CAS 670-54-2|Tetracyanoethylene|2,3-Dicyanobut-2-ene-1,4-dinitrile|Ethene-1,1,2,2-tetracarbonitrile|eth-1-ene-1,1,2,2-tetracarbonitrile|tetracyanoethylene|TETRACYANOETHYLENE|四氰基代乙烯|四氰乙烯|Pe...

基本信息

化学结构

分子式

C₆N₄

分子量

128.091

精确质量

128.01229602

电荷

InChI

InChI=1S/C6N4/c7-1-5(2-8)6(3-9)4-10

InChIKey

NLDYACGHTUPAQU-UHFFFAOYSA-N

Canonic Smiles

N#CC(=C(C#N)C#N)C#N

Isomeric Smiles

N#CC(=C(C#N)C#N)C#N

计算属性

JChem

质子受体

质子供体

LogD (pH = 5.5)

0.03203398

LogD (pH = 7.4)

0.03203398

Log P

0.03203398

摩尔折射率

32.6728

极化性

11.009124

极化表面积

95.16

可自由旋转的化学键

里宾斯基五规则

true

数据来源

名称和标识

别名

Tetracyanoethylene2,3-Dicyanobut-2-ene-1,4-dinitrileEthene-1,1,2,2-tetracarbonitrileEthylenetetracarbonitrile四氰基乙烯TETRACYANOETHYLENEPercyanoethyleneTetracyanoethylene四氰基代乙烯TCNENSC 24833四氰乙烯eth-1-ene-1,1,2,2-tetracarbonitrile四氰基乙烯

IUPAC标准名

eth-1-ene-1,1,2,2-tetracarbonitrile

IUPAC传统名

tetracyanoethylene

名称和标识

数据登录号

EC号

MDL号

Beilstein号

CAS号

PubChem SID

2490056316204437324888858

PubChem CID

Chemspider ID

维基百科标题

默克索引号

数据登录号

化合物性质

分子相关蛋白质

暂无数据

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分子图谱

暂无数据

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描述信息

MP Biomedicals

05219182

MP Biomedicals Rare Chemical collection

Wikipedia

Tetracyanoethylene

Sigma Aldrich

T8809

包装
5, 25 g in glass bottle
Application
Used for postfunctional addition to polyphenylacetylene derivatives to change the oxygen permeability1Reactant for:
• Regioselective [2+2] cycloaddition reaction for production of BODIPY dyes2 and TCBD derivatives3
• Thermal addition reaction with alkynes4
• One-pot reactions with nucleophilic reagents forming aromatic cyanovinyl compounds5
• Synthesis of cobalt tetracyanoethylene films6
• Biotransformation by Botrytis cinerea7

87120

Other Notes
用于环加成反应的强效亲二烯体?，综述8,9
Application
Used for postfunctional addition to polyphenylacetylene derivatives to change the oxygen permeability1Reactant for:
• Regioselective [2+2] cycloaddition reaction for production of BODIPY dyes2 and TCBD derivatives3
• Thermal addition reaction with alkynes4
• One-pot reactions with nucleophilic reagents forming aromatic cyanovinyl compounds5
• Synthesis of cobalt tetracyanoethylene films6
• Biotransformation by Botrytis cinerea7

描述信息

参考文献

PubChem文献

数据源提供

• π-Acid catalyst, compare DDQ (2,3-Dichloro-5,6-dicyanobenzoquinone, A11879) for the rearrangement of epoxides to ketones, formation of acetonides (1,3-dioxolanes) by reaction of epoxides with acetone: Chem. Lett., 17 (1993), formation of epoxides with hydrogen peroxide: Chem. Pharm. Bull., 43, 686 (1995), and for stereospecific alcoholysis of epoxides under mild conditions: Synlett, 847 (1993). In the presence of pyridine, carboxylic acids are converted to anhydrides: Tetrahedron Lett., 26, 1503 (1985). In an alcohol as solvent, catalyzes esterification and transesterification reactions: Chem. Lett., 55 (1997).

• Also catalyzes the carbon-carbon bond formation reactions of aldehydes, ketones and acetals with silylated nucleophiles including Trimethylsilyl cyanide, A19598, allyltrimethylsilane, silyl enol ethers and triethylsilane: J. Chem. Soc., Perkin 1, 2155 (1995).

• Versatile reagent and reactive dienophile. Reviews: Miscellaneous chemistry: Chem. Rev., 67, 611 (1967); Synthesis, 249 (1986); Addition and cycloaddition reactions: Synthesis, 749 (1987); Organometallic chemistry: Synthesis, 959 (1987).

参考文献

生物活性

PubChem BioAssay

生物活性