5,5-Dimethylhexane-2,4-dione

Base Information

• Chemical Name: 5,5-Dimethylhexane-2,4-dione
• CAS No.: 7307-04-2
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Hs Code.: 29141990
• European Community (EC) Number: 230-760-0
• DSSTox Substance ID: DTXSID90223342
• Nikkaji Number: J47.869E
• Wikidata: Q63409387
• Mol file: 7307-04-2.mol

Synonyms:5,5-Dimethylhexane-2,4-dione;7307-04-2;2,2-DIMETHYL-3,5-HEXANEDIONE;2,4-Hexanedione, 5,5-dimethyl-;pivaloylacetone;Pivaloylacetone, keto form;5,5-Dimethyl-2,4-hexanedione;SCHEMBL46501;2,2-dimethylhexan-3,5-dione;5,5-Dimethyl-hexan-2,4-dione;DTXSID90223342;5,5-Dimethyl-hexane-2,4-dione;5,5-Dimethyl-2,4-hexanedione #;AMY11711;EINECS 230-760-0;MFCD00142767;STL302035;AKOS004115499;5,5-DIMETHYLHEXAN-2,4-DIONE;CS-W018289;SC11833;2,2-Dimethyl-3,5-hexanedione, 97%;2,2-DIMETHYLHEXANE-3,5-DIONE;AS-47174;AI3-19023;FT-0619786;F12458;A918314;Q63409387;5,5-DIMETHYL-2,4-HEXANEDIONE;5,5-DIMETHYLHEXANE-2,4-DIONE

Chemical Property of 5,5-Dimethylhexane-2,4-dione

Chemical Property:

• Appearance/Colour: Clear colorless to pale yellow liquid
• Vapor Pressure: 0.024mmHg at 25°C
• Melting Point: 105-106 °C
• Refractive Index: 1.4600
• Boiling Point: 190.8 °C at 760mmHg
• PKA: pK1:10.01 (25°C)
• Flash Point: 66.7 °C
• PSA: 34.14000
• Density: 0.918 g/cm³
• LogP: 1.58070
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 3.327g/L(25 oC)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 151

Purity/Quality:

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

5,?5-?Dimethylhexane-?2,?4-?dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-22
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(=O)C(C)(C)C
• Uses: 5,?5-?Dimethylhexane-?2,?4-?dione is a useful reactant for the synthesis RhIII and IrIII half sandwich compounds which had good antimicrobial properties against Mycobacterium smegmatis.

Technology Process of 5,5-Dimethylhexane-2,4-dione

There total 14 articles about 5,5-Dimethylhexane-2,4-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%

5-amino-2,2-dimethylhex-4-en-3-one (33663-62-6) → acetylpinacolin (7307-04-2)

Guidance literature:

With sulfuric acid; In ethanol; for 2h; Heating;

Reference yield: 55.0%

→ acetylpinacolin (7307-04-2)

Guidance literature:

With sodium amide;

Reference yield: 54.0%

3,3-dimethyl-butan-2-one (75-97-8) + ethyl acetate (141-78-6) → acetylpinacolin (7307-04-2)

Guidance literature:

With sodium hydride; In diethyl ether; mineral oil; at 40 - 50 ℃; Inert atmosphere;

DOI:10.1016/j.jorganchem.2014.11.008

upstream raw materials:

3,3-dimethyl-butan-2-one

acetic anhydride

diethyl ether

sodium ethanolate

Downstream raw materials:

3,3-dimethyl-butan-2-one

5,5-dimethyl 2,4-hexanediol

(E)-2,2-dimethylhex-4-en-3-one

5-hydroxy-2,2-dimethyl-hexan-3-one

Refernces

• 1、 Panarin et al.. "". . . Retrieved 1976.
• 2、 Saha, Debajyoti,Ghosh, Raju,Dutta, Ranjan,Mandal, Achintya Kumar,Sarkar, Amitabha. "Steric vis-??-vis electronic influence of phosphines on biaryl motif: Ligand design for coupling reactions with Chloroarenes". . p. 89 - 97. Retrieved 2015/03/05.
• 3、 Hollick, Jonathan J.,Rigoreau, Laurent J. M.,Cano-Soumillac, Celine,Cockcroft, Xiaoling,Curtin, Nicola J.,Frigerio, Mark,Golding, Bernard T.,Guiard, Sophie,Hardcastle, Ian R.,Hickson, Ian,Hummersone, Marc G.,Menear, Keith A.,Martin, Niall M. B.,Matthews, Ian,Newell, David R.,Ord, Rachel,Richardson, Caroline J.,Smith, Graeme C. M.,Griffin, Roger J.. "Pyranone, thiopyranone, and pyridone inhibitors of phosphatidylinositol 3-kinase related kinases. Structure-activity relationships for DNA-dependent protein kinase inhibition, and identification of the first potent and selective inhibitor of the ataxia telangiectasia mutated kinase". . p. 1958 - 1972. Retrieved 2008/02/02.