378755

Dichlorotriphenylphosphorane

95%

• Synonym(s): Triphenylphosphine dichloride
• Linear Formula: (C₆H₅)₃PCl₂
• CAS Number: 2526-64-9
• Molecular Weight: 333.19
• MDL number: MFCD00010359
• UNSPSC Code: 12352100
• PubChem Substance ID: 24863576
• NACRES: NA.22

Properties

• assay: 95%
• form: solid
• mp: 85 °C (dec.) (lit.)
• SMILES string: ClP(Cl)(c1ccccc1)(c2ccccc2)c3ccccc3
• InChI: 1S/C18H15Cl2P/c19-21(20,16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
• InChI key: ASWXNYNXAOQCCD-UHFFFAOYSA-N

Description

General description

Dichlorotriphenylphosphorane (Triphenylphosphine dichloride, PPh₃Cl₂) is a phosphorous halide. Stability and reactivity of dichlorotriphenylphosphorane have been studied by solid state ³¹P NMR spectroscopy. It participates in the conversion of carboxylic esters to acid halides and mechanism of this cleavage has been investigated. Modified method has been proposed in which dichlorotriphenylphosphorane participates in the synthesis of tertiary amides.

Application

Dichlorotriphenylphosphorane may be used in the synthesis of the following:

• tertiary benzanilide derivatives
• N-phosphodipeptides
• dialkyl phosphorochloridites based on the reaction of trialkyl phosphites
• naphthalene ring-based calix[3]amide, via reaction with 6-amino-2-naphthoic acid
• C_2v-symmetrical cyclic tetramers of aromatic amides

Safety Information

• pictograms: GHS02,GHS08,GHS05
• signalword: Danger
• hcodes: H228,H314,H350
• pcodes: P210 - P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Carc. 1B - Eye Dam. 1 - Flam. Sol. 2 - Skin Corr. 1B
• Storage Class: 4.1B - Flammable solid hazardous materials
• wgk_germany: WGK 3
• flash_point_f: 68.0 °F - closed cup
• flash_point_c: 20 °C - closed cup