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Key Documents

761060

Sigma-Aldrich

(Tributylphosphoranylidene)acetonitrile

97%

同義詞:

(Cyanomethylene)tributylphosphorane

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About This Item

經驗公式(希爾表示法):
C14H28NP
CAS號碼:
分子量::
241.35
分類程式碼代碼:
12352000
NACRES:
NA.22

化驗

97%

形狀

liquid

折射率

n20/D 1.500 (lit.)

密度

0.921 g/mL at 25 °C

儲存溫度

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 密鑰

OZMLUMPWPFZWTP-UHFFFAOYSA-N

一般說明

(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.

應用

(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.

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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分析證明 (COA)

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存取文件庫

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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