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4648-54-8,MFCD00001986
Catalog No.:AA0034EM

4648-54-8 | Azidotrimethylsilane

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5g
>95.0%(GC)
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25g
>95.0%(GC)
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100g
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  • Technical Information
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Technical Information
Catalog Number:
AA0034EM
Chemical Name:
Azidotrimethylsilane
CAS Number:
4648-54-8
Molecular Formula:
C3H9N3Si
Molecular Weight:
115.2092
MDL Number:
MFCD00001986
SMILES:
C[Si](N=[N+]=[N-])(C)C
Properties
Properties
 
BP:
92-95 °C(lit.)  
Form:
Liquid  
MP:
-95°C  
Refractive Index:
n20/D 1.415(lit.)  
Solubility:
Miscible with toluene, dichloromethane, diethyl ether and most organic solvents.  
Stability:
Moisture Sensitive  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
97.2  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
7  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
1  
Undefined Bond Stereocenter Count:
1  

Literature

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Title: Fluorinated alcohols as promoters for the metal-free direct substitution reaction of allylic alcohols with nitrogenated, silylated, and carbon nucleophiles.

Journal: The Journal of organic chemistry 20120907

Title: Synthesis of peptidomimetics, δ- and ε-lactam tetrazoles.

Journal: Molecular diversity 20120801

Title: Reactivity of ruthenium vinylidene complexes containing indenyl/dppe ligands and unsaturated bonds at Cδ with trimethylsilyl azide.

Journal: Molecules (Basel, Switzerland) 20120717

Title: A novel one-pot pseudo-five-component condensation reaction towards bifunctional diazepine-tetrazole containing compounds: synthesis of 1H-tetrazolyl-1H-1,4-diazepine-2,3-dicarbonitriles and 1H-tetrazolyl-benzo[b][1,4]diazepines.

Journal: Molecular diversity 20120501

Title: Reaction pathway and rate-determining step of the Schmidt rearrangement/fragmentation: a kinetic study.

Journal: The Journal of organic chemistry 20120420

Title: Concise one-pot preparation of unique bis-pyrrolidinone tetrazoles.

Journal: ACS combinatorial science 20120312

Title: A theoretical investigation into the 1,3-dipolar cycloaddition of azidotrimethylsilane onto nanographene.

Journal: Chemphyschem : a European journal of chemical physics and physical chemistry 20120201

Title: Improved synthesis of 5-substituted 1H-tetrazoles via the [3+2] cycloaddition of nitriles and sodium azide catalyzed by silica sulfuric acid.

Journal: International journal of molecular sciences 20120101

Title: Synthesis and properties of molecular probes for the rescue site on mutant cystic fibrosis transmembrane conductance regulator.

Journal: Journal of medicinal chemistry 20111222

Title: Implanting nitrogen into hydrocarbon molecules through C-H and C-C bond cleavages: a direct approach to tetrazoles.

Journal: Angewandte Chemie (International ed. in English) 20111125

Title: Development of miracle medicines from sialic acids.

Journal: Proceedings of the Japan Academy. Series B, Physical and biological sciences 20110610

Title: Convergent assembly and surface modification of multifunctional dendrimers by three consecutive click reactions.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20110117

Title: 4-(Piperidin-1-yl)-4H-benzo[b]tetra-zolo[1,5-d][1,4]diazepin-5(6H)-one.

Journal: Acta crystallographica. Section E, Structure reports online 20110101

Title: Copper-mediated reductive amination of aryl halides with trimethylsilyl azide.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20100705

Title: Synthesis and structural characterization of 9-azido-9-borafluorene: monomer and cyclotrimer of a borole azide.

Journal: Inorganic chemistry 20100517

Title: Copper(II)/copper(I)-catalyzed aza-Michael addition/click reaction of in situ generated alpha-azidohydrazones: synthesis of novel pyrazolone-triazole framework.

Journal: Organic letters 20100205

Title: Reactivity of germanium(II) hydride with nitrous oxide, trimethylsilyl azide, ketones, and alkynes and the reaction of a methyl analogue with trimethylsilyl diazomethane.

Journal: Dalton transactions (Cambridge, England : 2003) 20100107

Title: Regiodivergent ring opening of chiral aziridines.

Journal: Science (New York, N.Y.) 20091218

Title: 4-Methyl-2H-1,3-oxazine-2,6(3H)-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20091001

Title: 4-Bromo-2H-1,3-oxazine-2,6(3H)-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20091001

Title: 4,5-Dichloro-2H-1,3-oxazine-2,6(3H)-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20091001

Title: Striking reactivity of a stable, zwitterionic silylene towards substituted diazomethanes, azides, and isocyanides.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20090824

Title: Azide groups in high oxidation state Mn carboxylate chemistry: a new Mn(11) complex and its conversion to a Mn(25) azide complex with Me(3)SiN(3).

Journal: Chemical communications (Cambridge, England) 20090528

Title: Practical synthesis of 3beta-amino-5-cholestene and related 3beta-halides involving i-steroid and retro-i-steroid rearrangements.

Journal: Organic letters 20090205

Title: Methyl 1H-1,2,3-triazole-4-carboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20090201

Title: Iron salts in the catalyzed synthesis of 5-substituted 1H-tetrazoles.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20090101

Title: Lewis-acid-assisted methyl exchange reactions in silylated aminodichloroarsanes.

