N,N,N′,N′-Tetramethylethylenediamine N,N,N,N-四甲基乙二胺

CAS 110-18-9 MFCD00008335

化学结构图

110-18-9
SMILES: CN(C)CCN(C)C

化学属性

Mol. FormulaC6H16N2
Mol. Weight116.20
Boiling Point
Refractive index1.4150 to 1.4190
Density0.775
Melting PointNo Data Available
Flash Point10°C
TSCAYes
Solubility与水混溶,可混溶于乙醇、多数有机溶剂。
Stability对光和湿度敏感
Danger-Level甲类
pH-:-
Redox-

别名和识别编码

Chemical NameN,N,N′,N′-Tetramethylethylenediamine
CAS Number110-18-9
Alfabeta NameTETRAMETHYLETHYLENEDIAMINE NNNN-,,,''
MDL NumberMFCD00008335
Synonym N,N,N',N'-Tetramethyldiaminoethane N,N,N',N'-四甲基乙二胺/TMEDA N,N,N,N-TETRAMETHYL-ETHYLENEDIAMINE N,N,N’,N’-Tetramethylethylenediamine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
PubChem Substance ID8037
EC Number203-744-6
Beilstein Registry Number1732991
Reaxys-RN1732991
Merck Number9134
Chemical Name TranslationN,N,N,N-四甲基乙二胺
Wiswesser Line Notation1N1&2N1&1
LabNetwork Molecule IDLN00173973
InChIInChI=1S/C6H16N2/c1-7(2)5-6-8(3)4/h5-6H2,1-4H3
Canonical SMILESCN(C)CCN(C)C
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分类

  • {SNA} Core Bioreagents, Electrophoresis of Glycans, Gel Casting Reagents, General Reagents, Glycan Labeling and Analysis, Glycobiology, Life Science Reagents for DNA/RNA Electrophoresis, Life Science Reagents for Northern and Southern Blotting, Life Science Reagents for Nucleic Acid Purification, Life Science Reagents for Protein Electrophoresis, Life Science Reagents for Western Blotting, Molecular Biology, Post-Translational Modification, Protein Electrophoresis,
  • {SNA} Building Blocks, Chemical Synthesis, Nitrogen Compounds, Organic Building Blocks, Polyamines
  • {SNA} Core Bioreagents,
  • {SNA} Core Bioreagents, Electrophoresis of Glycans, Gel Casting Reagents, General Reagents, Glycan Labeling and Ana

产品应用

  • TEMED 是用于催化过硫酸铵或核黄素形成自由基的叔胺基。自由基将引起丙烯酰胺和 N,N'-亚甲基双丙烯酰胺聚合形成可用于筛分大分子的凝胶基质。

相关文献及参考

  • Bassam, B.J., et al.: BioTechniques, 19, 568 (1995),
  • Merck:9134 Beilstein: 4,IV,1172
  • The
  • The oxidative coupling of terminal acetylenes to diynes, by O2 in the presence of CuCl, is improved by addition
  • Moham, D., et al.: J. Chromatogr., 979, 271 (2002),
  • Used in combination with alkyllithiums in the ortho-metallation of aromatics; see, e.g.: Org. Synth. Coll., 6, 478 (1988); Org. Synth. Coll., 9, 559 (1998). For discussion of the dramatic acceleration of the rate of ortho-lithiation of anisole in the presence of TMEDA, effective also in sub-stoichiometric amounts, see: Tetrahedron Lett., 35, 385 (1994). See also Tetrahedron Lett., 35, 401 (1994), J. Org. Chem., 62, 3024 (1997) for further discussion of the role of TMEDA in ortho-metallation.
  • Widely used complexing agent in lithiation reactions, often giving enhanced reactivity in otherwise difficult metallations: J. Am. Chem. Soc., 92, 4664 (1970). Subsequent work by Collum and others indicated that the situation may be much less straightforward than was previously thought, but the effect of TMEDA is likely to be most pronounced in the absence of strong donor solvents such as THF. For a discussion of the factors involved, see: Acc. Chem. Res., 25, 448 (1992). Under some conditions also, TMEDA itself may undergo lithiation: Organometallics, 13, 5173 (1994).
  • In catalytic amounts, produces up to a 20-fold increase in reaction rate in aqueous Michael additions catalyzed by ytterbium triflate: J. Org. Chem., 71, 352 (2006).
  • Merck 14 ,9134
  • Merck:9134
  • The oxidative coupling of terminal acetylenes to diynes, by O2 in the presence of CuCl, is improved by addition of TMEDA as a complexing agent: J. Org. Chem., 27, 3320 (1962). For example and discussion, see: Org. Synth. Coll., 8, 63 (1993):

安全信息

Warnings 危化品目录(2015) HYGROSCOPIC, FLAMMABLE
GHS Symbol
WGK Germany1
Hazard statements
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H332 Harmful if inhaled 吸入有害
  • H302 Harmful if swallowed 吞食有害
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Hazard Codes 3 F,C
RTECSKV7175000
Precautionary statements
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P233 Keep container tightly closed. ?保持容器密闭。
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P241+P242+P243
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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+P330+P331+P310
  • P303+P361+P353
  • P303+P361+P353+P310+P363
  • P304+P340+P310
  • P305+P351+P338
  • P305+P351+P338+P310
  • P308+P311
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • 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 Danger
UN Number 2372
Risk Statements
  • R11 Highly flammable 非常易燃
  • R20/22 Harmful by inhalation and if swallowed 吸入和不慎吞咽有害
  • R34 Causes burns 会导致灼伤
Safety Statements
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
  • 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;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • 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);
Storage condition 4 Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
Packing GroupII
Hazard Class3
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 268 mg/kg
TOXIC EFFECTS :
   Brain and Coverings - other degenerative changes
   Spinal Cord - other degenerative changes
REFERENCE :
   TOXID9 Toxicologist.  (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway,
   Akron, OH 44311) V.1-    1981-  Volume(issue)/page/year: 15,19,1995

