106710-91-2

Basic information

• Product Name: 5,5-Dimethyl-1,4-bis(tri-tert-butylsilyl)-1,2,3,4-tetraaza-5-sila-2-cyclopenten
• Synonyms: 5,5-Dimethyl-1,4-bis(tri-tert-butylsilyl)-1,2,3,4-tetraaza-5-sila-2-cyclopenten
• CAS NO: 106710-91-2
• Molecular Weight: 513.046
• Mol File: 106710-91-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5,5-Dimethyl-1,4-bis(tri-tert-butylsilyl)-1,2,3,4-tetraaza-5-sila-2-cyclopenten(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5-Dimethyl-1,4-bis(tri-tert-butylsilyl)-1,2,3,4-tetraaza-5-sila-2-cyclopenten(106710-91-2)
• EPA Substance Registry System: 5,5-Dimethyl-1,4-bis(tri-tert-butylsilyl)-1,2,3,4-tetraaza-5-sila-2-cyclopenten(106710-91-2)

Safety Data

• Hazardous Substances Data: 106710-91-2(Hazardous Substances Data)

Upstream product

• 69322-38-9 tri-t-butylsilyl azide 
• 117984-10-8 Brom(bromdiphenylsilyl)bis(trimethylsilyl)methan 
• 80431-36-3 2,2-Dimethyl-4,4-diphenyl-1,3,3-tris(trimethylsilyl)-1-aza-2-silacyclobutan 

Downstream Products

• 2943-62-6 1-chloro-1,1,3,3,3-pentamethyldisiloxane 
• 69322-38-9 tri-t-butylsilyl azide 
• 114674-99-6 2,2,4,4-tetramethy-1-tri-t-butylsilyl-3-oxa-1-aza-2,4-disilacyclobutan 
• 18156-38-2 methoxypentamethyldisiloxane 
• 80907-11-5 1,1,1-triethyl-3,3-dimethyldisiloxane 
• 108235-51-4 (tri-tert-butylsilyl)amin 

Relevant articles and documents

Reactivity of the Silaethene Ph2Si=C(SiMe3)2

Silaethene Ph2Si=C(SiMe3)2 (3), generated as a reaction intermediate by the thermal elimination of LiX from Ph2SiX-CLi(SiMe3)2 (X = Br, F) or by the thermal cycloreversion of the cycloadduct of 3 and Ph2C=NSiMe3, forms adducts 3*donor, the stability of which increases in the order of donor = Et2O according to an ene reaction, with a=b (e.g.CH2=CHOMe; Ph2C=NSiMe3) or a=b=c (e.g. (t-Bu)2RSiN3, R = Me, t-Bu) or a=b-c=d with or or cycloaddition.The following order of relative reactivity of trapping reagents for Ph2Si=C(SiMe3)2 was found: Ph2CO > (t-Bu)2MeSiN3 > butadiene > 2,3-dimethylbutadiene > Ph2CNSiMe3 > (t-Bu)3SiN3 > anthracene.Summing up, it may be said that going from Me2Si=C(SiMe3)2 to Ph2Si=C(SiMe3)2 there is only a gradual but not principal change of silaethene reactivity.This change is due to increasing polarity and overcrowding of the double bond, that is increasing Lewis acidity and steric hindrance of the unsaturated silicon atom.Certainly, the former silaethene stabilizes thermally by dimerization, the latter by isomerization. - Keywords: Adduct formations, insertions, ene reactions, -, -, -cycloadditions of Ph2Si=C(SiMe3)2 ; Reactivity order of traps ; Reactivity of Me2Si=C(SiMe3)2 and Ph2Si=C(SiMe3)2

Storage of Silan- and Germanimines Me2E=NR (E = Si, Ge) by Way of Sila- or Germadihydrotetrazoles

Silan- and germanimines Me2E=NR (1, 2) ntBu3-n, SiPh3, EMe2N(SiMe3)2> react with azidoalkanes or -silanes R'N3 ntBu3-n, SiPh3, SiMe2N(SiMe3)2> by cycloaddition to form sila- or germatetrazoles 5, 6 (in addition, insertion products of Me2E=NR in the R'N bond of the azides and others are formed in some cases).The sila- or germadihydrotetrazoles decompose at raised temperatures in a first-order reaction, reversing their formation by cycloreversion into azides R'N3 or RN3 and imines Me2E=NR or Me2E=NR' (rate constants: Table 1).Consequently, azides operate as stores for silan- and germanimines.The unsaturated systems are formed only as short-lived intermediates.Their stabilization, as a rule, takes place by dimerization and/or insertion of the imines into the RN or R'N bond of the azides, formed as well by thermolysis of dihydrotetrazoles.