752959

(Tributylphosphoranylidene)acetonitrile solution

1 M in toluene

• Synonym(s): CMBP solution, Tsunoda reagent, Cyanomethylene)tributylphosphorane
• Empirical Formula (Hill Notation): C₁₄H₂₈NP
• Molecular Weight: 241.35
• MDL number: MFCD01321151
• UNSPSC Code: 12352001
• PubChem Substance ID: 329766327
• NACRES: NA.22

Properties

• form: liquid
• concentration: 1 M in toluene
• refractive index: n/D 1.500 (lit.); n20/D 1.501
• density: 0.886 g/mL at 25 °C
• functional group: nitrile; phosphine
• storage temp.: 2-8°C
• SMILES string: CCCCP(CCCC)(CCCC)=CC#N
• InChI: 1S/C14H28NP/c1-4-7-11-16(14-10-15,12-8-5-2)13-9-6-3/h14H,4-9,11-13H2,1-3H3
• InChI key: OZMLUMPWPFZWTP-UHFFFAOYSA-N

Description

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.

Safety Information

• Pictograms: GHS02,GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H304,H315,H336,H361d,H373,H412
• Precautionary Statements: P201 - P210 - P273 - P301 + P310 + P331 - P302 + P352 - P308 + P313
• Hazard Classifications: Aquatic Chronic 3 - Asp. Tox. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3
• Target Organs: Central nervous system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 44.6 °F - closed cup
• Flash Point(C): 7 °C - closed cup