Cycloheptane-1,3-dione

Base Information

• Chemical Name: Cycloheptane-1,3-dione
• CAS No.: 1194-18-9
• Molecular Formula: C7H10O2
• Molecular Weight: 126.155
• Hs Code.: 2914299000
• European Community (EC) Number: 832-267-1
• DSSTox Substance ID: DTXSID20399029
• Nikkaji Number: J80.076G
• Wikidata: Q72459526
• Mol file: 1194-18-9.mol

Synonyms:Cycloheptane-1,3-dione;1,3-Cycloheptanedione;1194-18-9;1 3-Cycloheptanedione 97;1 3-cycloheptanedione 97;MFCD01863735;1,3-cycloheptandione;Cycloheptan-1,3-dione;cyclohep tane-1,3-dione;cycloheptane-1,3-quinone;cycloheptane-?1,?3-?dione;1 3-CYCLOHEPTANEDIONE;SCHEMBL696582;1,3-Cycloheptanedione, 97%;DTXSID20399029;DBOVMTXPZWVYAQ-UHFFFAOYSA-N;BCP22831;AKOS015855290;AM85496;CS-W002860;GS-4099;SY011060;BB 0261771;C3564;FT-0645761;EN300-185836;A804279;J-503881;Z607750376

Chemical Property of Cycloheptane-1,3-dione

Chemical Property:

• Vapor Pressure: 0.0213mmHg at 25°C
• Refractive Index: n20/D 1.483(lit.)
• Boiling Point: 250.7 °C at 760 mmHg
• PKA: 9.63±0.20(Predicted)
• Flash Point: 92.2 °C
• PSA: 34.14000
• Density: 1.076 g/cm³
• LogP: 1.08870
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Soluble in water (5.5 g/100 g), and dimethyl formamide (DMF)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

1,3-Cycloheptanedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=O)CC(=O)C1
• Uses: 1,3-Cyclopentanedione was used in the synthesis of chemical probes for selective labeling of sulfuric acid proteins. is a versatile reagent for synthesis of perhydroazulenes, prostaglandin products (biologically active unsaturated 20-carbon fatty acids including a 5-carbon ring, derived enzymatically ), and Knoevenagel products.

Technology Process of Cycloheptane-1,3-dione

There total 25 articles about Cycloheptane-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: 92.0%

3-oxo-cycloheptanone ethylene acetal (92096-05-4) → cycloheptane-1,3-dione (1194-18-9)

Guidance literature:

With hydrogenchloride; at 30 ℃; for 4h;

Reference yield: 75.0%

2-hydroxy-2-methoxymethylcyclohexanone (78743-57-4) → cycloheptane-1,3-dione (1194-18-9)

Guidance literature:

With potassium hydrogensulfate; at 170 - 180 ℃; under 20 - 25 Torr;

DOI:10.1246/cl.1981.551

Reference yield: 72.0%

1,6-Bis-(trimethylsiloxy)-bicyclo[4,1,0]heptan (59454-28-3) → cycloheptane-1,3-dione (1194-18-9)

Guidance literature:

With periodic acid; In ethanol; at -20 ℃;

DOI:10.1055/s-1995-4112

upstream raw materials:

7-oxo-1,4-dioxa-spiro[4.6]undecane-8-carboxylic acid ethyl ester

8-oxabicyclo[5.1.0]octane-2-one

3-oxo-cycloheptanone ethylene acetal

2-hydroxy-2-methoxymethylcyclohexanone

Downstream raw materials:

5H-2-phenyl-6,7,8,9-tetrahydrocycloheptapyrimidin-5-one

5,6,7,8-tetrahydro-4H-cyclohepta[d]isoxazol-4-one

2-[((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-phenylsulfanyl-methyl]-cycloheptane-1,3-dione

Refernces

• 1、 Ragan, John A.,Murry, Jerry A.,Castaldi, Michael J.,Conrad, Alyson K.,Jones, Brian P.,Bryan, Li,Makowski, Teresa W.,McDermott, Ruth,Sitter, Barb J.,White, Timothy D.,Young, Gregory R.. "Investigation of methods for seven-membered ring synthesis: A practical synthesis of 4-oxo-5,6,7,8-tetrahydro-4h-cyclohepta[b]furan-3-carboxylic acid". . p. 498 - 507. Retrieved 2001.
• 2、 Ragan, John A.,Makowski, Teresa W.,Amende, David J.,Clifford, Pamela J.,Young, Gregory R.,Conrad, Alyson K.,Eisenbeis, Shane A.. "A practical synthesis of cycloheptane-1,3-dione". . p. 379 - 381. Retrieved 1998.
• 3、 Suzuki, M.,Watanabe, A.,Noyori, R.. "Palladium(0)-Catalyzed Reaction of α,β-Epoxy Ketones Leading to β-Diketones". . p. 2095 - 2096. Retrieved 1980.
• 4、 Coffman, Keith C.,Nguyen, Huy H.,Phuan, Puay-Wah,Hudson, Brandi M.,Yu, Gui J.,Bagdasarian, Alex L.,Montgomery, Deanna,Lodewyk, Michael W.,Yang, Baoxue,Yoo, Choong L.,Verkman,Tantillo, Dean J.,Kurth, Mark J.. "Constrained bithiazoles: Small molecule correctors of defective δf508-CFTR protein trafficking". . p. 6729 - 6738. Retrieved 2014/10/15.
• 5、 Do, Nga,McDermott, Ruth E.,Ragan, John A.,Martins, Andrew,Lautens, Mark. "Preparation of cycloheptane-1,3-dione via reductive ring expansion of 1-trimethylsilyloxy-7,7-dichlorobicyclo[3.2.0]heptan-6-one: (Cycloheptane-1,3-dione)". . p. 138 - 146. Retrieved 2017/09/15.