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HomeProduct name listCYANOMETHYLENETRIBUTYLPHOSPHORANE

CYANOMETHYLENETRIBUTYLPHOSPHORANE

Synonym(s):(Cyanomethylene)tributylphosphorane

CYANOMETHYLENETRIBUTYLPHOSPHORANE Structural

What is CYANOMETHYLENETRIBUTYLPHOSPHORANE?

The Uses of CYANOMETHYLENETRIBUTYLPHOSPHORANE

(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.

Properties of CYANOMETHYLENETRIBUTYLPHOSPHORANE

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

Safety information for CYANOMETHYLENETRIBUTYLPHOSPHORANE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P501:Dispose of contents/container to..…

Computed Descriptors for CYANOMETHYLENETRIBUTYLPHOSPHORANE

InChIKey OZMLUMPWPFZWTP-UHFFFAOYSA-N

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