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Merck
CN

79989

四丁基氰化铵

≥80%, crystals, technical grade

别名:

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

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关于此项目

线性分子式:
(CH3CH2CH2CH2)4N(CN)
化学文摘社编号:
分子量:
268.48
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
233-926-0
MDL number:
Beilstein/REAXYS Number:
3598808
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产品名称

四丁基氰化铵, technical, ≥80%

InChI key

KRRBFUJMQBDDPR-UHFFFAOYSA-N

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

SMILES string

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

grade

technical

assay

≥80%

form

crystals

mp

89-92 °C (lit.)

Quality Level

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Application

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.

pictograms

Skull and crossbonesEnvironment

signalword

Danger

Hazard Classifications

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

supp_hazards

存储类别

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


历史批次信息供参考:

分析证书(COA)

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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
Erbo Shi et al.
Organic letters, 14(13), 3384-3387 (2012-06-27)
A metal-free C-H oxidation for the construction of allylic esters has been developed. The use of a commercially available and inexpensive catalyst and oxidant, and readily available starting materials, coupled with the operational simplicity of the reaction, renders the methodology

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