[2-(dimethylamino)ethyl]dimethylamine

• ChemBase编号: 70070
• 分子式: C6H16N2
• 平均质量: 116.20464
• 单一同位素质量: 116.13134852
• SMILES: C(CN(C)C)N(C)C
• Canonical SMILES: CN(CCN(C)C)C
• InChI: InChI=1S/C6H16N2/c1-7(2)5-6-8(3)4/h5-6H2,1-4H3
• InChIKey: KWYHDKDOAIKMQN-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [2-(dimethylamino)ethyl]dimethylamine
• IUPAC传统名: temed
• 别名: 1,2-双(二甲基氨基)乙烷; 四甲基乙二胺; N,N,N',N'-四甲基乙二胺; TEMED ELECTROPHORESIS GRADE; N,N,N′,N′-Tetramethylethylenediamine; 1,2-Bis(dimethylamino)ethane; N,N,N',N'-Tetramethylethane-1,2-diamine; N,N,N',N'-Tetramethylethylenediamine; N1,N1,N2,N2-Tetramethyl-1,2-ethanediamine; N,N,N',N'-Tetramethyl-1,2-ethanediamine; (Dimethylamino)ethyl)dimethylamine; 2,5-Dimethyl-2,5-diazahexane; Dabco TMEDA; Dimethyl[2-(dimethylamino)ethyl]amine; Kaolizer 11; MR; N,N,N',N'-Tetramethyl-1,2-diaminoethane; N,N,N',N'-Tetramethyl-1,2-ethylenediamine; N,N,N',N'-Tetramethyldiaminoethane; Propamine D; TMED; Tetrameen; Toyocat TE; N,N,N',N'-Tetramethylethylenediamine; TEMED; TMEDA; N1,N1,N2,N2-tetramethylethane-1,2-diamine; N,N,N′,N′-Tetramethylethane-1,2-diamine; Tetramethylethylenediamine

登记号

• CAS号: 110-18-9
• EC号: 203-744-6
• MDL号: MFCD00008335
• Beilstein号: 1732991
• PubChem SID: 24865721; 162035795; 24900242; 24900591; 24900026
• PubChem CID: 8037
• CHEBI ID: 32850
• Chemspider ID: 7746
• Gmelin ID: 2707
• 医学主题词(MeSH): N,N,N',N'-tetramethylethylenediamine
• 维基百科标题: Tetramethylethylenediamine

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): -3.377547
• LogD (pH = 7.4): -1.7988784
• Log P: 0.208814
• 摩尔折射率: 38.0072 cm^3
• 极化性: 14.858968 Å^3
• 极化表面积: 6.48 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: soluble10 mg/mL at 20 °C, clear, colorless; Miscible in water
• 外观: Colorless liquid
• 熔点: -55 °C(lit.); -55°C; -55°C; -58.65°C (214.5K)
• 沸点: 120-122 °C; 120-122 °C(lit.); 120-122°C; 120-122°C; 121.05°C (394.2K)
• 闪点: 10°C; 18°C(62°F); 20 °C; 20°C; 68 °F
• 密度: 0.77 g/ml; 0.77 g/ml @ 25°C; 0.775; 0.775 g/mL at 20 °C(lit.); 0.7750; 775 mg mL^-1 (at 20 °C)
• 折射率: 1.4179; 1.4180; n20/D 1.4179(lit.); n20/D 1.418; n20/D 1.419
• pKa: 8.97
• pKb: 5.85
• 气味: Ichtyal, ammoniacal

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: Air & Moisture Sensitive; Highly Flammable/Corrosive/Harmful/Air Sensitive/Moisture Sensitive/Store under Argon; HYGROSCOPIC, FLAMMABLE
• RTECS编号: KV7175000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F); X
• 联合国危险货物编号: 2372; UN2372
• 德国WGK号: 1
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2; II
• 澳大利亚Hazchem: 3WE
• 危险公开号: 11-20/22-34; R:11-20/22; R:11-20/22-34; r11, r20/22, r34
• 安全公开号: 16-26-36/37/39-45; S:16-26-45-36/37/39; s1/2, s16, s26, s36/37/39, s45
• 欧盟危险货物分类: F1
• 欧盟危险识别号(EUHIN): 3B
• 美国ERG指导号: 129
• TSCA收录: false; 是
• 欧盟危险品索引: 612-103-00-3
• GHS危险品标识: GHS corrosion; GHS exclamation mark; GHS flame; GHS02; GHS05; GHS07
• GHS警示词: DANGER; Danger
• NFPA704:
  

