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| | CYANOMETHYLENETRIBUTYLPHOSPHORANE Basic information |
| | 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.) | | Fp | 7 °C | | storage temp. | 2-8°C | | form | clear liquid | | color | Yellow to Amber to Dark purple | | InChI | 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 | | InChIKey | OZMLUMPWPFZWTP-UHFFFAOYSA-N | | SMILES | C(#N)C=P(CCCC)(CCCC)CCCC |
| | 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 Preparation Products And Raw materials |
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