3,4-Diacetylhexane-2,5-dione

Base Information

• Chemical Name: 3,4-Diacetylhexane-2,5-dione
• CAS No.: 5027-32-7
• Molecular Formula: C10H14O4
• Molecular Weight: 198.219
• Hs Code.: 2914190090
• European Community (EC) Number: 225-718-3
• NSC Number: 35137
• UNII: FJ6RVQ86SM
• DSSTox Substance ID: DTXSID60198270
• Nikkaji Number: J203.257K
• Wikidata: Q83071047
• Mol file: 5027-32-7.mol

Synonyms:3,4-Diacetylhexane-2,5-dione;5027-32-7;3,4-Diacetyl-2,5-hexanedione;Sym-tetraacetylethane;1,1,2,2-Tetraacetylethane;2,5-Hexanedione, 3,4-diacetyl-;Bis(acetylacetone);EINECS 225-718-3;NSC-35137;tetra Acetyl ethane;3,5-hexanedione;NSC35137;2, 3,4-diacetyl-;1,2,2-Tetraacetylethane;FJ6RVQ86SM;3.3'-Bis(acetylacetone);SCHEMBL231416;3,4-diacetyl-hexane-2,5-dione;DTXSID60198270;BCP20141;MFCD00031531;NSC 35137;NSC813169;AKOS002663790;NSC-813169;BS-16901;CS-0095787;D4826;FT-0614195;A18818;T70970

Chemical Property of 3,4-Diacetylhexane-2,5-dione

Chemical Property:

• Vapor Pressure: 5.72E-08mmHg at 25°C
• Melting Point: 191.0 to 195.0 °C
• Refractive Index: 1.476
• Boiling Point: 355.7 °C at 760 mmHg
• PKA: 8.28±0.59(Predicted)
• Flash Point: 146.9 °C
• PSA: 68.28000
• Density: 1.084 g/cm³
• LogP: 0.57480
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 198.08920892
• Heavy Atom Count: 14
• Complexity: 233

Purity/Quality:

98% ^*data from raw suppliers

3,4-Diacetyl-2,5-hexanedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(C(C(=O)C)C(=O)C)C(=O)C
• Uses: 3,4-Diacetyl-2,5-hexanedione can be used as a functional material with special optical, electrical and magnetic properties.

Technology Process of 3,4-Diacetylhexane-2,5-dione

There total 21 articles about 3,4-Diacetylhexane-2,5-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: 94.0%

acetylacetone (123-54-6,81235-32-7) → 1,1,2,2-Tetraacetylethan (5027-32-7)

Guidance literature:

With N-Bromosuccinimide; potassium tert-butylate; In tetrahydrofuran; at 20 ℃;

DOI:10.1080/00397910701578123

Reference yield: 78.0%

sodium acetylacetonate (15435-71-9,1118-67-8) → 1,1,2,2-Tetraacetylethan (5027-32-7)

Guidance literature:

With iodine; In N,N-dimethyl-formamide; at 5 - 10 ℃; for 1.25h;

DOI:10.1039/c3ce41238e

Reference yield: 68.0%

3-chloropentane-2,4-dione (1694-29-7) → 1,1,2,2-Tetraacetylethan (5027-32-7)

Guidance literature:

With iodine; zinc; In tetrahydrofuran; for 16h; Heating;

DOI:10.1055/s-2004-829118

upstream raw materials:

sodium acetoacetonate

sodium acetylacetonate

diacetyl peroxide

acetylacetone

Downstream raw materials:

3,3',5,5'-tetramethyl-1H,1'H-4,4'-bipyrazole

N-(3,4-diacetyl-2,5-dimethyl-pyrrol-1-yl)-benzamide

Ir₂(C₅H₃N(C₆H₄OC₁₂H₂₅)(C₆H₃OC₁₂H₂₅))4((OC(CH₃))4C₂)

Refernces

• 1、 Johnston,K.M.,Stride,J.D.. "-". . p. 325. Retrieved 1966.
• 2、 Sato, Hisako,Kameda, Jun,Fukuda, Yutaka,Haga, Masa-Aki,Yamagishi, Akihiko. "Chiral bead-like trimer of tris(2,4-pentanedionato)ruthenium(III)". . p. 716 - 717. Retrieved 2008.
• 3、 Chen, Yan-Xin,Hu, Ting,Liao, Mingyue,Meng, Lingyi,Wang, Tianming,Xie, Yiming,Yang, Mingxue,Zuo, Tao. "Design and Solvothermal Synthesis of Polyoxometalate-Based Cu(II)-Pyrazolate Photocatalytic Compounds for Solar-Light-Driven Hydrogen Evolution". supporting information. p. 13136 - 13149. Retrieved 2021/09/03.
• 4、 Song, Jianan,Zhang, Hao,Chen, Xianjun,Li, Xinsheng,Xu, Dongcheng. "Oxidative Coupling of 1,3-Dicarbonyl Compounds by Cerium(IV) Ammonium Nitrate". experimental part. p. 1847 - 1855. Retrieved 2010/07/02.