Journal: Inorganic chemistry 20081215

Title: Synthesis of 5-substituted 1H-tetrazoles by the copper-catalyzed [3+2] cycloaddition of nitriles and trimethylsilyl azide.

Journal: Chemistry, an Asian journal 20080901

Title: Halo- and azidodediazoniation of arenediazonium tetrafluoroborates with trimethylsilyl halides and trimethylsilyl azide and sandmeyer-type bromodediazoniation with Cu(I)Br in [BMIM][PF6] ionic liquid.

Journal: The Journal of organic chemistry 20080104

Title: First example of phosphoramidate approach applied to a 4'-substituted purine nucleoside (4'-azidoadenosine): conversion of an inactive nucleoside to a submicromolar compound versus hepatitis C virus.

Journal: Journal of medicinal chemistry 20071101

Title: Efficient conversion of aromatic amines into azides: a one-pot synthesis of triazole linkages.

Journal: Organic letters 20070426

Title: Structural and theoretical investigation of 2-iminoimidazolines--carbene analogues of iminophosphoranes.

Journal: Organic & biomolecular chemistry 20070207

Title: Amberlite IRA900N3 as a new catalyst for the azidation of alpha,beta-unsaturated ketones under solvent-free conditions.

Journal: The Journal of organic chemistry 20061208

Title: Highly regio- and stereoselective asymmetric bromoazidation of chiral alpha,beta-unsaturated carboxylic acid derivatives: scope and limitations.

Journal: The Journal of organic chemistry 20061124

Title: GaCl3-assisted [2 + 3] cycloaddition: a route to tetrazaphospholes.

Journal: Chemical communications (Cambridge, England) 20060321

Title: Imidazolin-2-iminato titanium complexes: synthesis, structure and use in ethylene polymerization catalysis.

Journal: Dalton transactions (Cambridge, England : 2003) 20060121

Title: Asymmetric double ring-opening of a C(2h)-symmetric bis-epoxide: improved enantiomeric excess of the product through enantioselective desymmetrisation and 'proof-reading' steps.

Journal: Organic & biomolecular chemistry 20050621

Title: Efficient solid-phase synthesis of highly functionalized 1,4-benzodiazepin-5-one derivatives and related compounds by intramolecular aza-Wittig reactions.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20050422

Title: Electrophilic modification of polystyrene nanospheres.

Journal: Journal of nanoscience and nanotechnology 20050301

Title: Efficient syntheses of 5-aminoalkyl-1h-tetrazoles and of polyamines incorporating tetrazole rings.

Journal: Organic letters 20050217

Title: Microwave-assisted preparation of aryltetrazoleboronate esters.

Journal: Organic letters 20040916

Title: TBAF-catalyzed synthesis of 5-substituted 1H-tetrazoles under solventless conditions.

Journal: The Journal of organic chemistry 20040416

Title: Titanium complexes with imidazolin-2-iminato ligands.

Journal: Chemical communications (Cambridge, England) 20040407

Title: A one-pot procedure for the regiocontrolled synthesis of allyltriazoles via the Pd-Cu bimetallic catalyzed three-component coupling reaction of nonactivated terminal alkynes, allyl carbonate, and trimethylsilyl azide.

Journal: The Journal of organic chemistry 20040402

Title: Intramolecular C-H activation by inferred terminal cobalt imido intermediates.

Journal: Journal of the American Chemical Society 20030416

Title: Tetrazole synthesis via the palladium-catalyzed three component coupling reaction.

Journal: Molecular diversity 20030101

Title: Palladium-catalyzed selective synthesis of 2-allyltetrazoles.

Journal: The Journal of organic chemistry 20021018

Title: Synthesis of allyl cyanamides and N-cyanoindoles via the palladium-catalyzed three-component coupling reaction.

Journal: Journal of the American Chemical Society 20021009

Title: Novel organotellurium(IV) diazides and triazides.

Journal: Inorganic chemistry 20020311

Title: Experimental and theoretical characterization of cationic, neutral, and anionic binary arsenic and antimony azide species.

Journal: Inorganic chemistry 20020128

Title: Efficient O-trimethylsilylation of alcohols and phenols with trimethylsilyl azide catalyzed by tetrabutylammonium bromide under neat conditions.

Journal: The Journal of organic chemistry 20011005

Title: Novel synthetic route to allyl cyanamides: palladium-catalyzed coupling of isocyanides, allyl carbonate, and trimethylsilyl azide.

Journal: Journal of the American Chemical Society 20010926

Title: Generation of azines by the reaction of a nucleophilic carbene with diazoalkanes: a synthetic and crystallographic study.

Journal: The Journal of organic chemistry 20010824

Title: Reaction of D-glycals with azidotrimethylsilane.

Journal: Carbohydrate research 20010703

Title: New silylated iminophosphorano(amino)phosphines Me(3)SiN=PPh(2)N(R)PPh(2) (R = Et, (n)Pr, (n)Bu). Crystal and molecular structure of trimethylsilyliminophosphorano(propylamino)diphenylphosphine Me(3)SiN=PPh(2)N((n)Pr)PPh(2). Further oxidative derivatization with S, Se, and azides, titanium(IV) transmetalation of the imine, and syntheses of rhodium(I), palladium(II), and platinum(II) complexes of these iminophosphorano(amino)phosphines.

Journal: Inorganic chemistry 20010409

Title: Photo amidoglycosylation of an allal azidoformate. Synthesis of beta-2-amido allopyranosides.

Journal: Organic letters 20010208

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