质量水平
检测方案
97%
形式
liquid
折射率
n20/D 1.500 (lit.)
密度
0.921 g/mL at 25 °C
储存温度
2-8°C
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
一般描述
(Tributylphosphoranylidene)acetonitrile or cyanomethylenetrimethylphosphorane (Bu3P=CHCN) is a Wittig reagent employed in the transformation of the carbonyl compounds, including aldehydes, esters, and lactones into the corresponding unsaturated nitriles.
应用
(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.
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
(Tributylphosphoranylidene) acetonitrile
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Cyanomethylenetrimethylphosphorane, a powerful reagent for the Wittig olefination of esters, lactones and imides
Tetrahedron Letters, 41(2), 235-237 (2000)
Formation of heterocycles by the Mitsunobu reaction. Stereoselective synthesis of (+)-α-skytanthine
Tetrahedron Letters, 37(14), 2463-2466 (1996)
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