(Trimethylsilyl)diazomethane solution

• Catalog No.: 362832
• CAS Number: 18107-18-1
• M. F.: C4H10N2Si
• M. W.: 114.2211

SYNONYMS

• Title: 三甲基硅烷化重氮甲烷 溶液
• IUPAC name: (diazomethyl)trimethylsilane
• IUPAC Traditional name: trimethylsilyldiazomethane
• Synonyms: (三甲硅烷)重氮甲烷; (Diazomethyl)trimethylsilane

DATABASE IDS

• Beilstein Number: 1902903
• MDL Number: MFCD00053946
• PubChem SID: 24862335
• CAS Number: 18107-18-1

PROPERTIES

• Concentration: 2.0 M in hexanes
• Linear Formula: (CH3)3SiCHN2
• Target Organ: Lungs
• Density: 0.718 g/mL at 25 °C
• Flash Point: -23 °C
• Flash Point: -9.4 °F
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H304-H315-H330-H336-H350-H361f-H370-H411
• European Hazard Symbols: Flammable (F)
• European Hazard Symbols: Highly toxic (T+)
• European Hazard Symbols: Nature polluting (N)
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• GHS Precautionary statements: P201-P210-P260-P273-P281-P284
• RID/ADR: UN 1992 3/PG 2
• Risk Statements: 45-11-26-38-39/26-51/53-62-65-67
• Safety Statements: 53-28-36/37-45-61-62
• Hazard Class: 3
• UN Number: 1992
• Packing Group: 2
• German water hazard class: 3

DETAILS

Description (English)

Packaging
5, 25, 100, 500 mL in Sure/Seal™
Preparation Note
Preparation of substituted cyclopentenones via [4+1] annulation with vinylketenes.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
Synthetic applications include metathesis and cycloaddition reactions.Regioselective dipolar cycloadditions to give amino acids and azakainoids.

Description (简体中文)

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。