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18107-18-1 - (Trimethylsilyl)diazomethane, 2M in hexanes - (Diazomethyl)trimethylsilane - H26744 - Alfa Aesar

H26744 (Trimethylsilyl)diazomethane, 2M in hexanes

CAS Number
18107-18-1
Synonyms
(Diazomethyl)trimethylsilane

Size Price ($) Quantity Availability
5ml 58.30
25ml 190.00
100ml 606.00
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(Trimethylsilyl)diazomethane, 2M in hexanes

MDL
MFCD00053946

Chemical Properties

Formula
C4H10N2Si
Formula Weight
114.22
Flash Point
-23°(-10°F)
Density
0.718
Sensitivity
Moisture & Light Sensitive
Solubility
Immiscible with water. Miscible with organic solvents.

Applications

(Trimethylsilyl)diazomethane is used as a methylating agent in organic chemistry. It is utilized in Gas Chromatography- Mass-Spectrometry (GC-MS) for the analysis of various carboxylic compounds. It is involved as a reagent in the Doyle-Kirmse reaction with allyl sulfides and allyl amines. It is considered and used as a less-explosive replacement fordiazomethane. It is also used as a reactant for Unnatural alfa-amino acid derivatives containing gem-bisphosphonates through Michael addition reaction, imidazolo[2,1-b]benzothiazole derivatives and aigialomycin D analogues.

Notes

(Trimethylsilyl)diazomethane (TMSD) in alcoholic solvents under acidic or basic conditions can lead to the formation of diazomethane. TMSD is under review by the National Toxicological Program for potential inhalation hazards.Incompatible with oxidizing agents, chlorine, fluorine and perchlorates.

Literature References

Kumar, R.; Turcaud, S.; Micouin, L. The Reaction of Dimethylalkynylaluminum Reagents with Trimethylsilyldiazomethane: Original Reactivity Leading to New alpha-Silylated Alkynyl Hydrazones. Org. Lett. 2014, 16 (8), 2077-2079.

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H331-H315-H350-H361-H336-H373-H304

Highly flammable liquid and vapour. Toxic if inhaled. Causes skin irritation. May cause cancer. Suspected of damaging fertility or the unborn child. May cause drowsiness or dizziness. May cause damage to organs through prolonged or repeated exposure. May be fatal if swallowed and enters airways.

Precautionary Statements: P210-P260-P301+P310a-P303+P361+P353-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. IF SWALLOWED: Immediately call a POISON CENTER/doctor IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1902903
Hazard Class
6.1
Packing Group
I
Harmonized Tariff Code
2931.90
TSCA
No

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