Tetracyanoethylene 四氰基乙烯

CAS 670-54-2 MFCD00001850

化学结构图

670-54-2
SMILES: N#CC(C#N)=C(C#N)C#N

化学属性

Mol. Formula(CN)2C=C(CN)2
Mol. Weight128
Melting Point196-201
Density1.348
TSCAYes
Boiling Point223
SolubilitySoluble in methanol, benzene, toluene, water (hydrolyses to form HCN), and ether (slightly).,
Flash Point223°C
Stability对光和湿度敏感

别名和识别编码

Chemical NameTetracyanoethylene
Synonym 1,1,2,2-Ethylenetetracarbonitrile 1,1,2,2-Tetracyanoethene 1,1,2,2-Tetracyanoethylene Ethene tetracarbonitrile Ethene, tetracyano- Ethenetetracarbonitrile Ethentetracarbonitril Ethylenetetracarbonitrile; Percyanoethylene; TCNE Ethylentetracarbonitril NSC 24833 TCNE 四氰基乙烯 四氰基代乙烯 Percyanethylen TCNE TCNE cpd Tetracyanoethylene Tetracyanoäthylen Tetracyanoαthylen(ausLOsung) Tetracyanäthylen delta(sup 2,2')-Bimalononitrile tetracyanoethylene Δ2,2'-Bimalononitrile 四氰乙烯 四氰基乙烯
CAS Number670-54-2
PubChem Substance ID12635
EC Number211-578-0
Beilstein Registry Number1679885
MDL NumberMFCD00001850
Merck Number9195
Chemical Name Translation四氰基乙烯
Reaxys-RN506867
Wiswesser Line NotationNCYCN&UYCN&CN
LabNetwork Molecule IDLN00199439
InChIInChI=1S/C6N4/c7-1-5(2-8)6(3-9)4-10
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分类

  • {SNA} Chemical Syn
  • {SNA} Chemical Synthesis, Derivatization Reagents, Derivatization Reagents TLC, Dienes, Hole Injection Layer (HIL) Materials, Hole Transport (HT) & Hole Injection Layer (HIL) Materials, OLED and PLED Materials, Organic and Printed Electronics, Other Oxidizing Agents, Oxidizing Agents, Synthetic Reagents, TLC Reagents, S-Z, TLC Visualization (Staining) Reagents (alphabetic sort), TLC Visualization (Staining) Reagents (by application), 分析/色谱, 分析试剂, 材料科学
  • Analytical Reagents, Analytical/Chromatography, Chemical Synthesis, Derivatization Reagents, Derivatization Reagents TLC, Dienes,

产品应用

  • Used for postfunctional addition to polyphenylacetylene derivatives to change the oxygen permeability.
  • Reactant for:
  • Regioselective [2+2] cycloaddition reaction for production of BODIPY dyes and TCBD derivatives
  • Thermal addition reaction with alkynes
  • One-pot reactions with nucleophilic reagents forming aromatic cyanovinyl compounds
  • Synthesis of cobalt tetracyanoethylene films
  • Biotransformation by Botrytis cinerea

相关文献及参考

  • 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).
  • Short: II/25D
  • Merck: 14,9195
  • 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).
  • 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).
  • Merck: 14,9195 Beilstein:2(4)2450

安全信息

GHS Symbol
WGK Germany3
Hazard statements
  • H300 Fatal if swallowed 吞食致命
  • H300+H310
  • H310 Fatal in contact with skin 皮肤接触致命
  • H312 Harmful in contact with skin 皮肤接触有害
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H332 Harmful if inhaled 吸入有害
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Hazard Codes T+
RTECSKM7300000
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛,皮肤或衣服。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P310
  • P301+P310+P330
  • P302+P350
  • P302+P352
  • P302+P352+P310+P361+P364
  • P302+P352+P312
  • P304+P312
  • P304+P340
  • P304+P340+P312
  • P305+P351+P338
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P322 Specific measures (see …on this label). 具体治疗(见本标签上的)。
  • P330 Rinse mouth. 漱口
  • P332+P313
  • P337+P313
  • P361 Remove/Take off immediately all contaminated clothing. 立即去除/脱掉所有被污染的衣服。
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S1 Keep locked up 上锁;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S28 After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 皮肤接触后,立即用大量…(由生产厂家指定)冲洗;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S20 When using do not eat or drink 使用时,不得进食,饮水;
  • S27/28
Packing GroupI
UN Number 3439 UN 2811 6.1/PG 1
Risk Statements
  • R20/21 Harmful by inhalation and in contact with skin 吸入及与皮肤接触有害
  • R28 Very toxic if swallowed 吞咽极毒
  • R23/24 Toxic by inhalation and in contact with skin 吸入及皮肤接触都有毒
Storage condition Moisture Sensitive 储存温度2-8℃; 充氩保存 2-8°C
Hazard Class6.1
Warnings 危化品目录(2015)
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 30 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   TPKVAL Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv.
   Toxicology of New Industrial Chemical Substances.  For English translation,
   see TNICS*.  (Izdatel'stvo Meditsina, Moscow, USSR)  No.1-    1961-
   Volume(issue)/page/year: 7,180,1965

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 4500 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems
   Laboratory, NIOSH Exchange Chemicals.  (Aberdeen Proving Ground, MD 21010)
   Volume(issue)/page/year: NX#01707

Restrict 危险品

其他信息

  • 毒性分级:剧毒
  • Sigma Aldrich:670-54-2(sigmaaldrich)
  • 可燃性危险特性:明火可燃;水解;燃烧释放有毒氮氧化物烟雾
  • Alfa Aesar:四氰基乙烯,98% Tetracyanoethylene, 98%(670-54-2)
  • 外观性质:无色结晶,120℃ 以上升华。
  • Acros Organics:四氰乙烯 Tetracyanoethylene, 98%(670-54-2)
  • 灭火剂:干石粉、二氧化碳、干砂。忌用水和泡沫。
  • 海关编码:29269095
  • TCI Shanghai:四氰乙烯 Tetracyanoethylene,>;98.0%(N)(670-54-2)
  • 急性毒性:口服-小鼠 LD50: 30 毫克/公斤
  • 四氰基乙烯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 T0077 四氰乙烯 Tetracyanoethylene 5G 603元 2014/06/02 T0077 四氰乙烯 Tetracyanoethylene 25G 1650元 2010/06/21 138050100 四氰基乙烯 Tetracyanoethylene 98% 10 GR 1387元
  • 储运特性:库房通风低温干燥; 与氧化剂、食品添加剂、酸类分开存放
  • 易水解,形成氢氰酸(HCN)。微溶于醚、苯和四氯化碳。
  • MOL 文件:670-54-2.mol
  • 图谱信息:四氰基乙烯(670-54-2)红外图谱(IR2) 四氰基乙烯(670-54-2)红外图谱(IR1) 四氰基乙烯(670-54-2)质谱(MS)
  • 敏感性:Moisture Sensitive
  • MSDS 信息:四氰基代乙烯(670-54-2).msds
  • 类别:有毒物品

系列性分类


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