[(dimethylamino)methyl]dimethylamine

• ChemBase编号: 111441
• 分子式: C5H14N2
• 平均质量: 102.17806
• 单一同位素质量: 102.11569846
• SMILES: CN(C)CN(C)C
• Canonical SMILES: CN(CN(C)C)C
• InChI: InChI=1S/C5H14N2/c1-6(2)5-7(3)4/h5H2,1-4H3
• InChIKey: VGIVLIHKENZQHQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [(dimethylamino)methyl]dimethylamine
• IUPAC传统名: [(dimethylamino)methyl]dimethylamine
• 别名: 双(二甲氨基)甲烷; 四甲基甲烷二胺; N,N,N′,N′-四甲基甲二胺; N,N,N',N'-四甲基亚甲二胺; N,N,N′,N′-Tetramethylmethanediamine; Bis(dimethylamino)methane; N,N,N′,N′-Tetramethyldiaminomethane; bis(DIMETHYLAMINO METHANE); N,N,N'N'-Tetramethyldiaminomethane; N,N,N',N'-Tetramethylmethylenediamine; N,N,N',N'-tetramethylmethanediamine

登记号

• CAS号: 51-80-9
• EC号: 200-124-7
• MDL号: MFCD00008328
• Beilstein号: 1731946
• PubChem SID: 24900015; 162096616; 24848864
• PubChem CID: 5829

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): -1.8240026
• LogD (pH = 7.4): -0.10955587
• Log P: 0.31891492
• 摩尔折射率: 32.8167 cm^3
• 极化性: 13.012255 Å^3
• 极化表面积: 6.48 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: -55°C
• 沸点: 83-85°C; 85 °C(lit.); 85°C
• 闪点: -11 °C; 12.2 °F; -12°C(10°F)
• 密度: 0.749; 0.749 g/mL at 25 °C(lit.)
• 折射率: 1.4010; n20/D 1.401; n20/D 1.401(lit.)

安全信息

• RTECS编号: PA6700000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F)
• 联合国危险货物编号: 2733; UN2733
• 德国WGK号: 3
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 11-34; R:11
• 安全公开号: 16-26-36/37/39-45; 20-26-36/37/39-45-60; S:9-16-29
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05
• GHS警示词: Danger
• GHS危险声明: H225-H314; H225-H314-H318
• GHS警示性声明: 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 2733 3/PG 2

产品相关信息

• 纯度: ≥97.0% (GC); 99%
• 级别: purum
• 杂质: ≤2% water
• 线性分子式: (CH3)2NCH2N(CH3)2

详细说明

MP Biomedicals - 05219187

MP Biomedicals Rare Chemical collection

Sigma Aldrich - T21407

包装
25, 100 g in glass bottle

Sigma Aldrich - 14790

Other Notes
用于 Mannich 反应1,2,3

参考文献

• Has been used as a convenient source of the Mannich intermediate: J. Org. Chem., 33, 1719 (1968). For an example (dimethylaminomethyleneation of ferrocene), see: Org. Synth. Coll., 5, 434 (1973). Reaction with o-hydroxy ɑ-aryl acetophenones leads directly to isoflavanones: Synth. Commun., 29, 3895 (1999):
  
• Caution! Theproduct of double lithiation has been reported to explode on drying: Org. Process Res. Dev., 7, 1029 (2003).