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Benzyltriphenylphosphonium chloride

Benzyltriphenylphosphonium chloride Basic information
Product Name:Benzyltriphenylphosphonium chloride
Synonyms:(phenylmethyl)triphenyl-phosphoniuchloride;(phenylmethyl)triphenylphosphoniumchloride;Benzyltriphenylchlorophosphine;benzyltriphenylphosphonidechloride;benzyltriphenyl-phosphoniuchloride;Phosphonium,triphenyl(phenylmethyl)-,chloride;triphenyl(phenylmethyl)-phosphoniuchloride;triphenyl(phenylmethyl)phosphoniumchloride
CAS:1100-88-5
MF:C25H22ClP
MW:388.87
EINECS:214-154-3
Product Categories:organophosphorus compound;C-C Bond Formation;Pharmaceutical Intermediates;Miscellaneous Compounds;Olefination;Wittig Reagents;Phosphonium Compounds;Synthetic Organic Chemistry;Wittig & Horner-Emmons Reaction;Wittig Reaction
Mol File:1100-88-5.mol
Benzyltriphenylphosphonium chloride Structure
Benzyltriphenylphosphonium chloride Chemical Properties
Melting point ≥300 °C (lit.)
density 1.18 g/cm3 (20℃)
vapor pressure 0.1 hPa
Fp 300°C
storage temp. Store at <= 20°C.
form Crystalline Powder
color White to almost white
Water Solubility SOLUBLE
Sensitive Hygroscopic
BRN 3599868
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyUSFRYJRPHFMVBZ-UHFFFAOYSA-M
LogP-0.7 at 20℃
CAS DataBase Reference1100-88-5(CAS DataBase Reference)
EPA Substance Registry SystemPhosphonium, triphenyl(phenylmethyl)-, chloride (1100-88-5)
Safety Information
Hazard Codes T,Xi
Risk Statements 25-36/37/38-24/25
Safety Statements 26-36/37/39-45-36
RIDADR UN 2811 6.1/PG 2
WGK Germany 3
RTECS TA2416500
TSCA Yes
HazardClass 6.1
PackingGroup II
HS Code 29310095
ToxicityLD50 orally in Rabbit: 43 mg/kg
MSDS Information
ProviderLanguage
Benzyltriphenylphosphonium chloride English
Benzyltriphenylphosphonium chloride Usage And Synthesis
Chemical PropertiesBenzyltriphenylphosphonium Chloride is a white to off white powder, It is highly soluble in water and polarizable solvents. It is a quaternary phosphonium salt mainly used in organic synthesis as a wittig reagent and as a phase transfer catalyst in the production of fluoroelastomers and printing inks.
UsesBenzyltriphenylphosphonium Chloride was used as a reagent in the organic synthesis of several compounds including that of stabilised phosphonium ylides containing saturated oxygen heterocycles. Also used in the synthesis of novel substituted cis-stilbene derivatives which display antimicrobial activity.
ApplicationBenzyltriphenylphosphonium chloride can be used as a reactant for the synthesis of:
Platinum chloro-tetrazole complexes via azidation.
Trans-stilbenes and cinnamates via Wittig olefination.
Achiral N-hydroxyformamide inhibitors of ADAM-TS4 and ADAM-TS5 for osteoarthritis treatment.
Pentiptycenes for use as light-driven molecular brakes.
Archipelago structures for formation of petroleum asphaltenes.
It is also used as a crosslinking agent for tube-like natural halloysite / fluorelastomer nanocomposites.
Crosslinking agent for tube-like natural halloysite / fluorelastomer nanocomposites

Reactant for synthesis of:
Platinum chloro tetrazole complexes via azidation
Trans-stilbenes and cinnamates via Wittig olefination
Achiral N-hydroxyformamide inhibitors of ADAM-TS4 and ADAM-TS5 for osteoarthritis treatment
Pentiptycenes for use as light-driven molecular brakes
Reactant for formation of archipelago structures for formation of petroleum asphaltenes
Flammability and ExplosibilityNotclassified
Purification MethodsWash it with Et2O and crystallise it from EtOH (six-sided plates). It is hygroscopic and forms crystals with one molecule of H2O. [Michaelis & Soden Justus Liebigs Ann Chem 229 320 1885, Kr.hnke Chem Ber 83 291 1950, Beilstein 16 IV 994.]
Benzyltriphenylphosphonium chloride Preparation Products And Raw materials
Raw materials3-Cyanopyridine
Preparation ProductsSulindac-->Flunarizine EP Impurity D-->(Z)-Cinnarizine
Methylene Chloride Benzyltriethylammonium chloride Calcium chloride Methyltriphenylphosphonium iodide Sodium chloride DICHLOROTRIPHENYLPHOSPHORANE Benzyltrimethylammonium chloride Benzyltriphenylphosphonium chloride Choline chloride Ammonium chloride 4-METHYLBENZYL TRIPHENYLPHOSPHONIUM CHLORIDE Polyvinyl chloride Triphenylphosphine Potassium chloride Thionyl chloride 2-​[[(2-​ethylphenyl)​(2-​hydroxyethyl)​amino]​methyl]​-​3,​3-​difluoro-Propanenitrile 2,3,5-Triphenyltetrazolium chloride (2,4-DICHLOROBENZYL)TRIPHENYLPHOSPHONIUM CHLORIDE
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