Phenol, 2,3,5-trimethyl-6-(2-methyl-2-propenyl)-

Base Information

• Chemical Name: Phenol, 2,3,5-trimethyl-6-(2-methyl-2-propenyl)-
• CAS No.: 142874-43-9
• Molecular Formula: C13H18O
• Molecular Weight: 190.285
• DSSTox Substance ID: DTXSID30443027
• Wikidata: Q82260700
• Mol file: 142874-43-9.mol

Synonyms:Phenol, 2,3,5-trimethyl-6-(2-methyl-2-propenyl)-;142874-43-9;SCHEMBL658037;DTXSID30443027;LKGHOOQBXDWIMR-UHFFFAOYSA-N;2-(2-methyl-2-propenyl)-3,5,6-trimethylphenol;2,3,5-trimethyl-6-(2-methylprop-2-en-1-yl)phenol

Chemical Property of Phenol, 2,3,5-trimethyl-6-(2-methyl-2-propenyl)-

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 190.135765193
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1C)O)CC(=C)C)C

Technology Process of Phenol, 2,3,5-trimethyl-6-(2-methyl-2-propenyl)-

There total 3 articles about Phenol, 2,3,5-trimethyl-6-(2-methyl-2-propenyl)- 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: 85.0%

2,3,5-Trimethyl-1-(2-methyl-2-propenyloxy)benzene (142874-36-0) → 2,3,5-trimethyl-6-(2-methylprop-2-en-1-yl)phenol (142874-43-9)

Guidance literature:

With N,N-diethylaniline; at 220 - 230 ℃; for 11h; Inert atmosphere;

Reference yield: 80.6%

→ 2,3,5-trimethyl-6-(2-methylprop-2-en-1-yl)phenol (142874-43-9)

Guidance literature:

Reference yield:

2,3,5-trimethylphenol (697-82-5) → 2,3,5-trimethyl-6-(2-methylprop-2-en-1-yl)phenol (142874-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 15 h / 80 °C

2: N,N-diethylaniline / 11 h / 220 - 230 °C / Inert atmosphere

With potassium carbonate; N,N-diethylaniline; In N,N-dimethyl-formamide; 2: |Claisen Rearrangement;

DOI:10.1021/acs.jmedchem.6b00191

upstream raw materials:

2,3,5-Trimethyl-1-(2-methyl-2-propenyloxy)benzene

2,3,5-trimethylphenol

Downstream raw materials:

2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran

1-(2,4-dimethoxyphenyl)-4-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine

1-(3,4-dimethoxyphenyl)-4-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine

1-(4-fluorophenyl)-4-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine