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T8809

四氰乙烯

Name: 四氰乙烯
Brand: ALDRICH

96%

别名:

NSC 24833, TCNE, 四氰基乙烯, 四氰基代乙烯

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关于此项目

线性分子式:

(NC)₂C=C(CN)₂

化学文摘社编号:

670-54-2

分子量:

128.09

UNSPSC Code:

12352117

NACRES:

NA.22

PubChem Substance ID:

24900563

EC Number:

211-578-0

Beilstein/REAXYS Number:

1679885

MDL number:

MFCD00001850

Assay:

96%

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属性

Quality Level

100

assay

96%

reaction suitability

reagent type: oxidant

mp

197-199 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI

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

InChI key

NLDYACGHTUPAQU-UHFFFAOYSA-N

说明

Application

用于聚苯乙炔衍生物的后官能化加成，以改变透氧性

作为以下反应的反应物：

区域选择性[2+2]环加成反应，用于生产BODIPY染料和TCBD衍生物
与炔的热力加成反应
与亲核试剂的一锅法反应，形成芳香族氰基乙烯基化合物
合成四氰乙烯钴薄膜
通过灰霉菌（Botrytis cinerea）进行生物转化

pictograms

GHS06

signalword

Danger

hcodes

H300,H312 + H332

pcodes

P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P312

Hazard Classifications

Acute Tox. 1 Oral - Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation

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

法规信息

危险化学品

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历史批次信息供参考:

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Reactions of tetracyanoethylene with N'-arylbenzamidines: a route to 2-phenyl-3H-imidazo[4,5-b]quinoline-9-carbonitriles.

Styliana I Mirallai et al.

The Journal of organic chemistry, 78(17), 8655-8668 (2013-07-31)

Eight 2-phenyl-3H-imidazo[4,5-b]quinoline-9-carbonitriles 15 are prepared in four steps from N'-arylbenzamidines 11 and tetracyanoethylene (TCNE) in ~70-90% yields. The transformation involves the initial formation of N-aryl-N'-(1,2,2-tricyanovinyl)benzamidines 12 in 87-99% yields, which in MeCN undergo a 5-exodig cyclization to give the 2-[1-aryl-5-imino-2-phenyl-1H-imidazol-4(5H)-ylidene]malononitriles

Photoinduced rearrangements of 3,3'-bis(arylbenzofurans).

Mathieu Auzias et al.

Organic letters, 13(3), 474-477 (2010-12-22)

Complex tetracyclic ring systems were assembled by a photoinduced rearrangement of 3,3'-bis(arylbenzofurans). Irradiation of 1 under N(2) atmosphere yielded the benzonaphthofurans 2 in 75-90% yield. When the reaction was conducted under an O(2) atmosphere in the presence of tetracyanoethylene (TCNE)

Synthesis, spectroscopic and thermal investigations of solid charge-transfer complexes of 1,4,7-trimethyl-1,4,7-triazacyclononane and the acceptors iodine, TCNE, TCNQ and chloranil.

Siham Y Alqaradawi et al.

Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 71(4), 1594-1598 (2008-08-12)

The solid charge-transfer complexes formed in the reaction of the electron donor 1,4,7-trimethyl-1,4,7-triazacyclononane (TMTACN) with the acceptors iodine, tetracyanoethylene (TCNE) and 7,7,8,8-tetracyanoquinodimethane (TCNQ) have been isolated. These were characterized through electronic and infrared spectra as well as thermal and elemental

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全球贸易项目编号

货号	GTIN
T8809-5G	04061837379727
T8809-25G	04061835559879