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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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100 G
$1,140.00

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100 G
$1,140.00

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

$1,140.00

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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[1]
  • 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[2].
  • 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[3].

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
Tetrabutylammonium cyanide catalyzes the addition of TMSCN to aldehydes and ketones
Cordoba R, et al.
ARKIVOC (Gainesville, FL, United States), 4, 94-99 (2004)
Aliphatic thioacetate deprotection using catalytic tetrabutylammonium cyanide
Holmes B, et al.
Tetrahedron, 61, 12339-12342 (2005)
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
Fabio Galeotti et al.
Journal of chromatography. A, 1284, 141-147 (2013-03-05)
In this study, by using tetrabutylammonium bisulfate as ion-pairing reagent, we were able to separate all the main heparin/heparan sulfate disaccharides generated by the action of heparinases along with the main Hep tetrasaccharide possessing a 3-O-sulfate group on the sulfoglucosamine
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