761060
(Tributylphosphoranylidene)acetonitrile
97%
别名:
(Cyanomethylene)tributylphosphorane
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关于此项目
经验公式（希尔记法）:
C14H28NP
化学文摘社编号:
分子量:
241.35
MDL number:
UNSPSC Code:
12352000
NACRES:
NA.22
产品名称
(Tributylphosphoranylidene)acetonitrile, 97%
SMILES string
[P](=CC#N)(CCCC)(CCCC)CCCC
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
assay
97%
form
liquid
refractive index
n20/D 1.500 (lit.)
density
0.921 g/mL at 25 °C
storage temp.
2-8°C
Quality Level
Application
(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 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.
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Formation of heterocycles by the Mitsunobu reaction. Stereoselective synthesis of (+)-α-skytanthine
Tsunoda T, et al.
Tetrahedron Letters, 37(14), 2463-2466 (1996)
(Tributylphosphoranylidene) acetonitrile
Wyatt, Peter B
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Cyanomethylenetrimethylphosphorane, a powerful reagent for the Wittig olefination of esters, lactones and imides
Tsunoda T, et al.
Tetrahedron Letters, 41(2), 235-237 (2000)
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