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Merck
CN

T8809

四氰乙烯

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:
分子量:
128.09
UNSPSC Code:
12352117
NACRES:
NA.22
PubChem Substance ID:
EC Number:
211-578-0
Beilstein/REAXYS Number:
1679885
MDL number:
Assay:
96%
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InChI key

NLDYACGHTUPAQU-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

96%

reaction suitability

reagent type: oxidant

mp

197-199 °C (lit.)

storage temp.

2-8°C

Quality Level

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

Skull and crossbones

signalword

Danger

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
此项目有

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Gerasimos S Armatas et al.
Journal of the American Chemical Society, 130(34), 11430-11436 (2008-08-06)
We report the surfactant-directed assembly of mesoporous metal/germanium-based semiconducting materials from coupling of anionic (Ge 9) (4-) clusters with various linking metal ions. The resulting materials feature a metal/Ge 9 framework perforated by regular arrays of mesoporous channels. The permanent
Milan Kivala et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(25), 7638-7647 (2008-07-22)
A series of monomeric and oligomeric donor-substituted 1,1,4,4-tetracyanobuta-1,3-dienes (TCBDs) with various topologies have been synthesized by means of thermal [2+2] cycloaddition between tetracyanoethylene (TCNE) and donor-substituted alkynes, followed by retro-electrocyclization. One-electron-reduced and -oxidized stages of the donor-substituted TCBDs were generated
Matthew Mudge et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 15(17), 3776-3781 (2014-09-13)
The crystal structure of pentamethylbenzene has been obtained for the first time with the use of synchrotron radiation, whilst the low-energy spectrum of lattice dynamics, dominated by the methyl group torsions, was obtained using inelastic neutron scattering. The effect of
Tsuyoshi Michinobu
Journal of the American Chemical Society, 130(43), 14074-14075 (2008-10-07)
A quantitative addition reaction between aromatic amino-substituted alkynes and tetracyanoethylene (TCNE), yielding donor-substituted tetracyanobutadiene chromophores, was for the first time employed as a click-type reaction to improve the thermal and optoelectronic properties of aromatic polyamines. The first reduction potentials or
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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