68260-20-8

Basic information

• Product Name: Silane, [(methoxydimethylsilyl)methylene]bis[trimethyl-
• CAS NO: 68260-20-8
• Molecular Formula: C10H28OSi3
• Molecular Weight: 248.588
• Mol File: 68260-20-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Silane, [(methoxydimethylsilyl)methylene]bis[trimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, [(methoxydimethylsilyl)methylene]bis[trimethyl-(68260-20-8)
• EPA Substance Registry System: Silane, [(methoxydimethylsilyl)methylene]bis[trimethyl-(68260-20-8)

Safety Data

• Hazardous Substances Data: 68260-20-8(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 60760-80-7 Brom(chlordimethylsilyl)bis(trimetzhylsilyl)methan 
• 591-51-5 phenyllithium 
• 80431-43-2 2,2-Dimethyl-4,4-diphenyl-3,3-bis(trimethylsilyl)-1-oxa-2-silacyclobutan 
• 80431-36-3 2,2-Dimethyl-4,4-diphenyl-1,3,3-tris(trimethylsilyl)-1-aza-2-silacyclobutan 

Relevant articles and documents

Storing of the Labile Silaethene Me2Si=C(SiMe3)2 with Benzophenone

Benzophenone Ph2C=O is able to "store" the silaethene Me2Si=C(SiMe3)2 (1), produced from Me2SiX-CLi(SiMe3)2 (X = F, Br, Ph2PO4), under formation of a cycloadduct (2b).At about 100 deg C, 2b by way of 1 transfers into the cycloadduct of 1 and Ph2C=O (3b), which in the course of transformation decomposes visibly (in the absence of Me3SiCl) or only by traces (in the presence of Me3SiCl) to secondary products.In the presence of ROH (R = H, Me, tBu, MeCO) or PhN=NSiMe3 or RN3 (R = tBu, Me3Si) or 2,3-dimethylbutadiene (dmb) about 100 deg C 2b and 3b form by way of 1 insertion products of 1 into the OH bond of ROH or a cycloadduct of 1 and PhN=NSiMe3 or cycloadducts of 1 and RN3 or cycloadduct and an ene reaction product of 1 and dmb.The rate constants/half lives of the first order transformation of 2b into 3b or of the first order decomposition of 2b or of 3b in the presence of reactive traps for 1 (ROH, Me3SiN3; benzene as solvent) are in the order of 0.3E-4 s-1/τ1/2 = 7 h (2b --> 3b; 90 deg C) 3E-4 s-1/τ1/2 = 3/4 h (2b + traps; 90 deg C), 0.4E-4 s-1/τ1/2 = 5 h (3b + traps, 110 deg C). - Keywords: Silaethene Me2Si=C(SiMe3)2, Insertions, Cycloadditions, Kinetic Studies

On the Way to Silaethene Me2Si=C(SiMe3)2: Trisilylated Methanes (Me3Si)2(Me2XSi)CY (X=e. g. Hal, RO, RS; Y e. g. Br, Li)

Bromotrisilylmethanes (Me3Si)2(Me2XSi)CBr (1 - 15) are formed as a result of the reaction of (Me3Si)2(Me2PhSi)CBr (16) with iodine monochloride, bromine and iodine (X = Cl, Br, I) respectively, and also through the reaction of (Me3Si)2(Me2BrSi)CBr (1) with AgX (X = F, p-TolSO2, p-TolSO3, MesSO3, Ph2PO2, Ph2PO3, Ph2PO4) or MX (M = H, Li, Na; X = HO, RO, RS, Bu, Ph).Butyl- as well as phenyllithium convert bromotrisilylmethanes 1 - 16 at low temperatures into lithium derivatives (Me3Si)2(Me2XSi)CLi (1a - 16a).These are in some cases (X = R, RO) thermostable, whereas, in other cases they decompose more or less readily under LiX elimination and lead (in many cases via silaethene Me2Si=C(SiMe3)2) to the disilacyclobutane derivative 2 (17).Acids HZ (e. g.HCl, HOMe, Me3CBr) protonate the lithium compounds into (Me3Si)2(Me2XSi)CH as well as (Me3Si)2(Me2ZSi)CH.Butyl bromide converts the more stable lithium compounds (Me3Si)2(Me2XSi)CLi (X = R, RO, F, Ph2POn) into butyl derivatives (Me3Si)2(Me2XSi)CBu.