DICHLOROTRIPHENYLPHOSPHORANE Chemical Properties

Melting point:

85 °C (dec.) (lit.)

Flash point:

68 °F

storage temp. 

Storage temp. 2-8°C

solubility 

Chloroform (Soluble), Dichloromethane (Slightly)

form 

Solid

color 

White to Light Yellow

Water Solubility 

Reacts with water.

Sensitive 

Moisture Sensitive

Stability:

Extremely Moisture Sensitive, Hygroscopic

InChI

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

InChIKey

ASWXNYNXAOQCCD-UHFFFAOYSA-N

SMILES

P(Cl)(Cl)(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1

Safety Information

Hazard Codes 

F,T

Risk Statements 

45-11-34

Safety Statements 

53-26-36/37/39-45-16

RIDADR 

UN 2925 4.1/PG 2

WGK Germany 

3

HazardClass 

8

PackingGroup 

II

Storage Class

4.1B - Flammable solid hazardous materials

Hazard Classifications

Carc. 1B
Eye Dam. 1
Flam. Sol. 2
Skin Corr. 1B

MSDS

• Language:English Provider:SigmaAldrich

DICHLOROTRIPHENYLPHOSPHORANE Usage And Synthesis

Uses

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

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.

Synthesis

In a 100 ml four-necked flask 8 g of triphenylphosphine oxide and 25 ml of toluene were added with stirring to dissolve completely, a small amount of triethylamine catalyst was added, and then 15 ml of toluene solution containing 3.0 g of triphenylphosphine gas was slowly added dropwise for half an hour at 20 ??C and then stirring was continued for 8 hours, giving a molar yield of 82.2%.

DICHLOROTRIPHENYLPHOSPHORANE(2526-64-9)Related Product Information

• 1,4-Dioxane
• Glyoxal
• DICHLOROTRIPHENYLPHOSPHORANE
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• (FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE
• TRIPHENYLPHOSPHINE HYDROCHLORIDE
• METHYLDICHLOROPHOSPHINE
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• METHYLPHENYLCHLOROPHOSPHINE
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