2-Methylcyclohexane-1,3-dione

Base Information

• Chemical Name: 2-Methylcyclohexane-1,3-dione
• CAS No.: 1193-55-1
• Molecular Formula: C7H10O2
• Molecular Weight: 126.155
• Hs Code.: 29142900
• European Community (EC) Number: 214-773-9
• NSC Number: 54460
• DSSTox Substance ID: DTXSID90152406
• Nikkaji Number: J183.672B
• Wikidata: Q63395476
• ChEMBL ID: CHEMBL191688
• Mol file: 1193-55-1.mol

Synonyms:2-MCHD;2-methyl-1,3-cyclohexanedione

Chemical Property of 2-Methylcyclohexane-1,3-dione

Chemical Property:

• Appearance/Colour: White to salmon powder
• Vapor Pressure: 0.0157mmHg at 25°C
• Melting Point: 206-208 °C(lit.)
• Refractive Index: 1.529
• Boiling Point: 235.7 °C at 760 mmHg
• PKA: 5.58±0.25(Predicted)
• Flash Point: 85.9 °C
• PSA: 34.14000
• Density: 1.056 g/cm³
• LogP: 0.94460
• Storage Temp.: 0-6°C
• Sensitive.: Hygroscopic
• Solubility.: methanol: 0.1 g/mL, clear
• Water Solubility.: INSOLUBLE
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methylcyclohexane-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1C(=O)CCCC1=O
• Description: 2-methyl-1,3-Cyclohexanedione is a synthetic intermediate useful for pharmaceutical synthesis.
• Uses: An important starting material, exemplified in a formal synthesis of acorone.1 2-Methylcyclohexane-1,3-dione acts as a synthetic intermediate. It is an important starting material, exemplified in a formal synthesis of acorone. It is also used in Organic Synthesis, Pharmaceuticals, Agrochemicals.

Technology Process of 2-Methylcyclohexane-1,3-dione

There total 28 articles about 2-Methylcyclohexane-1,3-dione 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: 90.0%

2-methylbenzene-1,3-diol (608-25-3) → 2-methylcyclohexane-1,3-dione (1193-55-1)

Guidance literature:

With sodium hydroxide; hydrogen; Rh/Al₂O₃; In water; for 9.5h; under 2585.7 Torr; Ambient temperature;

Reference yield: 88.0%

1,5-pentanedioic acid (110-94-1) + propionyl chloride (79-03-8) → 2-methylcyclohexane-1,3-dione (1193-55-1)

Guidance literature:

1,5-pentanedioic acid; With aluminum (III) chloride; nitromethane; at 20 ℃; for 1h; Inert atmosphere;

propionyl chloride; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b01622

Reference yield: 87.0%

1,3-cylohexanedione (504-02-9) → 2-methylcyclohexane-1,3-dione (1193-55-1)

Guidance literature:

With hydrogenchloride; formaldehyd; dimethyl amine; palladium-carbon; In methanol; water;

upstream raw materials:

5-oxo-heptanoic acid diethylamide

1,3-cylohexanedione

methyl iodide

1,5-dimethoxy-1,4-cyclohexadiene

Downstream raw materials:

3-methoxy-2-methylcyclohex-2-en-1-one

2-methyl-2-(3-oxobutyl)cyclohexane-1,3-dione

Wieland-Miescher ketone

8a-Hydroxy-4a-methyldecalin-2,5-dione

Refernces

• 1、 Yanami et al.. "". . p. 2779. Retrieved 1977.
• 2、 Mikhael, Myriam,Adler, Sophia A.,Wengryniuk, Sarah E.. "Chemoselective Oxidation of Equatorial Alcohols with N-Ligated λ3-Iodanes". supporting information. p. 5889 - 5893. Retrieved 2019/08/26.