Substance
ID:734093
Names and Identifiers
Synonyms
AzidotrimethylsilaneTrimethylsilyl azide叠氮化三甲基硅烷
IUPAC Traditional name
trimethylsilyl azide
IUPAC name
azidotrimethylsilane
Registration numbers
CAS Number
MDL Number
EC Number
Beilstein Number
Properties
Physical Property
Density
0.872
Boiling Point
95-99°C
Melting Point
-95°C
Flash Point
6°C(42°F)
Refractive Index
1.4140
Safety Information
GHS Pictograms
Hazardous to the aquatic environment
Acute hazard, category1
Chronic hazard, categories 1,2
Acute toxicity (oral, dermal, inhalation), categories 1,2,3
Flammable gases, category 1
Flammable aerosols, categories 1,2
Flammable liquids, categories 1,2,3
Self-reactive substances and mixtures, Types B,C,D,E,F
Pyrophoric liquids, category 1
Pyrophoric solids, category 1
Self-heating substances and mixtures
Substances and mixtures, which in contact with water, emit flammable gases, categories 1,2,3
Organic peroxides, Types B,C,D,E,F
TSCA Listed
是
Hazard Class
3
GHS Hazard statements
H225-H300-H310-H330-H400-H410
European Hazard Symbols
Nature polluting (N)
Flammable (F)
Toxic (T)Risk Statements
11-23/24/25-29-50/53
Safety Statements
7/8-9-16-23-27-30-33-36/37/39-45-57-60
GHS Precautionary statements
P210-P301+P310-P303+P361+P353-P304+P340-P320-P330-P361-P405-P501A
UN Number
UN1992
Storage Warning
Moisture Sensitive
Packing Group
II
Product Information
Purity
94%
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• A mild, convenient synthesis of alkyl azides involves SN2 reaction with the corresponding alkyl halide, phosphate or tosylate, promoted by TBAF: Synthesis, 376 (1995).
• Mitsunobu reaction, in the presence of DIAD, with 1,2- and 1,3-diols leads to regioselective, stereospecific azidation to give predominantly the 2- or 3-azido alcohol with inversion of configuration: J. Org. Chem., 64, 6049 (1999).
• In combination with triflic acid, is useful for the direct amination of aromatics. Aminodiazonium triflate is suggested as the active intermediate. Thus, benzene gives aniline in 95% yield and toluene gives a mixture of o- and p-toluidine: J. Org. Chem., 54, 1203 (1989). See also: Tetrahedron Lett., 32, 4321 (1991).
• For reviews, see: Chem. Soc. Rev., 7, 15 (1978); Synthesis, 861 (1980); Chem. Rev., 88, 351 (1988).
• In combination withSnCl4,?-D-ribofuranosyl acetates are converted to azides: Carbohydr. Res., 232, 359 (1992). Similarly, reaction with tert-halides in the presence of tin(IV) chloride gives tert-azides, which can be converted to iminophosphoranes by Staudinger reduction with Triethyl phosphite, L00339. Hydrolysis completes a one-pot sequence for the conversion of a tert-halide to the corresponding amine: Synthesis, 487 (1987).
• Non-explosive hydrazoic acid equivalent in many cycloaddition reactions: e.g. with alkynes to give 1,2,3-triazoles: Chem. Ber., 99, 2512 (1966), nitriles, catalyzed by Di-n-butyltin oxide, L14491, to give tetrazoles: J. Org. Chem., 58, 4139 (1993).
• Curtius reaction with acid halides gives isocyanates in one operation: Synth. Commun., 2, 227 (1972): Synthesis, 551 (1972); J. Org. Chem., 38, 2982 (1973). Similarly, pyridine-2,3-dicarboxylic anhydride is converted to 3-azaisatoic anhydride: Synthesis, 972 (1982):
