t-Butyldiphenyl silane

Base Information

• Chemical Name: t-Butyldiphenyl silane
• CAS No.: 33729-92-9
• Molecular Formula: C₁₆H₂₀Si
• Molecular Weight: 240.42
• DSSTox Substance ID: DTXSID00721763
• Mol file: 33729-92-9.mol

Synonyms:t-butyldiphenyl silane;t-butyl diphenyl silane;DTXSID00721763;AKOS015837780;AS-58247;B3566

Chemical Property of t-Butyldiphenyl silane

Chemical Property:

• Refractive Index: 1.5570-1.5610
• Boiling Point: 309℃
• Flash Point: 137℃
• Storage Temp.: Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 239.125602140
• Heavy Atom Count: 17
• Complexity: 198

Purity/Quality:

98%,99%, ^*data from raw suppliers

tert-Butyldiphenylsilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C1=CC=CC=C1)C2=CC=CC=C2

Technology Process of t-Butyldiphenyl silane

There total 15 articles about t-Butyldiphenyl silane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

(2R, 3R, 4S) 2-butyl-1,1-bis(ethylthio)-3-hydroxy-5-(methanesulfonyloxy)-4-(tert-butyldiphenylsiloxy)-pentane (136985-03-0) → tert-butyldiphenylsilane (33729-92-9) + (2R, 3R, 4S) 2-butyl-1,1-bis(ethylthio)-3,4-di-hydroxy-pentane (136985-04-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; 1.) -70 deg C, 10 min, 2.) without cooling, 1 h, 3.) 50 deg C, 3 h;

DOI:10.1016/S0040-4020(01)86575-3

Reference yield: 88.0%

diphenylsilane (775-12-2) + tert.-butyl lithium (594-19-4) → tert-butyldiphenylsilane (33729-92-9)

Guidance literature:

In tetrahydrofuran; pentane; at -40 ℃;

DOI:10.1021/ja026705d

Reference yield: 2.3%

(E/Z)-Methyl 6-(tert-butyldiphenylsilyloxy)hex-2-enoate → tert-butyldiphenylsilane (33729-92-9) + (E)-6-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)hex-2-en-1-ol (111649-71-9) + (Z)-6-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)hex-2-en-1-ol (118419-30-0)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -70 ℃; for 0.166667h; Title compound not separated from byproducts;

upstream raw materials:

tert.-butyl lithium

Diphenylsilyltrifluormethansulfonat

tert-butylmagnesium chloride

sodium bis(benzene-1,2-diolatophenyl)silicate

Downstream raw materials:

C₂₄H₂₈O₂Si

Refernces

• 1、 Omann, Lukas,Oestreich, Martin. "A Catalytic SEAr Approach to Dibenzosiloles Functionalized at Both Benzene Cores". supporting information. p. 10276 - 10279. Retrieved 2015/09/01.
• 2、 Uhlig, Wolfram. "Preparation of New Monomeric, Oligomeric, and Polymeric Silyl Triflates". . p. 47 - 54. Retrieved 2007/10/02.