p-(t-BUTYLDIMETHYLSILOXY)STYRENE

Base Information

• Chemical Name: p-(t-BUTYLDIMETHYLSILOXY)STYRENE
• CAS No.: 84494-81-5
• Molecular Formula: C14H22OSi
• Molecular Weight: 234.414
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID60451332
• Nikkaji Number: J998.736C
• Wikidata: Q82271305
• Mol file: 84494-81-5.mol

Synonyms:4-(tert-butyldimethylsiloxy)styrene;p-(tert-butyldimethylsiloxy)styrene;TBDMS polymer

Chemical Property of p-(t-BUTYLDIMETHYLSILOXY)STYRENE

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Refractive Index: 1.499
• Boiling Point: 266.033 °C at 760 mmHg
• Flash Point: 111.258 °C
• PSA: 9.23000
• Density: 0.91 g/cm³
• LogP: 4.71360
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 234.143991855
• Heavy Atom Count: 16
• Complexity: 232

Purity/Quality:

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

PARA-(TERT-BUTYLDIMETHYLSILOXY)STYRENE 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OC1=CC=C(C=C1)C=C

Technology Process of p-(t-BUTYLDIMETHYLSILOXY)STYRENE

There total 7 articles about p-(t-BUTYLDIMETHYLSILOXY)STYRENE 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: 99.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 4-Vinylphenol (2628-17-3,24979-70-2) → 1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-ethenyl benzene (84494-81-5)

Guidance literature:

With triethylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1021/acs.orglett.6b01825

Reference yield: 70.0%

tert-butyl(4-ethylphenoxy)-dimethylsilane → 1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-ethenyl benzene (84494-81-5)

Guidance literature:

With 2-chloroanthracene-9,10-dione; cobalt(II) diacetate tetrahydrate; butane-2,3-dione dioxime; In 1,2-dichloro-ethane; at 20 - 30 ℃; for 36h; Irradiation; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.1c05479

Reference yield: 68.0%

p-[(tert-butyldimethylsilyl)oxy]benzaldehyde (120743-99-9) + methyl iodide (74-88-4) → 1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-ethenyl benzene (84494-81-5)

Guidance literature:

With 9-(4-trifluoromethyl)phenyl-9-phosphabicyclo[4.2.1]nonane oxide; diphenylsilane; sodium t-butyl carbonate; In toluene; at 140 ℃; for 48h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/anie.201406103

upstream raw materials:

4-hydroxy-benzaldehyde

tert-butyldimethylsilyl chloride

p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

methyl iodide

Downstream raw materials:

1-(4-((tert-butyldimethylsilyl)oxy)phenyl)-3,3,3-trifluoropropyl 2-iodobenzoate

Refernces

• 1、 Takeshima, Hisaaki,Satoh, Kotaro,Kamigaito, Masami. "Bio-based vinylphenol family: Synthesis via decarboxylation of naturally occurring cinnamic acids and living radical polymerization for functionalized polystyrenes". . . Retrieved 2019/08/20.
• 2、 Coyle, Emma E.,Doonan, Bryan J.,Holohan, Andrew J.,Walsh, Killian A.,Lavigne, Florie,Krenske, Elizabeth H.,O'Brien, Christopher J.. "Catalytic wittig reactions of semi- and nonstabilized ylides enabled by ylide tuning". supporting information. p. 12907 - 12911. Retrieved 2016/02/18.