2-Hydroxy-4-methyl-2,4,6-cycloheptatrien-1-one

Base Information

• Chemical Name: 2-Hydroxy-4-methyl-2,4,6-cycloheptatrien-1-one
• CAS No.: 583-80-2
• Molecular Formula: C8H8O2
• Molecular Weight: 136.15
• NSC Number: 628999
• DSSTox Substance ID: DTXSID90207026
• Nikkaji Number: J55.428F,J2.162.093I
• ChEMBL ID: CHEMBL1987832
• Mol file: 583-80-2.mol

Synonyms:4-methyltropolone;4-Methyl-tropolone;583-80-2;2-Hydroxy-4-methyl-2,4,6-cycloheptatrien-1-one;NSC628999;BRN 2040642;4-08-00-00314 (Beilstein Handbook Reference);2,4,6-CYCLOHEPTATRIEN-1-ONE, 2-HYDROXY-4-METHYL-;2-hydroxy-6-methylcyclohepta-2,4,6-trien-1-one;6-Methyltropolone;SCHEMBL4160338;CHEMBL1987832;SCHEMBL16812095;DTXSID90207026;NSC-628999;LS-56186;NCI60_009411;2-Hydroxy-6-methyl-2,4,6-cycloheptatrien-1-one;2-hydroxy-6-methyl-cyclohepta-2,4,6-trien-1-one

Chemical Property of 2-Hydroxy-4-methyl-2,4,6-cycloheptatrien-1-one

Chemical Property:

• Vapor Pressure: 0.000258mmHg at 25°C
• Refractive Index: 1.4500 (estimate)
• Boiling Point: 288.5°C at 760 mmHg
• Flash Point: 121.2°C
• PSA: 37.30000
• Density: 1.199g/cm³
• LogP: 1.06080
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 136.052429494
• Heavy Atom Count: 10
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Hydroxy-4-methyl-2,4,6-cycloheptatrien-1-one

There total 9 articles about 2-Hydroxy-4-methyl-2,4,6-cycloheptatrien-1-one 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:

dichloroacethyl chloride (79-36-7) + methylcyclopentadiene (96-39-9) → 4-methyltropolone (583-80-2)

Guidance literature:

With acetic acid; triethylamine; In water; acetone;

Reference yield:

7,7-Dichlor-3-methyl-bicyclo<3.2.0>hept-2-en-6-on (36842-13-4) → 4-methyltropolone (583-80-2)

Guidance literature:

With acetic acid; triethylamine; In acetone;

DOI:10.1021/ja00767a041

Reference yield:

4-methyl-2-(toluene-4-sulfonyloxy)-cycloheptatrienone (72271-67-1) → 4-methyltropolone (583-80-2)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. HCl / dioxane

2: methanol

3: aq. KOH / ethanol / Heating

With hydrogenchloride; potassium hydroxide; In 1,4-dioxane; methanol; ethanol;

DOI:10.1246/bcsj.52.2447

upstream raw materials:

(7-carboxy-6-hydroxy-5-oxo-cyclohepta-1,3,6-trienyl)-acetic acid

3-bromo-6-methyl-tropolone

7,7-Dichlor-3-methyl-bicyclo<3.2.0>hept-2-en-6-on

4-Methyl-2-(N-methyl-hydrazino)-cyclohepta-2,4,6-trienone

Downstream raw materials:

2-methoxy-4-methyl-cycloheptatrienone

2-methoxy-6-methyl-cycloheptatrienone

4-methyl-5-p-tolylazo-tropolone

m-Toluic acid