4-Hydroxy-2-butanone

Base Information

• Chemical Name: 4-Hydroxy-2-butanone
• CAS No.: 590-90-9
• Molecular Formula: C4H8O2
• Molecular Weight: 88.1063
• Hs Code.: 29144000
• European Community (EC) Number: 209-693-6
• NSC Number: 41219
• UNII: TCM0BJ44MF
• DSSTox Substance ID: DTXSID4060442
• Nikkaji Number: J24.210A
• Wikidata: Q27094939
• Metabolomics Workbench ID: 148567
• Mol file: 590-90-9.mol

Synonyms:4-hydroxy-2-butanone;4H2B compound

Chemical Property of 4-Hydroxy-2-butanone

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 1.05mmHg at 25°C
• Melting Point: 15°C (estimate)
• Refractive Index: 1.430
• Boiling Point: 156.3 °C at 760 mmHg
• PKA: 14.43±0.10(Predicted)
• Flash Point: 55.5 °C
• PSA: 37.30000
• Density: 0.987 g/cm³
• LogP: -0.04220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform, Methanol (Slightly)
• Water Solubility.: Miscible with water, alcohol, ethanol and ether.
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 88.052429494
• Heavy Atom Count: 6
• Complexity: 49.5

Purity/Quality:

99.3% ^*data from raw suppliers

4-Hydroxy-2-?butanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 16-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Other Solvents
• Canonical SMILES: CC(=O)CCO
• Uses: 4-Hydroxy-2-butanone is used in the preparation of fused benzazepine molecules as selective D3 receptor antagonists with pharmaceutical activity. It is also used in the preparation of verrucarin and mevalonic acid lactone. Further, it is used to prepare 3-buten-2-one through dehydration over an anatase titanium dioxide catalyst. It is also employed in the preparation of 4-methyl-5-hydroxymethylthiazole, (±)-lineatin and beta-hydroxylactones.

Technology Process of 4-Hydroxy-2-butanone

There total 69 articles about 4-Hydroxy-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: 99.0%

3-Butyn-1-ol (927-74-2) → 1-Hydroxy-3-butanone (590-90-9)

Guidance literature:

With silver hexafluoroantimonate; disodium chloro[1,3-bis(2,6-diisopropyl-4-sodiumsulfonatophenyl)imidazol-2-ylidene]gold(I); water; at 60 ℃; for 2h;

DOI:10.1039/c5cy01278c

Reference yield: 98.0%

2-(2-methyl-1,3-dioxolan-2-yl)ethanol (5754-32-5) → 1-Hydroxy-3-butanone (590-90-9)

Guidance literature:

With oxalic acid; silica gel; In dichloromethane; Ambient temperature;

DOI:10.1055/s-1990-27093

Reference yield: 92.3%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + acetone (67-64-1) → 1-Hydroxy-3-butanone (590-90-9)

Guidance literature:

With D-Prolin; at 20 ℃; for 24h; Reagent/catalyst; Inert atmosphere;

upstream raw materials:

oxirane

acetaldehyde

3-buten-1-yne

1.3-butanediol

Downstream raw materials:

4-(tetrahydropyran-2-yloxy)butan-2-one

1-acetoxybutan-3-one

3-methyl-butane-1,3-diol

5-nitro-2-pentanone

Refernces

• 1、 Huang, Qiulong,Huang, Kexue,Scott. "Enzymatic syntheses of 13C-enriched geranylgeranyl diphosphate and casbene from 13C-labeled isopentenyl diphosphate". . p. 2033 - 2036. Retrieved 1998.
• 2、 -. "Preparation method of hydroxyl ketone compound". Paragraph 0024-0036; 0039-0048; 0055-0059. . Retrieved 2020/07/12.
• 3、 -. "Hydroxycarbonyl compound (by machine translation)". Paragraph 0070. . Retrieved 2020/01/31.