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(Trimethylsilyl)diazomethane solution_Molecular_structure_CAS_18107-18-1)
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(Trimethylsilyl)diazomethane solution

Catalog No. 362832 Name Sigma Aldrich
CAS Number 18107-18-1 Website http://www.sigmaaldrich.com
M. F. C4H10N2Si Telephone 1-800-521-8956
M. W. 114.2211 Fax
Purity Email
Storage Chembase ID: 130014

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 Pictograms GHS02
GHS Pictograms GHS06
GHS Pictograms GHS08
GHS Pictograms GHS09
GHS Signal Word Danger
GHS Hazard statements H225-H304-H315-H330-H336-H350-H361f-H370-H411
European Hazard Symbols Flammable Flammable (F)
European Hazard Symbols Highly toxic Highly toxic (T+)
European Hazard Symbols Nature polluting Nature polluting (N)
MSDS Link Download
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。

REFERENCES