3-Acetyl-2,5-dimethylfuran

Base Information

• Chemical Name: 3-Acetyl-2,5-dimethylfuran
• CAS No.: 10599-70-9
• Molecular Formula: C8H10O2
• Molecular Weight: 138.166
• Hs Code.: 2932190090
• European Community (EC) Number: 234-216-3
• NSC Number: 504254
• UNII: 798V2T7ZBV
• DSSTox Substance ID: DTXSID1030317
• Nikkaji Number: J207.975E
• Wikidata: Q27266738
• Metabolomics Workbench ID: 43907
• ChEMBL ID: CHEMBL1894194
• Mol file: 10599-70-9.mol

Synonyms:3-Acetyl-2,5-dimethylfuran;10599-70-9;1-(2,5-dimethylfuran-3-yl)ethanone;3-Acetyl-2,5-dimethyl furan;1-(2,5-Dimethyl-3-furyl)ethan-1-one;Ethanone, 1-(2,5-dimethyl-3-furanyl)-;2,5-Dimethyl-3-acetylfuran;1-(2,5-dimethylfuran-3-yl)ethan-1-one;1-(2,5-Dimethyl-3-furyl)ethanone;2,5-Dimethyl-3-furyl methyl ketone;FEMA No. 3391;1-(2,5-Dimethyl-3-furanyl)ethanone;Ketone, 2,5-dimethyl-3-furyl methyl;EINECS 234-216-3;UNII-798V2T7ZBV;3-Acetyl-2-5-dimethylfuran;2.5-Dimethyl-3-acetyl furan;798V2T7ZBV;DTXSID1030317;Furan, 3-acetyl-2,5-dimethyl;NSC-504254;1-(2,5-dimethyl-furan-3-yl)-ethanone;NSC504254;3-acetyl 2.5-dimethylfuran;SCHEMBL873084;CHEMBL1894194;DTXCID9010317;FEMA 3391;CHEBI:167367;Furan, 3-acetyl-2,5-dimethyl-;Tox21_200275;1-(2,5-dimethyluran-3-yl)ethanone;3-Acetyl-2,5-dimethylfuran, 98%;MFCD00010281;AKOS009031202;AT17488;NSC 504254;SB60961;1-(2,5-Dimethyl-3-furanyl)-Ethanone;1-(2,5-Dimethyl-3-furyl)ethanone #;Etanona, 1-(2,5-dimetil-3-furanil)-;NCGC00091361-01;NCGC00091361-02;NCGC00257829-01;AS-61809;2,5-Dimethyl-3-furyl methyl ketone, 8CI;3-ACETYL-2,5-DIMETHYLFURAN [FHFI];CAS-10599-70-9;LS-178723;1-(2,5-Dimethyl-3-furanyl)ethanone, 9CI;3-ACETYL-2,5-DIMETHYL FURAN [FCC];A1121;FT-0614877;EN300-20898;3-Acetyl-2,5-dimethylfuran, >=99%, FCC, FG;A801352;W-108776;Q27266738

Chemical Property of 3-Acetyl-2,5-dimethylfuran

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.0141mmHg at 25°C
• Refractive Index: n20/D 1.485(lit.)
• Boiling Point: 258 °C at 760 mmHg
• Flash Point: 78.9 °C
• PSA: 30.21000
• Density: 1.13 g/cm³
• LogP: 2.09900
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 138.068079557
• Heavy Atom Count: 10
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

3-Acetyl-2,5-dimethylfuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: CC1=CC(=C(O1)C)C(=O)C
• Description: It is a liquid with a powerful, slightly roasted, nut-like aroma.
• Uses: 3-Acetyl-2,5-dimethylfuran was used in synthesis of:furylfulgide, 2-[1-(2, 5-dimethyl-3-furyl) ethylidene]-3-isopropylidene succinic anhydridechalcones1-(2′,5′-dimethyl-3′-furyl)-3-(aryl)-2-propen-1-one

Technology Process of 3-Acetyl-2,5-dimethylfuran

There total 22 articles about 3-Acetyl-2,5-dimethylfuran 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%

propionaldehyde (123-38-6) + acetylacetone (123-54-6,81235-32-7) → 2,5-dimethyl-3-acetylfuran (10599-70-9)

Guidance literature:

With oxygen; acetic acid; phosphovanadomolybdic acid; cerium(III) chloride; bis(acetylacetonato)palladium(II); In methanol; at 80 ℃; for 8h; under 760.051 Torr;

Reference yield: 83.0%

4-acetyl-6-(4-chlorophenyl)-3,6-dimethyl-1,2-dioxan-3-ol → 2,5-dimethyl-3-acetylfuran (10599-70-9)

Guidance literature:

With perchloric acid; In acetonitrile; for 0.25h; Heating;

Reference yield: 82.0%

2,5-dimethylfuran (625-86-5) + acetic anhydride (108-24-7) → 2,5-dimethyl-3-acetylfuran (10599-70-9)

Guidance literature:

With tin(IV) chloride; at 0 ℃; for 6h;

DOI:10.1039/P19810000202

upstream raw materials:

2,5-dimethylfuran

acetic anhydride

succinic acid

3-acetyl-2,5-dimethyl-4,5-dihydrofuran

Downstream raw materials:

3-acetyl-2,5-dimethylpyrrole

(E)-4-adamantylidene-3-<1-(2,5-dimethyl-3-furyl)ethylidene>tetrahydrofuran-2,5-dione

2-(2,5-dimethyl-3-furyl)-1,1-diphenylpropan-2-ol

3-furylfulgide

Refernces

• 1、 Tamaso, Ken-Ichi,Hatamoto, Yuji,Obora, Yasushi,Sakaguchi, Satoshi,Ishii, Yasutaka. "Synthesis of substituted furoates from acrylates and aldehydes by Pd(OAc)2/HPMoV/CeCl3/O2 system". . p. 8820 - 8823. Retrieved 2007.
• 2、 Hurd,Wilkinson. "-". . p. 739. Retrieved 1948.
• 3、 Arcadi, Antonio,Cacchi, Sandro,Fabrizi, Giancarlo,Marinelli, Fabio,Parisi, Luca M.. "Highly substituted furans from 2-propynyl-1,3-dicarbonyls and organic halides or triflates via the oxypalladation-reductive elimination domino reaction". . p. 4661 - 4671. Retrieved 2003.
• 4、 Huang, Wenbo,Liu, Changhui,Gu, Yanlong. "Auto-Tandem Catalysis-Induced Synthesis of Trisubstituted Furans through Domino Acid-Acid-Catalyzed Reaction of Aliphatic Aldehydes and 1,3-Dicarbonyl Compounds by using N-Bromosuccinimide as Oxidant". supporting information. p. 1811 - 1818. Retrieved 2017/06/09.