tert-Butyl[2,6-dimethyl-4-(prop-2-en-1-yl)phenoxy]dimethylsilane

Base Information

• Chemical Name: tert-Butyl[2,6-dimethyl-4-(prop-2-en-1-yl)phenoxy]dimethylsilane
• CAS No.: 118630-96-9
• Molecular Formula: C17H28OSi
• Molecular Weight: 276.494
• DSSTox Substance ID: DTXSID70565590
• Wikidata: Q82450774
• Mol file: 118630-96-9.mol

Synonyms:118630-96-9;DTXSID70565590;tert-Butyl[2,6-dimethyl-4-(prop-2-en-1-yl)phenoxy]dimethylsilane

Chemical Property of tert-Butyl[2,6-dimethyl-4-(prop-2-en-1-yl)phenoxy]dimethylsilane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 276.190942047
• Heavy Atom Count: 19
• Complexity: 291

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1O[Si](C)(C)C(C)(C)C)C)CC=C

Technology Process of tert-Butyl[2,6-dimethyl-4-(prop-2-en-1-yl)phenoxy]dimethylsilane

There total 2 articles about tert-Butyl[2,6-dimethyl-4-(prop-2-en-1-yl)phenoxy]dimethylsilane 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%

4-allyl-2,6-dimethylphenol (13037-83-7) + tert-butyldimethylsilyl chloride (18162-48-6) → 1-<(tert-Butyldimethylsilyl)oxy>-2,6-dimethyl-4-(2-propenyl)benzene (118630-96-9)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 4h; Ambient temperature;

DOI:10.1021/jo00100a039

Reference yield: 67.0%

1-[(tert-butyldimethylsilyl)oxy]-2,6-dimethyl-4-chlorobenzene + allyl-trimethyl-silane (762-72-1) → 1-[(tert-butyldimethylsilyl)oxy]-2,6-dimethylbenzene (62790-89-0) + 1-<(tert-Butyldimethylsilyl)oxy>-2,6-dimethyl-4-(2-propenyl)benzene (118630-96-9)

Guidance literature:

With TEA; In methanol; at 21.85 ℃; for 6h; Irradiation;

DOI:10.1002/chem.200400681

Reference yield:

1-<(tert-Butyldimethylsilyl)oxy>-2,6-dimethyl-4-(2-propenyl)benzene (118630-96-9) → 2,6-Dimethyl-4-<4-(furan-3-yl)butyl>phenol (125404-80-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) BH₃*THF, 2.) 30percent H₂O₂, 3 N NaOH / 1.) THF, 0 deg C, 10 min; 2 h, 2.) 0 deg C, 15 min; 1 h

2: 65 percent / Ph₃P, CBr₄ / diethyl ether / 4 h / Ambient temperature

3: 1.) Mg, 2.) Li₂CuCl₄ / 1.) THF, reflux, 2.) THF, 0 deg C, 1 h

4: (n-Bu)4NF / tetrahydrofuran / 0.25 h / Ambient temperature

With sodium hydroxide; borane-THF; dilithium tetrachlorocuprate; carbon tetrabromide; tetrabutyl ammonium fluoride; dihydrogen peroxide; magnesium; triphenylphosphine; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jo00100a039

upstream raw materials:

4-allyl-2,6-dimethylphenol

tert-butyldimethylsilyl chloride

allyl-trimethyl-silane

Downstream raw materials:

3-<4-<(tert-Butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-1-propanol

2,6-Dimethyl-4-<3-(pyrrol-1-yl)propylidene>-2,5-cyclohexadien-1-one

(+/-)-2,6-Dimethyl-4-(1,2-dihydropyrrolizin-3-yl)phenol

2,6-Dimethyl-4-<3-(pyrrol-1-yl)propyl>phenol