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Merck
CN

752959

Sigma-Aldrich

(Tributylphosphoranylidene)acetonitrile solution

1 M in toluene

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别名:
CMBP solution, Tsunoda reagent, Cyanomethylene)tributylphosphorane
经验公式(希尔记法):
C14H28NP
分子量:
241.35
MDL编号:
UNSPSC代码:
12352001
PubChem化学物质编号:
NACRES:
NA.22

形式

liquid

质量水平

浓度

1 M in toluene

折射率

n/D 1.500 (lit.)
n20/D 1.501

密度

0.886 g/mL at 25 °C

储存温度

2-8°C

SMILES字符串

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

一般描述

(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.

警示用语:

Danger

危险分类

Aquatic Chronic 3 - Asp. Tox. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

靶器官

Central nervous system

WGK

WGK 3

闪点(°F)

44.6 °F

闪点(°C)

7 °C

法规信息

易制毒化学品(3类)
危险化学品

分析证书(COA)

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Application of Tsunoda Reagent to the Convenient Synthesis of Drug-Like Pyrazoles.
Mosallanejad A
Tetrahedron Letters, 59(18), 1708-1710 (2018)
Novel reactivity of stabilized methylenetributylphosphorane: a new Mitsunobu reagent.
Tsunoda T
Tetrahedron Letters, 35(28), 5081-5082 (1994)
Izumi Sakamoto et al.
Chemical & pharmaceutical bulletin, 53(11), 1508-1509 (2005-11-08)
(Cyanomethylene)tributylphosphorane (CMBP), which promoted the alkylation of various nucleophiles (HA) with alcohols (ROH) to give RA (Mitsunobu-type reaction), was prepared in two steps starting from chloroacetonitrile.

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