates the ring-opening of epoxyl, and the weak electrostatic interaction enhances the nucleophilic attack capability of Br -. It is envisaged that the metal- and solvent-free process has high potential for the catalytic conversion of CO2 into value-added chemicals.

Stereoselective 5-exo-trig radical cyclization in the enantioselective synthesis of Pregabalin

A practical stereoselective 5-exo-trig radical cyclization procedure was developed in order to prepare enantiomerically pure GABA derivative precursors (4-alkyl-pyrrolidin-2-ones). This procedure allows much more rapid access to optically pure GABA derivatives, such as the powerful antiepileptic agent (S)-(+)-3-aminomethyl-5-methylhexanoic acid (Pregabaline).