1-(trimethylsilyl)-1H-imidazole

• ChemBase编号: 8470
• 分子式: C6H12N2Si
• 平均质量: 140.25838
• 单一同位素质量: 140.07697493
• SMILES: n1(ccnc1)[Si](C)(C)C
• Canonical SMILES: C[Si](n1cncc1)(C)C
• InChI: InChI=1S/C6H12N2Si/c1-9(2,3)8-5-4-7-6-8/h4-6H,1-3H3
• InChIKey: YKFRUJSEPGHZFJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(trimethylsilyl)-1H-imidazole
• IUPAC传统名: 1-(trimethylsilyl)imidazole
• 别名: N-三甲基硅基咪唑; 1-(三甲基硅基)咪唑; TSIM; N-Trimethylsilylimidazole; 1-(Trimethylsilyl)imidazole; 1-(Trimethylsilyl)imidazole; 1-(Trimethylsilyl)Imidazole; TMSI; N-TRIMETHYLSILYLIMIDAZOLE; n-(trimethylsilyl)imidazole; TMSIM; 1-(Trimethylsilyl)-1H-imidazole; N-(Trimethylsilyl)-1H-imidazole; N-(Trimethylsilyl)imidazol; N-(Trimethylsilyl)imidazole; NSC 139860; Trimethylimidazosilane

登记号

• CAS号: 18156-74-6
• EC号: 242-040-3
• MDL号: MFCD00005280
• Beilstein号: 606148
• PubChem SID: 24864623; 24849355; 24889712; 160971777
• PubChem CID: 28925

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.1262809
• LogD (pH = 7.4): 0.77336043
• Log P: 0.9264
• 摩尔折射率: 36.9638 cm^3
• 极化性: 15.598138 Å^3
• 极化表面积: 17.82 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: -42°C
• 沸点: 212°C; 93-94 °C/14 mmHg(lit.); 93-94°C @ 14mm; 93-94°C/14mm
• 闪点: 18°C(64°F); 42.8 °F; 6 °C; 6.1°C
• 密度: 0.956; 0.956 g/ml; 0.956 g/mL at 25 °C(lit.); 0.957 g/mL at 20 °C
• 折射率: 1.4750; 1.4765; n20/D 1.475(lit.)

安全信息

• 保存条件: 2-8°C, Desiccate
• 保存注意事项: Moisture Sensitive; MOISTURE SENSITIVE, FLAMMABLE
• RTECS编号: NI8700000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 1993; UN1993
• 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
• 澳大利亚Hazchem: 3YE
• 危险公开号: 11-36/37/38; R:11
• 安全公开号: 16-26-33; 16-26-33-37; S:9-16-29
• 欧盟危险货物分类: F1
• 欧盟危险识别号(EUHIN): 3B
• 美国ERG指导号: 128
• TSCA收录: true; 是
• GHS危险品标识: GHS02; GHS07
• GHS警示词: Danger
• GHS危险声明: H225-H315-H319-H335
• GHS警示性声明: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P261-P305 + P351 + P338
• 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 1993 3/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0%; ≥98.0% (T); 96%; 97%
• 级别: for GC derivatization; synthesis grade
• Empirical Formula (Hill Notation): C6H12N2Si

详细说明

MP Biomedicals - 02152172

For preparation of volatile derivatives for gas chromotography analysis.
1 ml = approx. 0.96 g

Sigma Aldrich - 153583

包装
5, 25, 100 mL in glass bottle
Application
用于氨基官能团存在下保护羟基的硅烷化试剂。1

Sigma Aldrich - 92751

Other Notes
高效硅烷化试剂，特别适合用于醇1,2,3、酰基咪唑类的合成4

Sigma Aldrich - 394874

General description
Powerful silylating agent, particularly for alcohols1,2,3; Synthesis of acyl imidazolides4
包装
10×1 mL in ampule
5, 25 mL in glass bottle

Toronto Research Chemicals - T796830

A general silylating agent, particularly for alcohols. An intermediate for the synthesis of imidazole derivatives.

参考文献

• Shin, H. et al.: Chromatographia, 63, 77 (2006)
• Birkemeyer, C. et al.: J. Chrom., 993, 89 (2006)
• Powerful silylating agent (see Appendix 4) for a wide range of functional groups. O-Silylation in the presence of TBAF (0.02 equiv.) occurs under very mild conditions: Tetrahedron Lett., 35, 8409 (1994).