3-Methylcyclohexane-1,2-dione

Base Information

• Chemical Name: 3-Methylcyclohexane-1,2-dione
• CAS No.: 3008-43-3
• Molecular Formula: C7H10 O2
• Molecular Weight: 126.155
• Hs Code.: 2914299000
• European Community (EC) Number: 221-122-2
• UNII: 2GKY1ALK5L
• DSSTox Substance ID: DTXSID9047675
• Nikkaji Number: J205.304G
• Wikidata: Q27254718
• ChEMBL ID: CHEMBL190613
• Mol file: 3008-43-3.mol

Synonyms:3-Methylcyclohexane-1,2-dione;3008-43-3;3-Methyl-1,2-cyclohexanedione;1,2-Cyclohexanedione, 3-methyl-;1-Methyl-2,3-cyclohexadione;coffee dione;FEMA No. 3305;UNII-2GKY1ALK5L;2GKY1ALK5L;DTXSID9047675;EINECS 221-122-2;MFCD00209518;methylcyclohexanedione;3-methyl-1,2-cyclohexadione;1-Methyl-2 3-cyclohexadione;3-Methyl-1 2-cyclohexanedione;CHEMBL190613;SCHEMBL1171870;DTXCID7027675;3-methyl cyclohexane-1,2-dione;BDBM22771;FEMA 3305;1,2-ciclohexanodiona, 3-metil-;JDXJKLGWPNXSHL-UHFFFAOYSA-N;Tox21_303634;1-METHYLCYCLOHEXA-2,3-DIONE;AKOS025396901;3 - methylcyclohexane - 1,2 - dione;NCGC00256679-01;CAS-3008-43-3;1-METHYL-2,3-CYCLOHEXADIONE [FHFI];CS-0206920;FT-0694377;3-Methyl-1,2-cyclohexanedione, >=98%, FG;(+/-)-3-METHYL-1,2-CYCLOHEXANEDIONE;Q27254718

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

Chemical Property:

• Vapor Pressure: 0.321mmHg at 25°C
• Melting Point: 61-63 °C(lit.)
• Boiling Point: 69-72 °C1 mm Hg(lit.)
• Flash Point: 69-72°C/1mm
• PSA: 34.14000
• Density: 1.056g/cm³
• LogP: 0.94460
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

3-Methyl-1,2-cyclohexanedione ≥98%,FG ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CCCC(=O)C1=O
• Description: May be prepared from the ethyl ester of y-propionylbutyric acid and sodium ethylate.

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

There total 24 articles about 3-Methylcyclohexane-1,2-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: 65.0%

10-Methyl-1,4-dioxa-spiro[4.5]decan-6-one (109459-55-4) → 3-methylcyclohexane-1,2-dione (3008-43-3)

Guidance literature:

With sulfuric acid; silica gel; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1016/S0040-4039(00)95779-4

Reference yield:

2-Methylcyclohexanone (583-60-8) → 3-methylcyclohexane-1,2-dione (3008-43-3)

Guidance literature:

With selenium(IV) oxide; ethanol;

DOI:10.1021/jo01111a017

Reference yield:

10-methyl-1,4-dioxa-spiro[4.5]dec-6-ene (57204-96-3) → 3-methylcyclohexane-1,2-dione (3008-43-3)

Guidance literature:

Multi-step reaction with 4 steps

1: m-chloroperbenzoic acid

2: 93 percent / Zn, chlorotrimethylsilane / CH₂Cl₂ / 0.5 h / 0 °C

3: 72 percent / pyridine, Cr₂O₃, kieselguhr / CH₂Cl₂ / 0.33 h / Ambient temperature

4: 65 percent / silica gel, 15percent H₂SO₄ / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; chromium(III) oxide; chloro-trimethyl-silane; kieselguhr; sulfuric acid; silica gel; 3-chloro-benzenecarboperoxoic acid; zinc; In dichloromethane;

DOI:10.1016/S0040-4039(00)95779-4

upstream raw materials:

2,6-dibromo-2-methylcylcohexanone

α-bromo-3-methylcyclohex-2-en-1-one

2-Methylcyclohexanone

3-Methylcyclohexanone

Downstream raw materials:

3-methyl-2-[(3-methylbut-2-en-1-yl)oxy]cyclohex-2-en-1-one

6-benzylidene-2-methylcyclohexan-1-one

2-(4-methoxyphenylamino)-6-methylcyclohex-2-en-1-one

6-methyl-2-(4-tolylamino)cyclohex-2-en-1-one

Refernces

• 1、 Vankar, Yashwant D.,Chaudhuri, Narayan C.,Rao, C. Trinadha. "REGIOSELECTIVE REDUCTIONS OF 2,3-EPOXY ACETALS WITH ZINC-CHLOROTRIMETHYLSILANE AND LITHIUM ALUMINIUM HYDRIDE: CONVENIENT SYNTHESIS OF 1,2 AND 1,3-DIONES". . p. 551 - 554. Retrieved 2007/10/02.