103794-87-2

Basic information

• Product Name: Azete, tris(1,1-dimethylethyl)-
• CAS NO: 103794-87-2
• Molecular Formula: C15H27N
• Molecular Weight: 221.386
• Mol File: 103794-87-2.mol

Chemical Properties

• CAS DataBase Reference: Azete, tris(1,1-dimethylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Azete, tris(1,1-dimethylethyl)-(103794-87-2)
• EPA Substance Registry System: Azete, tris(1,1-dimethylethyl)-(103794-87-2)

Safety Data

• Hazardous Substances Data: 103794-87-2(Hazardous Substances Data)

Upstream product

• 132806-94-1 3,4,5,6-Tetra-tert-butyl-1,2-diazabicyclo<2.2.0>hexa-2,5-diene 
• 97476-04-5 Diazo(1,2,3-tri-tert-butyl-2-cyclopropen-1-yl)(trimethylsilyl)methan 

Downstream Products

• 132665-98-6 2,4,5-Tri-(tert-butyl)-3-cyclohexylimino-3H-pyrrol 
• 132666-01-4 3,4,5-Tri-(tert-butyl)-2-phenylimino-2H-pyrrol 
• 131802-12-5 2,3,4-Tri-tert-butyl-6-phenyl-5-triisopropylsilanyloxy-1-aza-bicyclo[2.2.0]hexa-2,5-diene 
• 112423-83-3 1-Dewar-1,3-aza-phosphinin 
• 132666-07-0 3,4-Di-(tert-butyl)-5-phenylimino-2,5-dihydro-2-pyrrolon 
• 630-18-2 tert-butyl isocyanide 
• 17530-24-4 di-tert-butylacetylene 
• 113811-14-6 1--2,3,4-tri-tert-butyl-5-phenylpyrrol 

Relevant articles and documents

Small Rings, 89. - An Alternative Synthesis of Tetra-tert-butyltetrahedrane

Cyclopropenyldiazomethane 3 is an ideal precursor for tetra-tert-butyltetrahedrane (6).Both, photochemical and thermal decomposition of 3 lead to cyclobutadiene 7, which can be photoisomerized to tetrahedrane 6.Tetra-tert-butyltetrahedrane (6) is also formed directly by a cheletropic cycloaddition of the carbenic center to the cyclopropene double bond in carbene 4.This is the first example for the synthesis of a tetrahedrane, which does not occur via the corresponding cyclobutadiene.The formation of pyridazine 10 dominates the thermolysis of 3.Azete 12 is obtained both by photolysis as well as by thermolysis of Dewar-pyridazine 11, the irradiation product of 10. - Key Words: Cyclobutadiene / Tetrahedrane / Azete / Cyclopropenyldiazomethane / Valence isomers of pyridazine

Small Rings, 78. - Tri-tert-butyl(trimethylsilyl)cyclobutadiene and Tri-tert-butyl(trimethylsilyl)tetrahedrane

The chemistry of diazo(1,2,3-tri-tert-butylcyclopropenyl)(trimethylsilyl)methane (6) is unexpectedly diverse.Upon irradiation it fragments exclusively into the acetylenes 7 and 8.Flash thermolysis, on the other hand, gives - aside from the two acetylenes - tri-tert-butylazete (10) and trimethylsilyl cyanide (11).Upon heating 6 presumbaly isomerizes via betaine 17 to Dewar-diazabenzene 13 - which is split into 10 and 11 - and diazabenzvalene 18.This reaction course is supported by the isolation of the carbonyliron complexes 15 and 16. - The CuCl-catalyzed thermal decomposition again follows a different route.Under these conditions tri-tert-butyl(trimethylsilyl)cyclobutadiene (5) is formed, probably as a weak CuCl complex.Only after addition of ethylenebis(diphenylphosphane) free cyclobutadiene 5 can be isolated.Upon irradiation of 5 a quantitative isomerization to tri-tert-butyl(trimethylsilyl)tetrahedrane (29) occurs.This second, spectroscopically unequivocally confirmed tetrahedrane melts at 179 deg C.In solution the isomerization to cyclobutadiene 5 starts at about 160 deg C.That means, it is thermally even more stable than tetra-tert-butyltetrahedrane. - Key Words: Diazo compounds / Transition-metal complexes / Photoisomerization / Homocyclopropenylium ions