1-(2-Hydroxy-3-methoxy-5-methylphenyl)ethanone

Base Information

• Chemical Name: 1-(2-Hydroxy-3-methoxy-5-methylphenyl)ethanone
• CAS No.: 7452-85-9
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.203
• NSC Number: 405807
• DSSTox Substance ID: DTXSID80324130
• Wikidata: Q82083573
• Mol file: 7452-85-9.mol

Synonyms:1-(2-hydroxy-3-methoxy-5-methylphenyl)ethanone;7452-85-9;Ethanone,1-(2-hydroxy-3-methoxy-5-methylphenyl)-;NSC 405807;NSC405807;SCHEMBL3659084;DTXSID80324130;NSC-405807

Chemical Property of 1-(2-Hydroxy-3-methoxy-5-methylphenyl)ethanone

Chemical Property:

• Vapor Pressure: 0.00321mmHg at 25°C
• Melting Point: 84–85°C
• Boiling Point: 274.5°C at 760 mmHg
• Flash Point: 104.4°C
• PSA: 46.53000
• Density: 1.128g/cm³
• LogP: 1.91180
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)OC)O)C(=O)C

Technology Process of 1-(2-Hydroxy-3-methoxy-5-methylphenyl)ethanone

There total 5 articles about 1-(2-Hydroxy-3-methoxy-5-methylphenyl)ethanone 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: 19.0%

methanol (67-56-1) + 3'-bromo-2'-hydroxy-5'-methylacetophenone (56609-15-5) → 5-methyl-3-methoxy-2'-hydroxyacetophenone (7452-85-9)

Guidance literature:

With sodium; copper(I) bromide; In N,N-dimethyl-formamide; at 60 ℃; for 16h; Reflux; Inert atmosphere;

DOI:10.1039/c5dt04055h

Reference yield:

5-methyl-2-hydroxyacetophenone (1450-72-2) → 5-methyl-3-methoxy-2'-hydroxyacetophenone (7452-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium acetate; bromine / acetic acid / 16 h / 0 - 70 °C

2: sodium; copper(I) bromide / N,N-dimethyl-formamide / 16 h / 60 °C / Reflux; Inert atmosphere

With bromine; sodium acetate; sodium; copper(I) bromide; In acetic acid; N,N-dimethyl-formamide;

DOI:10.1039/c5dt04055h

Reference yield:

2-hydroxy-3-methoxy-5-methyl-benzaldehyde-oxime (98996-21-5) → 5-methyl-3-methoxy-2'-hydroxyacetophenone (7452-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium acetate

2: diethyl ether; benzene

With diethyl ether; sodium acetate; benzene;

DOI:10.1021/jo01362a007

upstream raw materials:

methyl magnesium iodide

2-acetoxy-3-methoxy-5-methyl-benzonitrile

2-hydroxy-3-methoxy-5-methyl-benzaldehyde-oxime

methanol

Downstream raw materials:

8-methoxy-6-methyl-2-phenyl-chroman-4-one

2'-hydroxy-3'-methoxy-5'-methyl-trans-chalcone

Refernces