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Merck
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79989

Sigma-Aldrich

四丁基氰化铵

technical, ≥80%

别名:

N,N,N-tributyl-1-butanaminium cyanide

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About This Item

线性分子式:
(CH3CH2CH2CH2)4N(CN)
CAS号:
10442-39-4
分子量:
268.48
Beilstein:
3598808
EC 号:
233-926-0
MDL编号:
MFCD00043221
UNSPSC代码:
12352116
PubChem化学物质编号:
329768102
NACRES:
NA.22

等级

technical

质量水平

100

方案

≥80%

表单

crystals

mp

89-92 °C (lit.)

SMILES字符串

[C-]#N.CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/C16H36N.CN/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-2/h5-16H2,1-4H3;/q+1;-1

InChI key

KRRBFUJMQBDDPR-UHFFFAOYSA-N

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应用

氰化四丁基胺可用作催化剂：
  • 在质子溶剂存在下，用于脱保护脂肪族硫醋酸酯，以合成自由硫基
  • 在三甲基氰硅烷（TMSCN）存在下，用于羰基化合物的O-TMS 氰硅化反应，以合成氰丙烷三甲基硅醚.
  • 在乙腈的存在下，通过对β-内酰胺键裂合成γ内酰胺，进而实现β-内酰胺的环扩展.

象形图

Skull and crossbonesEnvironment
GHS06,GHS09

警示用语：

Danger

危险分类

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1

补充剂危害

EUH032

储存分类代码

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCH7242
BCCC8121
BCBV9472
BCBQ1975V
BCBP5901V

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Benito Alcaide et al.
Organic letters, 7(18), 3981-3984 (2005-08-27)
Tetrabutylammonium cyanide (20 mol %) catalyzes ring expansion of 4-(arylimino)methylazetidin-2-ones 2 to 5-aryliminopyrrolidin-2-ones 3 through a novel N1-C4 bond cleavage of the beta-lactam nucleus. New, efficient one-pot protocols to enantiopure succinimide derivatives 3 and 4 from beta-lactam aldehydes 1 have
Aliphatic thioacetate deprotection using catalytic tetrabutylammonium cyanide
Holmes B, et al.
Tetrahedron, 61, 12339-12342 (2005)
Tetrabutylammonium cyanide catalyzes the addition of TMSCN to aldehydes and ketones
Cordoba R, et al.
ARKIVOC (Gainesville, FL, United States), 4, 94-99 (2004)
Matt Petrowsky et al.
The journal of physical chemistry. B, 116(33), 10098-10105 (2012-07-31)
Onsager's model of the dielectric constant is used to provide a molecular-level picture of how the dielectric constant affects mass and charge transport in organic liquids and organic liquid electrolytes. Specifically, the molecular and system parameters governing transport are the
A J Chinchalikar et al.
The European physical journal. E, Soft matter, 35(7), 55-55 (2012-07-06)
Clouding is studied by small-angle neutron scattering (SANS) on a charged micellar system of sodium dodecyl sulphate (SDS) and tetrabutylammonium bromide (TBAB) with varying temperature and salt NaCl. We show that the clouding occurs as a result of increase in
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