1,3-Cyclohexanedione

Base Information

• Chemical Name: 1,3-Cyclohexanedione
• CAS No.: 504-02-9
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Hs Code.: 2914.29
• European Community (EC) Number: 207-980-0
• NSC Number: 57477
• UNII: 6UK3D2BXJT
• DSSTox Substance ID: DTXSID1044433
• Nikkaji Number: J6.214F
• Wikipedia: 1,3-Cyclohexanedione
• Wikidata: Q15401966
• Metabolomics Workbench ID: 49846
• ChEMBL ID: CHEMBL363919
• Mol file: 504-02-9.mol

Synonyms:1,3-cyclohexanedione

Chemical Property of 1,3-Cyclohexanedione

Chemical Property:

• Appearance/Colour: beige crystalline powder
• Vapor Pressure: 0.0204mmHg at 25°C
• Melting Point: 101-105 °C(lit.)
• Refractive Index: 1.548
• Boiling Point: 235.1 °C at 760 mmHg
• PKA: 5.26(at 25℃)
• Flash Point: 85.7 °C
• PSA: 34.14000
• Density: 1.127 g/cm³
• LogP: 0.69860
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: soluble
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 113

Purity/Quality:

99% ^*data from raw suppliers

1,3-Cyclohexanedione ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aliphatic Ketones, Other
• Canonical SMILES: C1CC(=O)CC(=O)C1
• Uses: 1,3-Cyclohexanedione is used in organic synthesis and pharmaceutical intermediates. It is the intermediate of herbicides sulcotrione and nitrosulfonone. It is also nitisinone intermediate. 1,3-Cyclohexanedione can be used as a building block in the synthesis of:9-substituted 1,8-dioxo-xanthenes by reacting with unactivated aldehydes via aldol condensation/ Michael addition reaction.[(1,2,3-triazol-4-yl)methoxy-phenyl]-2H-indazolo[2,1-b]phthalazine-trione derivatives by treating with phthalhydrazide, aromatic propargyloxy aldehydes, and azides via a four-component condensation reaction.It can be also used to prepare 2-substituted adducts, which are important intermediates for the synthesis of ?-enaminones , polyhydroquinoline derivatives , 1,8-dioxo-dodecahydroxanthenes , spirocyclopentanols , oxathioles , and triquinanes.

Technology Process of 1,3-Cyclohexanedione

There total 90 articles about 1,3-Cyclohexanedione 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: 99.0%

3-butanoxycyclohex-2-en-1-one (16493-04-2) → 1,3-cylohexanedione (504-02-9)

Guidance literature:

With water; In acetonitrile; at 20 ℃; for 0.226667h; under 900.09 Torr; Flow reactor;

DOI:10.1021/acs.oprd.9b00067

Reference yield: 99.0%

3-propanoxycyclohex-2-en-1-one (104808-17-5) → 1,3-cylohexanedione (504-02-9)

Guidance literature:

With water; In acetonitrile; at 20 ℃; for 0.226667h; under 900.09 Torr; Flow reactor;

DOI:10.1021/acs.oprd.9b00067

Reference yield: 99.0%

3-Ethoxycyclohex-2-en-1-one (5323-87-5) → 1,3-cylohexanedione (504-02-9)

Guidance literature:

With water; at 20 ℃; for 0.226667h; under 900.09 Torr; Flow reactor;

DOI:10.1021/acs.oprd.9b00067

upstream raw materials:

ethanol

ethyl 2-carbethoxy-5-oxocaproate

sodium ethanolate

hex-5-ynoic acid

Downstream raw materials:

3-(pyrrolidin-1-yl)cyclohex-2-en-1-one

2,2 '-(furan-2-ylmethylene)dicyclohexane-1, 3-dione

2,2'-methylenebis(cyclohexane-1,3-dione)

bis(succinimidomethyl) ether

Refernces

• 1、 -. "Preparation method of 1,3-cyclohexanedione". Paragraph 0068-0095. . Retrieved 2020/07/13.
• 2、 -. "Method for synthesizing 1,3-cyclohexanedione by utilizing platinum-carbon catalytic reaction". Paragraph 0014-0024. . Retrieved 2020/04/06.