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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

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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