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Benzyltriphenylphosphonium chloride

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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
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Benzyltriphenylphosphonium chloride Chemical Properties

Melting point:
≥300 °C (lit.)
Density 
1.18 g/cm3 (20℃)
vapor pressure 
0.1 hPa
Flash point:
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.
InChIKey
USFRYJRPHFMVBZ-UHFFFAOYSA-M
LogP
-0.7 at 20℃
CAS DataBase Reference
1100-88-5(CAS DataBase Reference)
EPA Substance Registry System
Phosphonium, triphenyl(phenylmethyl)-, chloride (1100-88-5)
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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
Toxicity
LD50 orally in Rabbit: 43 mg/kg

MSDS

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Benzyltriphenylphosphonium chloride Usage And Synthesis

Chemical Properties

Benzyltriphenylphosphonium 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.

Uses

Benzyltriphenylphosphonium 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.

Application

Benzyltriphenylphosphonium 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 Explosibility

Not classified

reaction suitability

reaction type: C-C Bond Formation

Purification Methods

Wash 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

Preparation Products

Raw materials

Benzyltriphenylphosphonium chlorideSupplier

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