di-tert-Butyldichlorosilane

Base Information

• Chemical Name: di-tert-Butyldichlorosilane
• CAS No.: 18395-90-9
• Molecular Formula: C8H18Cl2Si
• Molecular Weight: 213.222
• Hs Code.: 29319090
• European Community (EC) Number: 242-273-0
• UNII: 7SGG0354HO
• DSSTox Substance ID: DTXSID1066368
• Nikkaji Number: J266.154C
• Wikidata: Q27268789
• Mol file: 18395-90-9.mol

Synonyms:di-tert-Butyldichlorosilane;18395-90-9;ditert-butyl(dichloro)silane;Silane, dichlorobis(1,1-dimethylethyl)-;di-t-butyldichlorosilane;Dichlorobis(1,1-dimethylethyl)silane;UNII-7SGG0354HO;7SGG0354HO;EINECS 242-273-0;DTBSCl2;di-t-Butyldichorosilane;Dichloroditert-butylsilane;SCHEMBL705666;Silane, di-tert-butyldichloro-;DTXSID1066368;Di-tert-butyldichlorosilane, 98%;MFCD00008796;AKOS015837840;Dichloro-bis(1,1-dimethylethyl)silane;DI-TERT-BUTYLDICHLOROSILANE [MI];BS-44083;D2469;FT-0604918;D78447;A880801;J-011786;Q27268789

Chemical Property of di-tert-Butyldichlorosilane

Chemical Property:

• Vapor Pressure: 0.706mmHg at 25°C
• Melting Point: -15 °C(lit.)
• Refractive Index: n20/D 1.457(lit.)
• Boiling Point: 191.684 °C at 760 mmHg
• Flash Point: 61.667 °C
• PSA: 0.00000
• Density: 0.973 g/cm³
• LogP: 4.50640
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: sol most common organic solvents.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 212.0554825
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

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

Di-tert-butyldichlorosilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-37
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)[Si](C(C)(C)C)(Cl)Cl
• Physical properties: mp ?15°C; bp 190°C/729 mmHg; d 1.009 g cm?3.
• Uses: The presence of the bulky t-butyl groups in di-t-butyldichlorosilane has been found to increase the Si–C bond lengths slightly and to widen the CSiC bond angles by 11.1? relative to dichlorodimethylsilane as determined by electron diffraction and molecular mechanics calculations. The di-t-butylsilylene protecting group for diols was introduced by Trost and Caldwell and used in a total synthesis of deoxypillaromycinone.It is introduced by the reaction of di-tbutyldichlorosilane with a 1,2- or 1,3-diol in acetonitrile in the presence of triethylamine and 1-hydroxybenzotriazole (HOBt) at 45–90°C (eq 1). For a related, highly reactive reagent see di-t-butylsilyl Bis(trifluoromethanesulfonate). Reagent used for preparing siliranes and protecting diols.

Technology Process of di-tert-Butyldichlorosilane

There total 13 articles about di-tert-Butyldichlorosilane 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: 86.0%

di-tert-butylchlorosilane (56310-18-0) → Di-tert-butyldichlorosilane (18395-90-9)

Guidance literature:

With chlorine; In tetrachloromethane; at 8 - 10 ℃;

DOI:10.1021/jo00167a020

Reference yield: 85.0%

di-tertbutylsilane (30736-07-3) → Di-tert-butyldichlorosilane (18395-90-9)

Guidance literature:

With tetrachloromethane; palladium dichloride; for 45h; Heating;

DOI:10.1246/cl.1981.1321

Reference yield: 78.0%

tert-butylmagnesium chloride (677-22-5) → tert-butyltrichlorosilane (18171-74-9) + Di-tert-butyldichlorosilane (18395-90-9)

Guidance literature:

With copper(l) iodide; tetrachlorosilane; at 24 - 28 ℃; for 2h; Temperature; Catalytic behavior; Reflux;

upstream raw materials:

tert-butyltrichlorosilane

tert.-butyl lithium

pentane

di-tert-butylsilanediol

Downstream raw materials:

1,1'-di-tert-butyl-1-methyl silane

dodecamethylcyclohexasilane

N⁶-benzoyl-3’,5’-O-di-tert-butylsilyl adenosine

methyltriphenylphosphonium chloride

Refernces

• 1、 Triplett,K.,Curtis,M.D.. "-". . p. 23 - 32. Retrieved 1976.
• 2、 -. "Di-tert-butyl dichloro silane synthesis method". Paragraph 0008; 0014; 0015; 0016; 0017; 0018. . Retrieved 2017/04/28.
• 3、 Lerner, Hans-Wolfram,Wiberg, Nils,Bats, Jan W.. "Das chlorsilylsubstituierte Silanimin tBu2Si=N- SiCltBu2". . p. 3898 - 3907. Retrieved 2007/10/03.