CID 9580360

Base Information

• Chemical Name: CID 9580360
• CAS No.: 18107-18-1
• Molecular Formula: C4H10N2Si
• Molecular Weight: 114.222
• Hs Code.: 29270000
• Mol file: 18107-18-1.mol

Synonyms:SCHEMBL2130

Chemical Property of CID 9580360

Chemical Property:

• Appearance/Colour: clear yellow solution
• Refractive Index: 1.4362
• Boiling Point: 96 °C
• Flash Point: -31 °F
• PSA: 37.39000
• Density: 0.773 g/mL at 25 °C
• LogP: 1.24546
• Storage Temp.: Refrigerator
• Sensitive.: Moisture & Light Sensitive
• Solubility.: Sol most organic solvents; insol H2O.
• Water Solubility.: Immiscible with water. Miscible with organic solvents.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 114.061324862
• Heavy Atom Count: 7
• Complexity: 96.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

(Trimethylsilyl)diazomethane(~0.6MinHexanes) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F+,Xn,N,F,T
• Hazard Codes: F+,Xn,N,F,T,T+
• Statements: 12-19-22-66-67-65-62-51/53-48/20-38-11-23-39/26-26-45
• Safety Statements: 9-16-29-33-36/37-61-62-45-28-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)C=[N+]=[N-]
• Physical properties: bp 96 °C/775 mmHg; nD/25 1.4362.2
• Uses: Reactant for preparation of: &bull Macrolactam analogs of the natural product macrolide (-)-A26771B with improved metabolic stability and antibacterial activity &bull Aigialomycin D analogues as protein kinase inhibitors for cancer treatment &bull Unnatural α-amino acid derivatives containing gem-bisphosphonates via Michael addition reaction &bull Capped 4-methylumbelliferyl hyaluronan disaccharides and tetrasaccharides as potential hyaluronidase substrates &bull Stictamides A-C as matrix metallopeptidase 12 (MMP12) inhibitors with antitumor invasion activity &bull Endothelin converting enzyme (ECE) Inhibitors WS 75624A and WS 75624B via a cross-metathesis approach &bull Ent-kaurene derivatives as anti-inflammatory agents &bull Desmosdumotin C analogs as potent antitumor agents acting via activation of spindle assembly checkpoint &bull Imidazolo[2,1-b]benzothiazole derivatives as potential p53 inhibitors Trimethylsilyldiazomethane is used as one-carbon homologation reagent; stable, safe substitute for diazomethane;participating in the synthesis reactions of insertion reactions;ketenylation reactions;preparation of homoallylic sulfides;pericyclic reactions;[C-N-N] 1,3-dipole for the preparation of azoles. (Trimethylsilyl)diazomethane is used as an analyte in the determination of some phenolic organohalogens in human serum by GC-MS.

Technology Process of CID 9580360

There total 12 articles about CID 9580360 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

(N-nitroso-N-trimethylsilylmethyl)acetamide (59546-83-7) → diazomethyl-trimethyl-silane (18107-18-1)

Guidance literature:

With phenethylamine; under 8 - 10 Torr;

DOI:10.1016/S0022-328X(00)81066-9

Reference yield: 79.0%

diphenyl phosphoryl azide (26386-88-9) + Chloromethyltrimethylsilane (2344-80-1) → diazomethyl-trimethyl-silane (18107-18-1)

Guidance literature:

Chloromethyltrimethylsilane; With magnesium; ethylene dibromide; In diethyl ether; at 40 ℃; for 1h;

diphenyl phosphoryl azide; In diethyl ether; at 0 ℃; for 2h;

DOI:10.1007/s00706-004-0188-4

Reference yield: 78.0%

diphenyl phosphoryl azide (26386-88-9) + (trimethylsilyl)methylmagnesium chloride (13170-43-9) → diazomethyl-trimethyl-silane (18107-18-1)

Guidance literature:

In diethyl ether; for 16h; cooling;

DOI:10.1055/s-2004-834920

upstream raw materials:

Methyl-nitroso-(trimethylsilylmethyl)carbamat

N-trimethylsilylmethyl-N-nitrosourea

(N-nitroso-N-trimethylsilylmethyl)acetamide

diazomethane

Downstream raw materials:

benzyl thiophene-2-acetate

4-phenyl-3-trimethylsilylpyrazole

4-trans-styryl-5-trimethylsilyl-1,2,3-triazole

(E)-5-cyano-4-phenyl-3-trimethylsilyl-2-pyrazoline

Refernces

• 1、 Audubert, Clément,Gamboa Marin, Oscar Javier,Lebel, Hélène. "Batch and Continuous-Flow One-Pot Processes using Amine Diazotization to Produce Silylated Diazo Reagents". supporting information. p. 6294 - 6297. Retrieved 2017/05/19.
• 2、 Paquet, Valerie,Lebel, Helene. "Rhodium-catalyzed synthesis of terminal alkenes". . p. 1901 - 1905. Retrieved 2007/10/03.