1,4-Dihydroxy-2-butanone

Base Information

• Chemical Name: 1,4-Dihydroxy-2-butanone
• CAS No.: 140-86-3
• Molecular Formula: C4H8 O3
• Molecular Weight: 104.106
• Hs Code.: 2914400090
• DSSTox Substance ID: DTXSID50474858
• Nikkaji Number: J79.461I
• Wikidata: Q82304999
• Mol file: 140-86-3.mol

Synonyms:1,4-dihydroxybutan-2-one;140-86-3;1,4-DIHYDROXY-2-BUTANONE;3-Deoxytetrulose;SCHEMBL216163;DTXSID50474858;STL453617;AKOS006308889;SB84370;FT-0650203;A910994

Chemical Property of 1,4-Dihydroxy-2-butanone

Chemical Property:

• Vapor Pressure: 0.006mmHg at 25°C
• Refractive Index: 1.459
• Boiling Point: 242.692°C at 760 mmHg
• Flash Point: 114.843°C
• PSA: 57.53000
• Density: 1.201g/cm³
• LogP: -1.06980
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 104.047344113
• Heavy Atom Count: 7
• Complexity: 60

Purity/Quality:

99% ^*data from raw suppliers

1,4-Dihydroxy-2-butanone,>85% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CO)C(=O)CO

Technology Process of 1,4-Dihydroxy-2-butanone

There total 9 articles about 1,4-Dihydroxy-2-butanone 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: 85.0%

D,L-1,2,4-butanetriol (3068-00-6,6810-31-7) → 1,4-dihydroxy-2-butanone (140-86-3)

Guidance literature:

With C₃₀H₄₂N₄O₆Pd₂⁽²⁺⁾*2CF₃O₃S^(1-); p-benzoquinone; In water; acetonitrile; at 55 ℃; for 24h; chemoselective reaction; Darkness;

DOI:10.1021/om4001549

Reference yield: 37.0%

1,4-dihydroxybut-2-yne (110-65-6) → 1,4-dihydroxy-2-butanone (140-86-3)

Guidance literature:

With sulfuric acid; water; mercury(II) sulfate; at 20 ℃;

DOI:10.1021/jo00293a039

Reference yield:

fructose-1-phosphate barium salt → D-Fructose (57-48-7,18875-34-8) + D-erythrulose (533-50-6,35007-64-8,40031-31-0,496-55-9) + 1,4-dihydroxy-2-butanone (140-86-3) + 4-deoxyglucosone (64623-59-2) + D-threo-1-deoxy-[2,5]hexodiulose (57538-80-4) + 2-Deoxyhexos-5-ulose

Guidance literature:

With water; dinitrogen monoxide; for 0.75h; Mechanism; Product distribution; Ambient temperature; Irradiation;

upstream raw materials:

1,4-dihydroxybut-2-yne

D,L-1,2,4-butanetriol

sulfuric acid

hydroxymethylvinyl ketone

Downstream raw materials:

2-(1H-imidazol-4-yl)ethanol

D,L-1,2,4-butanetriol

1,2-dihydroxybutane

1-acetoxybut-3-en-2-one

Refernces

• 1、 Guérard-Hélaine, Christine,De Berardinis, Véronique,Besnard-Gonnet, Marielle,Darii, Ekaterina,Debacker, Marine,Debard, Adrien,Fernandes, Carlos,Hélaine, Virgil,Mariage, Aline,Pellouin, Virginie,Perret, Alain,Petit, Jean-Louis,Sancelme, Martine,Lemaire, Marielle,Salanoubat, Marcel. "Genome mining for innovative biocatalysts: New Dihydroxyacetone aldolases for the chemist's toolbox". . p. 1871 - 1879. Retrieved 2015/06/23.
• 2、 Chung, Kevin,Banik, Steven M.,De Crisci, Antonio G.,Pearson, David M.,Blake, Timothy R.,Olsson, Johan V.,Ingram, Andrew J.,Zare, Richard N.,Waymouth, Robert M.. "Chemoselective Pd-catalyzed oxidation of polyols: Synthetic scope and mechanistic studies". supporting information. p. 7593 - 7602. Retrieved 2013/07/05.