  4

  2

  1
• 半数致死量: 268 mg kg^-1 (oral, rat); 5.39 g kg^-1 (dermal, rabbit)
• 爆炸极限: 0.98–9.08%; 9.08 %
• GHS危险声明: 225, 302, 314, 332; H225-H302-H314-H332; H225-H314-H302-H332
• GHS警示性声明: 210, 280, 305+351+338, 310; P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P280-P305 + P351 + P338-P310
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2372 3/PG 2

产品相关信息

• 纯度: ~99%; >99%; ≥98.0% (GC); ≥99% (GC); ≥99.0%; ≥99.0% (GC); ≥99.5%; 95+%; 98%; 99%
• 级别: absolute; ELECTROPHORESIS; for molecular biology; purum; ReagentPlus®
• 适用性: in accordance for electrophoresis test; suitable for electrophoresis
• 杂质: ≤0.02% water; ≤1% water; DNases, none detected; phosphatases, none detected; proteases, none detected; RNases, none detected
• 痕量阳离子: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• 痕量阴离子: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤50 mg/kg
• Foreign Activity: DNase, RNase, protease, none detected
• 提纯方法: redistillation
• 产品线: BioXtra
• 线性分子式: (CH3)2NCH2CH2N(CH3)2

详细说明

MP Biomedicals - 04805615

Electrophoresis Grade
(TEMED)
Purity: >99%
Polymerization accelerator for polyacrylamide gel formation.
Packed in nitrogen purged containers.

MP Biomedicals - 04805613

Electrophoresis Grade
(TEMED)
Purity: >99%
Polymerization accelerator for polyacrylamide gel formation.
Packed in nitrogen purged containers.

MP Biomedicals - 04805614

(TMEDA) Electrophoresis Grade (TEMED) Purity: >99% Polymerization accelerator for polyacrylamide gel formation. Packed in nitrogen purged containers.

MP Biomedicals - 02195516

Purity: 98%
Catalyst for gel formation in polyacrylamide gel electrophoresis.
1 ml = approx. 0.77 g

MP Biomedicals - 02194019

Molecular Biology Reagent
Purity: ~99%
Polyacrylamide gel formation catalyst.
1 ml = approx. 0.77 g

Sigma Aldrich - T9281

Analysis Note
经测试可用作 PAGE 的催化剂。
Application
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。
Caution
在惰性气体下处理和储存，易受空气和水分影响。
包装
25, 50, 100 mL in glass bottle

Sigma Aldrich - T7024

包装
25, 50, 100 mL in glass bottle
Quantity
针对 50mL 丙烯酰胺凝胶溶液，建议用量为 35μL。

Sigma Aldrich - 411019

Application
与 BuLi 一起用于从构象扭曲的苯乙烯衍生物中提取乙烯氢。1
包装
1 L in Sure/Seal™
100 mL in Sure/Seal™

Sigma Aldrich - 87689

Other Notes
TEMED 溶液应避光储存1。

Sigma Aldrich - 87687

Other Notes
制备聚丙烯酰胺凝胶-聚合引发剂1

Sigma Aldrich - 87690

Other Notes
替代致癌的 HMPA 作为添加剂与 THF 中的炔基锂试剂进行反应1

Sigma Aldrich - T22500

包装
1 L in glass bottle
5, 100, 500 mL in glass bottle
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - 30-1220

Suitability
for electrophoresis

Toronto Research Chemicals - T303050

N,N,N',N'-Tetramethylethylenediamine is used as polymerization accelerator in gel electrophoresis, solvent and oxidizing reagent.

参考文献

• Bassam, B.J., et al.: BioTechniques, 19, 568 (1995)
• Moham, D., et al.: J. Chromatogr., 979, 271 (1995)
• 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).
• 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).
• 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.
• 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):