(diazomethyl)trimethylsilane

• ChemBase编号: 130014
• 分子式: C4H10N2Si
• 平均质量: 114.2211
• 单一同位素质量: 114.06132486
• SMILES: C[Si](C)(C)C=[N+]=[N-]
• Canonical SMILES: C[Si](C=[N+]=[N-])(C)C
• InChI: InChI=1S/C4H10N2Si/c1-7(2,3)4-6-5/h4H,1-3H3
• InChIKey: ONDSBJMLAHVLMI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (diazomethyl)trimethylsilane
• IUPAC传统名: trimethylsilyldiazomethane
• 别名: (三甲硅烷)重氮甲烷, 2M 正己烷溶液; (三甲硅烷)重氮甲烷; 三甲基硅烷化重氮甲烷 溶液; (Trimethylsilyl)diazomethane, 2M in hexanes; Trimethylsilyldiazomethane; Diazo(trimethylsilyl)methane; Trimethylsilyldiazomethane; (Diazomethyl)trimethylsilane; (Trimethylsilyl)diazomethane solution

登记号

• CAS号: 18107-18-1
• MDL号: MFCD00053946
• Beilstein号: 1902903
• PubChem SID: 24874613; 162224300; 24862335; 24889702
• PubChem CID: 167693
• Chemspider ID: 146699
• 医学主题词(MeSH): Trimethylsilyldiazomethane
• 维基百科标题: Trimethylsilyldiazomethane

理论计算性质

• Acid pKa: 9.643465
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.25019383
• LogD (pH = 7.4): 0.24987915
• Log P: 0.25019786
• 摩尔折射率: 25.2227 cm^3
• 极化性: 12.320663 Å^3
• 极化表面积: 17.07 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

• 外观: greenish-yellow liquid
• 闪点: -14.8 °F; -23 °C; -23°C(-10°F); -26 °C; -31 °F; -35 °C; -9.4 °F
• 密度: 0.718; 0.718 g/mL at 25 °C; 0.773 g/mL at 25 °C

安全信息

• 欧盟危险性物质标志: 易燃性(Flammable) (F); 环境危害性(Nature polluting) (N); 有毒(Toxic) (T); 剧毒(Highly toxic) (T+); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1992; UN1992
• 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): 1; 2; I
• 危险公开号: 45-11-19-22-26-39/26-66-67; 45-11-26-38-39/26-51/53-62-65-67; 62-11-23-36/38-48/20-51/53-65
• 安全公开号: 4-9-16-20-23-26-33-36/37/39-45-57-60; 53-16-28-36/37-45; 53-28-36/37-45-61-62
• TSCA收录: 否
• GHS危险品标识: GHS02; GHS06; GHS08; GHS09
• GHS警示词: Danger
• GHS危险声明: H225-H302-H330-H336-H350-H370; H225-H304-H315-H330-H336-H350-H361f-H370-H411; H225-H330-H315-H319-H304-H361-H373-H411-H401
• GHS警示性声明: P201-P210-P260-P273-P281-P284; P201-P210-P260-P284-P310; P210-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501A
• 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 1; UN 1992 3/PG 2
• 欧盟补充危害声明: May form explosive peroxides., Repeated exposure may cause skin dryness or cracking.
• 保存温度: 2-8°C

药理学性质

• 作用器官: Lungs

产品相关信息

• 浓度: ~2 M in hexane; 2.0 M in diethyl ether; 2.0 M in hexanes; 2M in hexanes
• 级别: technical
• 线性分子式: (CH3)3SiCHN2

详细说明

Sigma Aldrich - 527254

包装
5, 25, 100 mL in Sure/Seal™
Application
Reactant for preparation of:
• Macrolactam analogs of the natural product macrolide (-)-A26771B with improved metabolic stability and antibacterial activity1
• Aigialomycin D analogues as protein kinase inhibitors for cancer treatment2
• Unnatural α-amino acid derivatives containing gem-bisphosphonates via Michael addition reaction3
• Capped 4-methylumbelliferyl hyaluronan disaccharides and tetrasaccharides as potential hyaluronidase substrates4
• Stictamides A-C as matrix metallopeptidase 12 (MMP12) inhibitors with antitumor invasion activity5
• Endothelin converting enzyme (ECE) Inhibitors WS 75624A and WS 75624B via a cross-metathesis approach6
• Ent-kaurene derivatives as anti-inflammatory agents7
• Desmosdumotin C analogs as potent antitumor agents acting via activation of spindle assembly checkpoint8
• Imidazolo[2,1-b]benzothiazole derivatives as potential p53 inhibitors9

Sigma Aldrich - 362832

包装
5, 25, 100, 500 mL in Sure/Seal™
Preparation Note
通过与乙烯基乙烯酮类化合物发生 [4+1] 成环反应制备取代环戊烯酮。10
Application
Reactant for preparation of:
• Macrolactam analogs of the natural product macrolide (-)-A26771B with improved metabolic stability and antibacterial activity1
• Aigialomycin D analogues as protein kinase inhibitors for cancer treatment2
• Unnatural α-amino acid derivatives containing gem-bisphosphonates via Michael addition reaction3
• Capped 4-methylumbelliferyl hyaluronan disaccharides and tetrasaccharides as potential hyaluronidase substrates4
• Stictamides A-C as matrix metallopeptidase 12 (MMP12) inhibitors with antitumor invasion activity5
• Endothelin converting enzyme (ECE) Inhibitors WS 75624A and WS 75624B via a cross-metathesis approach6
• Ent-kaurene derivatives as anti-inflammatory agents7
• Desmosdumotin C analogs as potent antitumor agents acting via activation of spindle assembly checkpoint8
• Imidazolo[2,1-b]benzothiazole derivatives as potential p53 inhibitors9
合成用途，包括复分解和环加成反应。 区域选择性偶极环加成反应生成氨基酸和 azakainoid。

Sigma Aldrich - 92738

Application
Reactant for preparation of:
• Macrolactam analogs of the natural product macrolide (-)-A26771B with improved metabolic stability and antibacterial activity1
• Aigialomycin D analogues as protein kinase inhibitors for cancer treatment2
• Unnatural α-amino acid derivatives containing gem-bisphosphonates via Michael addition reaction3
• Capped 4-methylumbelliferyl hyaluronan disaccharides and tetrasaccharides as potential hyaluronidase substrates4
• Stictamides A-C as matrix metallopeptidase 12 (MMP12) inhibitors with antitumor invasion activity5
• Endothelin converting enzyme (ECE) Inhibitors WS 75624A and WS 75624B via a cross-metathesis approach6
• Ent-kaurene derivatives as anti-inflammatory agents7
• Desmosdumotin C analogs as potent antitumor agents acting via activation of spindle assembly checkpoint8
• Imidazolo[2,1-b]benzothiazole derivatives as potential p53 inhibitors9