358711
氰化四乙基铵
94%, powder
别名:
N,N,N-triethyl-ethanaminium cyanide
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关于此项目
线性分子式:
(C2H5)4N(CN)
化学文摘社编号:
分子量:
156.27
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
236-566-2
MDL number:
Beilstein/REAXYS Number:
3570222
产品名称
氰化四乙基铵, 94%
InChI key
PCZOZSATUTWXIC-UHFFFAOYSA-N
InChI
1S/C8H20N.CN/c1-5-9(6-2,7-3)8-4;1-2/h5-8H2,1-4H3;/q+1;-1
SMILES string
[C-]#N.CC[N+](CC)(CC)CC
assay
94%
form
powder
mp
250 °C (dec.) (lit.)
Quality Level
Application
氰化四乙基铵可用于：
- 在三氟甲基磺酸钪(III)的催化下，作为氰基与烯酮（查尔酮）的1,4-加成反应以生成β腈酮的氰化物来源。
- 与偶氮二甲酸二乙酯(DEAD)一起在吲哚和吲唑等杂环系统中进行区域选择性C-或N-乙氧基羰基化反应。
- 通过2-溴甲基-7,4′-二甲氧基异黄酮合成C-C桥双异黄酮。
氰化四乙基铵是一种多用途试剂，常被用作氰化反应的氰化物源。它还被用于制备各种氰基金属配合物。
signalword
Danger
hcodes
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
Tetraethylammonium Cyanide.
e-EROS Encyclopedia of Reagents for Organic Synthesis (2009)
Synthesis of C- C-bridged bis-isoflavones
Al-Maharik NI, et al.
The Journal of Organic Chemistry, 65(8), 2305-2308 (2000)
Regioselective ethoxy-carbonylation of indoles and indazoles using DEAD and tetraethylammonium cyanide
Ramesh S, et al.
Royal Society of Chemistry Advances, 3(23), 8666-8669 (2013)
Nucleophilic aromatic substitution of hydrogen: a novel electrochemical approach to the cyanation of nitroarenes.
Gallardo I, et al.
Chemistry?A European Journal , 7(8), 1759-1765 (2001)
Samikannu Ramesh et al.
Acta chimica Slovenica, 60(3), 689-694 (2013-10-31)
A novel and practical method has been developed for the synthesis of β-cyanoketones using tetraethylammonium cyanide (Et4NCN, TEACN) / Sc(III) triflate and chalcones without the liberation of toxic HCN gas. Availability, safety, easy handling of the reagents, mild conditions of
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