Cyanomethylenetributylphosphorane
Synonym(s):(Cyanomethylene)tributylphosphorane
- CAS NO.：157141-27-0
- Empirical Formula: C14H28NP
- Molecular Weight: 241.35
- MDL number: MFCD01321151
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-09-12 18:52:04
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) |
 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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