362832
(Trimethylsilyl)diazomethane solution
2.0 M in hexanes
Synonym(s):
(Diazomethyl)trimethylsilane
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About This Item
Linear Formula:
(CH3)3SiCHN2
CAS Number:
Molecular Weight:
114.22
UNSPSC Code:
12352302
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1902903
Form:
liquid
form
liquid
concentration
2.0 M in hexanes
density
0.718 g/mL at 25 °C
SMILES string
C[Si](C)(C)C=[N+]=[N-]
InChI
1S/C4H10N2Si/c1-7(2,3)4-6-5/h4H,1-3H3
InChI key
ONDSBJMLAHVLMI-UHFFFAOYSA-N
General description
(Trimethylsilyl)diazomethane, a methylating agent, is generally used for the methylation of carboxylic acids. It is also used as a derivatization agent for the analysis of carboxylic acids and polyphenols by the GC-MS method.
Application
Synthetic applications include metathesis and cycloaddition reactions.
Regioselective dipolar cycloadditions to give amino acids and azakainoids.
Regioselective dipolar cycloadditions to give amino acids and azakainoids.
Reactant for preparation of:
- Macrolactam analogs of the natural product macrolide (-)-A26771B with improved metabolic stability and antibacterial activity
- Aigialomycin D analogues as protein kinase inhibitors for cancer treatment
- Unnatural α-amino acid derivatives containing gem-bisphosphonates via Michael addition reaction
- Capped 4-methylumbelliferyl hyaluronan disaccharides and tetrasaccharides as potential hyaluronidase substrates
- Stictamides A-C as matrix metallopeptidase 12 (MMP12) inhibitors with antitumor invasion activity
- Endothelin converting enzyme (ECE) Inhibitors WS 75624A and WS 75624B via a cross-metathesis approach
- Ent-kaurene derivatives as anti-inflammatory agents
- Desmosdumotin C analogs as potent antitumor agents acting via activation of spindle assembly checkpoint
- Imidazolo[2,1-b]benzothiazole derivatives as potential p53 inhibitors
Preparation Note
Preparation of substituted cyclopentenones via [4+1] annulation with vinylketenes.
signalword
Danger
Hazard Classifications
Acute Tox. 2 Inhalation - Aquatic Chronic 2 - Asp. Tox. 1 - Carc. 1B - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Inhalation - STOT SE 1 Inhalation - STOT SE 3
target_organs
Central nervous system, Lungs, Nervous system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
-9.4 °F - closed cup
flash_point_c
-23 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Analysis of catechins and condensed tannins by thermally assisted hydrolysis/methylation-GC/MS and by a novel two step methylation
Shadkami F, et al.
Journal of Analytical and Applied Pyrolysis, 85(1-2), 54-65 (2009)
Boon-Hooi Tan et al.
Chemical communications (Cambridge, England), 45(45), 4703-4705 (2006-11-17)
Hexagonal columnar liquid-crystalline phases are induced for a new fan-shaped spiropyran compound as the result of an acidichromism effect of spiro-merocyanine isomerisation through protonation upon incorporation of 4-methylbenzenesulfonic acid.
Journal of Organometallic Chemistry, 476, C27-C27 (1994)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 362832-25ML | 04061831824902 |
| 362832-100ML | 04061831824896 |
| 362832-500ML | 04061831824919 |
| 362832-PZ | 04061823823456 |
| 362832-5ML | 04061831824926 |