CYANOMETHYLENETRIBUTYLPHOSPHORANE Chemical Properties

Boiling point:

339.1±25.0 °C(Predicted)

Density 

0.921 g/mL at 25 °C

refractive index 

n20/D1.500(lit.)

Flash point:

7 °C

storage temp. 

2-8°C

form 

clear liquid

color 

Yellow to Amber to Dark purple

InChIKey

OZMLUMPWPFZWTP-UHFFFAOYSA-N

Safety Information

Hazard Codes 

F,Xn

Risk Statements 

10-23/24/25-67-65-48/20-38-11-63

Safety Statements 

16-26-36/37/39-62-36/37

RIDADR 

3275

WGK Germany 

3

HS Code 

2931499090

CYANOMETHYLENETRIBUTYLPHOSPHORANE Usage And Synthesis

Uses

(Tributylphosphoranylidene)acetonitrile can be utilized as a reagent in the:

• Stereoselective synthesis of skytanthine and other O- and N-containing heterocycles by Mitsunobu intramolecular cycloalkylation.
• Wittig olefination of esters, lactones, N-Boc lactam, and cyclic imide to corresponding Wittig products.

General Description

(Tributylphosphoranylidene)acetonitrile is a stabilized trialkylphosphorane that can act as a substitute to the diethyl azodicarboxylate and triphenylphosphine (DEAD-TPP) system for Mitsunobu reaction between nucleophiles (HA) and alcohols (ROH) to form RA. It is highly useful when the pKa of the nucleophiles are higher than 11.

CYANOMETHYLENETRIBUTYLPHOSPHORANE(157141-27-0)Related Product Information

• N,N'-Diisopropylcarbodiimide
• CYANOMETHYLENETRIBUTYLPHOSPHORANE