361525-34-0

Basic information

• Product Name: 1-oxa-3-aza-2,4-disilacyclobutane
• Synonyms: 1-oxa-3-aza-2,4-disilacyclobutane
• CAS NO: 361525-34-0
• Molecular Weight: 465.843
• Mol File: 361525-34-0.mol

Chemical Properties

• CAS DataBase Reference: 1-oxa-3-aza-2,4-disilacyclobutane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-oxa-3-aza-2,4-disilacyclobutane(361525-34-0)
• EPA Substance Registry System: 1-oxa-3-aza-2,4-disilacyclobutane(361525-34-0)

Safety Data

• Hazardous Substances Data: 361525-34-0(Hazardous Substances Data)

Upstream product

• 99789-89-6 2,4,6-tri-(tert-butyl)phenyltrifliorosilane 
• 102729-04-4 Lithium-amino-di-tert-butylsilanolat 
• 361525-33-9 1-[aminodi(tert-butyl)]-3-{[2,4,6-tri(tert-butyl)phenyl]difluoro}1,3-disiloxane 

Relevant articles and documents

Intramolecular rearrangement of organosilyl groups between oxygen and nitrogen in aminosiloxanes: A joint experimental-theoretical study

Lithium amino-di- tert -butysilanolate reacts with halosilanes to give 1-silylamino-1,3-siloxanes (1-4). The tetrakis(1-silylamino)siloxane 4 thermally condenses yielding a spiocyclic six-membered ring (5) and NH3. Lithium salts of animo-disiloxanes form silylamino-silanolates or amido-disiloxanes. The first includes a 1,3-silyl group migration from the oxygen to the nitrogen atonm. The energies of the isomeric lithium salts of model compunds are calculated. Exemplary crystal structures are presented.(SiOSiN)-four- or eight-membered rings (6,7) are thermally obtaines by LiF-elimination from fluoro containing salts. In further reactions of lithiated animo-disiloxanes with halosilanes isomeric 1-silylamino-1,3-disiloxanes can be obtaines (15,16). The 1,3-silyl group migration can sterically (9) or electronically (10-14) be prevented.The most stable lithium salts of 1-silylamino-1,3-disiloxanesform amides. This explains that in further reactions with halosilanes, the new ligand is bonded wo the nitrogen atom (23-25). In results of crystal structure determinations new lithium-1-fluorosilylamio-1,3-disiloxanes (19-21) are presented. 19 crystallizes as tricyclic, 20 as an unknown pentacyclic, and 21 as monomeric compound. In 21, the shortest Si-N bond length (157.9 pm) with four coordinate silicon is found.

1-Oxa-3-aza-2,4-disilacyclobutanes - Synthesis, X-ray structures, and reactivity

Lithium aminodi(tert-butyl)silanolate reacts with F3SiR to give the aminosiloxane (Me3C)2SiNH2-O-SiF2R [1; R = 2,4,6-(tBu)3C6H2]. In the reaction of 1 with BuLi a four-membered (Si-O-Si-NH) ring system 2 is formed [-(Me3C)2Si-O-SiFR-NH-]. The amino-1,3-disiloxane RSiF2-NH-Si-(CMe3)2-O-SiF2R (3) is obtained from dilithiated amino(ditert-butyl)silanol and F3SiR. Compound 1 reacts with BuLi with formation of a dimeric lithium derivative through the Li-N bond (4). In 4 the transannular Si···Si distance was found to be 237.2 pm, which is the shortest distance so far found between two silicon atoms contained in four-membered rings. Compound 4 reacts with Me3SiOSO2CF3 with substitution of the lithium by the Me3Si group to give 5.