1-Hydroxyhexane-2,5-dione

Base Information

• Chemical Name: 1-Hydroxyhexane-2,5-dione
• CAS No.: 65313-46-4
• Molecular Formula: C6H10O3
• Molecular Weight: 130.144
• Hs Code.: 2914400090
• DSSTox Substance ID: DTXSID80495935
• Nikkaji Number: J26.206D
• Wikidata: Q82344407
• Mol file: 65313-46-4.mol

Synonyms:1-Hydroxyhexane-2,5-dione;65313-46-4;3- Oxyacetonylaceton;SCHEMBL11177832;DTXSID80495935

Chemical Property of 1-Hydroxyhexane-2,5-dione

Chemical Property:

• Melting Point: 51 °C
• Boiling Point: 82-85 °C(Press: 0.5 Torr)
• PKA: 12.95±0.10(Predicted)
• PSA: 54.37000
• Density: 1.090±0.06 g/cm3(Predicted)
• LogP: -0.08300
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 118

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)CCC(=O)CO

Technology Process of 1-Hydroxyhexane-2,5-dione

There total 27 articles about 1-Hydroxyhexane-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: 81.0%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → tetrahydrofuran-2,5-dimethanol (104-80-3,1122-89-0,2144-40-3,81370-88-9,81370-89-0) + (+/-)-3-(hydroxymethyl)cyclopentanone (64646-09-9) + 1-hydroxyl-2,5-hexanedione (65313-46-4)

Guidance literature:

With Ni_0.53Al_0.47O_1.10H_0.39; hydrogen; In water; at 139.84 ℃; for 6h; under 15001.5 Torr; Pressure; Autoclave; Inert atmosphere;

DOI:10.1002/cssc.201501225

Reference yield: 77.0%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 1-hydroxyl-2,5-hexanedione (65313-46-4) + levulinic acid (123-76-2)

Guidance literature:

With palladium on activated charcoal; hydrogen; In tetrahydrofuran; water; at 80 ℃; for 15h; under 37503.8 Torr; Autoclave;

Reference yield: 71.0%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → tetrahydrofuran-2,5-dimethanol (104-80-3,1122-89-0,2144-40-3,81370-88-9,81370-89-0) + 1-hydroxyl-2,5-hexanedione (65313-46-4) + 2,5-hexanedione (110-13-4)

Guidance literature:

With hydrogen; In water; at 139.84 ℃; for 2h; under 30003 Torr; Reagent/catalyst; Autoclave;

DOI:10.1039/c7gc02310c

upstream raw materials:

5-hydroxymethyl-2-furfuraldehyde

D-Fructose

D-fructose

Downstream raw materials:

2,3-dihydro-1H-1-methylcyclopenta(b)quinoxaline

levulinic acid

tetrahydro-5-methyl-2-furanmethanol

Z-5-Hydroxy-hexen-2

Refernces

• 1、 Ramos, Rubén,Grigoropoulos, Alexios,Griffiths, Ben L.,Katsoulidis, Alexandros P.,Zanella, Marco,Manning, Troy D.,Blanc, Frédéric,Claridge, John B.,Rosseinsky, Matthew J.. "Selective conversion of 5-hydroxymethylfurfural to diketone derivatives over Beta zeolite-supported Pd catalysts in water". . p. 224 - 233. Retrieved 2019/06/19.
• 2、 Dwivedi, Ambikesh D.,Sahu, Vinod K.,Mobin, Shaikh M.,Singh, Sanjay K.. "Cyclopentadienyl-Ru(II)-Pyridylamine Complexes: Synthesis, X-ray Structure, and Application in Catalytic Transformation of Bio-Derived Furans to Levulinic Acid and Diketones in Water". . p. 4777 - 4787. Retrieved 2018/04/25.