2,2,6,6-tetramethylpiperidine

• ChemBase编号: 22369
• 分子式: C9H19N
• 平均质量: 141.25386
• 单一同位素质量: 141.15174961
• SMILES: CC1(C)NC(C)(C)CCC1
• Canonical SMILES: CC1(C)CCCC(N1)(C)C
• InChI: InChI=1S/C9H19N/c1-8(2)6-5-7-9(3,4)10-8/h10H,5-7H2,1-4H3
• InChIKey: RKMGAJGJIURJSJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,2,6,6-tetramethylpiperidine
• IUPAC传统名: 2,2,6,6-tetramethylpiperidine
• 别名: 2,2,6,6-四甲基哌啶; 2,2,6,6-Tetramethylpiperidine; Norpempidine; 2,2,6,6-Tetramethylpiperidine 99+%; 2,2,6,6-Tetramethylpiperidine; Tetramethylpiperidine; 2,2,6,6-TETRAMETHYL PIPERIDINE

登记号

• CAS号: 768-66-1
• EC号: 212-199-3
• MDL号: MFCD00005985
• Beilstein号: 103296
• PubChem SID: 160985676; 24888966; 24847237
• PubChem CID: 13035
• Chemspider ID: 12493
• 维基百科标题: 2,2,6,6-Tetramethylpiperidine

理论计算性质

• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): -1.1858974
• LogD (pH = 7.4): -0.9358902
• Log P: 2.051791
• 摩尔折射率: 44.9494 cm^3
• 极化性: 18.13941 Å^3
• 极化表面积: 12.03 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: Clear liquid
• 熔点: -59°C; -59°C
• 沸点: 151-152°C; 152 °C(lit.); 152°C; 152-154°C; 155-157°C
• 闪点: 24 °C; 24°C; 34°C(93°F); 75.2 °F
• 密度: 0.83 g/mL; 0.832; 0.832 g/ml; 0.837; 0.837 g/mL at 25 °C(lit.)
• 折射率: 1.4440; 1.4450; n20/D 1.445; n20/D 1.445(lit.)

安全信息

• 保存注意事项: FLAMMABLE; Flammable/Toxic/Irritant
• RTECS编号: TN4220000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F); X; 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1992; UN2733
• 德国WGK号: 2
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 3; III
• 危险公开号: 10-22-34; 10-22-36/37/38; R:10-36/37/38; R10 R22 R36/37/38
• 安全公开号: 26; 26-36/37/39-45; S:9-16-25-26; S16 S26 S37/39
• TSCA收录: false; 是
• GHS危险品标识: GHS02; GHS05; GHS06; GHS07
• GHS警示词: Danger
• GHS危险声明: H226-H301-H315-H319-H335; H314-H318-H226-H302
• GHS警示性声明: P261-P301 + P310-P305 + P351 + P338; P280-P305+P351+P338-P309-P310
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1992 3/PG 3

产品相关信息

• 纯度: ≥97.0% (GC); ≥99%; 97%; 98%; 98+%
• 级别: purum
• Empirical Formula (Hill Notation): C9H19N

详细说明

MP Biomedicals - 05225654

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 115754

Application
它已被用于吡啶-3-甲酰胺的高效邻位脱质子化。1
包装
5, 10, 25 g in glass bottle

Sigma Aldrich - 87900

Other Notes
氨基锂是一种可促进立体选择性烯醇化物形成的碱1,2

参考文献

• Lithiation gives a highly-hindered, non-nucleophilic strong base; see, e.g. Org. Synth. Coll., 6, 571 (1988);9, 426 (1998); Tetrahedron, 50, 3099 (1994). For use in selective isomerization of epoxides to aldehydes, see: J. Chem. Soc., Chem. Commun., 2103 (1994). For a study of the influence of TMEDA and related chelating ligands on the solution structure of the lithiated base, see: J. Org. Chem., 62, 5748 (1997). The Mg derivative, obtained by reaction with n-BuMgCl, is also an effective strong base which has been used in the regioselective ortho-metallation of pyridine carbamates and carboxamides: J. Org. Chem., 60,8414 (1995).