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 1230 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   TOXID9 Toxicologist.  (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway,
   Akron, OH 44311) V.1-    1981-  Volume(issue)/page/year: 15,19,1995

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1318 ppm/4H
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - effect, not otherwise specified
   Behavioral - ataxia
   Behavioral - irritability
REFERENCE :
   TOXID9 Toxicologist.  (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway,
   Akron, OH 44311) V.1-    1981-  Volume(issue)/page/year: 8,249,1988

TYPE OF TEST

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 630 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 28(6),55,1984

{hazard_

Restrict -

其他信息

  • 毒性分级:中毒
  • Hazard Note:Irritant
  • MOL 文件:110-18-9.mol
  • 用途四:用于聚丙烯酰胺凝胶的制备。
  • 检测方法:GC,NMR
  • 上游原料:甲醛 --> 甲酸 --> 乙二胺 --> 多聚甲醛 --> 草酸
  • 灭火剂:干粉、干砂、二氧化碳、泡沫
  • 外观性质:无色透明液体,略有氨的气味。
  • 用途二:是极性非质子溶剂,也用于制备烯基炔化物等有机试剂
  • 存储注意事项:空气敏感;湿度敏感
  • 图谱信息:四甲基乙二胺(110-18-9)核磁图( 1 HNMR) 四甲基乙二胺(110-18-9)红外图谱(IR1) 四甲基乙二胺(110-18-9)质谱(MS) 四甲基乙二胺(110-18-9)核磁图( 13 CNMR)
  • 类别:易燃液体
  • 储运特性
  • 敏感性:Hygroscopic
  • 特性:四甲基乙二胺(110-18-9)是中等活性的发泡催化剂、发泡/平衡性催化剂,用于聚氨酯泡沫塑料,微孔弹性体的催化剂,可用于热模塑软泡、聚氨酯半硬泡及硬泡,促进表皮形成,用作三亚乙基二胺的辅助催化剂和环氧树脂固化催化剂。
  • 下游产品:二甲基二茂铁 --> 二氯[1,1'-双(耳叔丁基膦)二茂铁钯(II) ]PALLADIUM(II) --> 1,1'-双(二叔丁基膦)二茂铁 --> 1,1'-双(二苯基膦)二茂铁 --> 5-氨基-2-甲氧基吡啶-4-羧酸 --> 5-氨基-2-氯吡啶-4-羧酸 --> 4,5-双二苯基膦-9,9-二甲基氧杂蒽 --> 5-(甲基硫代)噻吩-2-羧酸 --> 2-(三氟甲氧基)苯甲酰胺 --> 5-乙基-2-糠醛 --> 5-氨基-2-氟-4-吡啶羧酸 --> N-(4-甲酰基吡啶-3-基)-2,2-二甲基丙酰胺 --> 5-乙酰基-2-噻吩甲醛 --> 2-乙酰-3-甲基苯并[B]噻吩 --> 2,3-二氢苯并呋喃-7-羧酸 --> 3-甲基苯并[B]噻吩-2-羰醛 --> 双(2-二苯基磷苯基)醚 --> 3-甲基苯噻吩 --> 4,6-二甲基二苯并噻吩 --> 2,3-二甲氧基苯硼酸 --> 1,1'-二茂铁二甲醛 --> 1,1'-双(二异丙基膦)二茂铁
  • TCI Shanghai:N,N,N',N'-四甲基乙二胺[用于电泳] N,N,N',N'-Tetramethylethylenediamine [for Electrophoresis],>;98.0%(GC)(T)(110-18-9)
  • 用途三:四甲基乙二胺(110-18-9)主要应用于水处理剂,生化试剂,环氧树脂交联剂,也可以用做季胺类中间体原料。
  • 可燃性危险特性:遇明火、高温、氧化剂易燃; 燃烧产生有毒氮氧化物烟雾
  • 刺激数据:眼睛- 兔子 0.750 毫克
  • Sigma Aldrich:110-18-9(sigmaaldrich)
  • 用途一:用作生化试剂
  • Acros Organics:N,N,N',N'-四甲基乙二胺 N,N,N',N'-Tetramethylethylenediamine, extra pure, 99%(110-18-9)
  • Alfa Aesar:N,N,N',N'-四甲基乙二胺,99% N,N,N',N'-Tetramethylethylenediamine, 99%(110-18-9)
  • 四甲基乙二胺价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 80125336 四甲基乙二胺 100ml 75元 2011/08/23 80125382 四甲基乙二胺 100ml 80元 2011/04/16 T0147 N,N,N',N'-四甲基乙二胺 N,N,N',N'-Tetramethylethylenediamine 25ML 156元
  • F:3-8-10-34

系列性分类