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H26744 (Trimethylsilyl)diazomethane, 2M in hexanes

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

Stock No. Size Price ($) Quantity Availability
H26744-AA 5ml 60.70
H26744-AC 25ml 198.00
H26744-AE 100ml 630.00
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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
Storage & Sensitivity
Moisture Sensitive. Light Sensitive. Store under Nitrogen. Ambient temperatures.
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-H304-H315-H319-H330-H335-H336-H350-H361f-H373

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

Precautionary Statements: P201-P202-P210-P233-P235-P240-P241-P242-P243-P260-P264b-P271-P280i-P281-P284-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P308+P313-P310-P331-P332+P313-P337+P313-P363-P37

Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear eye/face protection. Use personal protective equipment as required. Wear respiratory protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or concerned: Get medical advice/attention. Do NOT induce vomiting. If skin irritation occurs: If eye irritation persists: Wash contaminated clothing before reuse.

Other References

Beilstein
1902903
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
No

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