Phenol, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-

Base Information

• Chemical Name: Phenol, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-
• CAS No.: 161006-18-4
• Molecular Formula: C12H20O2Si
• Molecular Weight: 224.375
• European Community (EC) Number: 878-136-2
• DSSTox Substance ID: DTXSID60466168
• Nikkaji Number: J888.414E
• Wikidata: Q82292662
• Mol file: 161006-18-4.mol

Synonyms:161006-18-4;Phenol, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-;3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-phenol;3-((tert-butyldimethylsilyl)oxy)phenol;3-[tert-butyl(dimethyl)silyl]oxyphenol;3-[(TERT-BUTYLDIMETHYLSILYL)OXY]PHENOL;3-(tert-butyldimethylsilyloxy)phenol;SCHEMBL4004898;DTXSID60466168;WNTUMICETVLAST-UHFFFAOYSA-N;3-((t-butyldimethylsilyl)oxy)phenol;BS-31125;3-{[(t-Butyl)-(dimethyl)silyl]oxy}phenol;EN300-762909;F88209

Chemical Property of Phenol, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 224.123256411
• Heavy Atom Count: 15
• Complexity: 208

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Phenol, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-

There total 8 articles about Phenol, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]- 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: 87.0%

(3-benzyloxy-phenoxy)-tert-butyl-dimethyl-silane (1067665-43-3) → 3-((tert-butyldimethylsilyl)oxy)phenol (161006-18-4)

Guidance literature:

With pentamethylbenzene,; boron trichloride; In dichloromethane; at -78 ℃; for 0.333333h;

DOI:10.1055/S-2008-1077980

Reference yield: 82.0%

1-(tert-butyldimethylsilyloxy)-3-(tert-butyldiphenylsilyloxy)benzene (1114567-56-4) → 3-((tert-butyldimethylsilyl)oxy)phenol (161006-18-4) + 3-((tert-butyldiphenylsilyl)oxy)phenol (197248-09-2)

Guidance literature:

With lithium acetate; In water; N,N-dimethyl-formamide; at 35 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo802472s

Reference yield: 75.0%

tert-butyldimethylsilyl chloride (18162-48-6) + recorcinol (108-46-3) → 3-((tert-butyldimethylsilyl)oxy)phenol (161006-18-4)

Guidance literature:

With 1H-imidazole; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2015.05.093

upstream raw materials:

tert-butyldimethylsilyl chloride

recorcinol

1H-imidazole

(3-benzyloxy-phenoxy)-tert-butyl-dimethyl-silane

Downstream raw materials:

3-isopropoxyphenol

3-n-butoxyphenol

tert-butyl(3-isopropoxyphenoxy)dimethylsilane

Refernces

• 1、 Fiorillo, Bianca,Sepe, Valentina,Conflitti, Paolo,Roselli, Rosalinda,Biagioli, Michele,Marchianò, Silvia,De Luca, Pasquale,Baronissi, Giuliana,Rapacciuolo, Pasquale,Cassiano, Chiara,Catalanotti, Bruno,Zampella, Angela,Limongelli, Vittorio,Fiorucci, Stefano. "Structural Basis for Developing Multitarget Compounds Acting on Cysteinyl Leukotriene Receptor 1 and G-Protein-Coupled Bile Acid Receptor 1". . p. 16512 - 16529. Retrieved 2021/11/24.
• 2、 Choi, Dongil,Shiga, Naoki,Franzén, Robert,Nemoto, Tetsuhiro. "Acid-Promoted Cascade Cyclization to Produce 2-(4′-Alkoxyaryl)-3,4-Fused Tricyclic Dihydrobenzopyrans via a Vinylidene para-Quinone Methide Intermediate". supporting information. p. 1785 - 1788. Retrieved 2018/04/27.