3-Butyn-2-one

Base Information

• Chemical Name: 3-Butyn-2-one
• CAS No.: 1423-60-5
• Molecular Formula: C4H4O
• Molecular Weight: 68.0752
• Hs Code.: 29141900
• European Community (EC) Number: 215-834-2
• UNII: ST682FTU47
• DSSTox Substance ID: DTXSID3074521
• Nikkaji Number: J55.495B
• Wikidata: Q27120922
• Metabolomics Workbench ID: 56889
• Mol file: 1423-60-5.mol

Synonyms:3-BUTYN-2-ONE;1423-60-5;But-3-yn-2-one;1-Butyn-3-one;Methyl ethynyl ketone;Acetylacetylene;butyn-2-one;Acetylethyne;3-Butyne-2-one;1-butyne-3-one;Ethynyl methyl ketone;CH3COC#CH;3-Butyn-2-one (6CI,7CI,8CI,9CI);EINECS 215-834-2;AI3-37793;MFCD00008775;butyne-2-one;3-butyn-one;3-butin-2-one;Ketone, ethynyl methyl;3-Butyn-2-one, 95%;ST682FTU47;DTXSID3074521;CHEBI:48060;HEXAHYDRO-FURO[2,3-B]FURAN;BBL100357;STL554151;AKOS005258969;B2393;FT-0607565;EN300-112432;F52495;A807901;J-007643;Q27120922

Chemical Property of 3-Butyn-2-one

Chemical Property:

• Appearance/Colour: clear yellow to orange-brown liquid
• Vapor Pressure: 70.6mmHg at 25°C
• Refractive Index: n20/D 1.406(lit.)
• Boiling Point: 84.999 °C at 760 mmHg
• Flash Point: -1.111 °C
• PSA: 17.07000
• Density: 0.902 g/cm³
• LogP: 0.20860
• Storage Temp.: 0-6°C
• Water Solubility.: It is soluble in water.
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 68.026214747
• Heavy Atom Count: 5
• Complexity: 83.1

Purity/Quality:

99% ^*data from raw suppliers

3-Butyn-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T+
• Hazard Codes: F,T+,T,Xi,E,Xn
• Statements: 28-36/37/38-11-15-10
• Safety Statements: 45-36/37/39-28A-26-16-43-7/8-7/9-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C#C
• Uses: 3-Butyn-2-one was used in the synthesis of clerodane diterpenoid (+/-)-sacacarin. It was used as substrate in stereoselective, conjugate arylation mediated by gallium(III) chloride leading to (E)-α,β-unsaturated ketones.

Technology Process of 3-Butyn-2-one

There total 14 articles about 3-Butyn-2-one 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: 100.0%

but-3-yn-2-ol (2028-63-9) → methyl ethynyl ketone (1423-60-5)

Guidance literature:

With dihydrogen peroxide; In toluene; at 70 ℃; for 8.5h; Reagent/catalyst;

DOI:10.1002/jccs.201300609

Reference yield: 60.0%

2-(2-Methylcyclopropyl)-3-butin-2-ol (79644-33-0) → (Z)-6-Chloro-3-methyl-hept-3-en-1-yne + 5-Methyl-4-hepten-6-in-2-on (79644-31-8) + (E)-5-Methyl-hept-4-en-6-yn-2-one (79644-31-8) + methyl ethynyl ketone (1423-60-5)

Guidance literature:

With water; pyridinium chlorochromate; In dichloromethane; for 2h; Ambient temperature;

Reference yield:

but-3-yn-2-ol (2028-63-9) → (S)-(-)-3-butyn-2-ol (2914-69-4) + (R)-(+)-3-butyn-2-ol (42969-65-3) + methyl ethynyl ketone (1423-60-5)

Guidance literature:

With wild type flavoprotein alcohol oxidase from Phanerochaete chrysosporium; In aq. phosphate buffer; at 35 ℃; for 24h; pH=7.5; enantioselective reaction; Kinetics;

DOI:10.1016/j.abb.2021.108888

upstream raw materials:

2-methoxy-but-1-en-3-yne

but-3-yn-2-ol

meso/d,l-3,4-dimethyl-1,5-hexadiyne-3,4-diol

4-trimethylsilyl-3-butyn-2-one

Downstream raw materials:

3-piperidino-but-2-enal

1--1,2,4-triazol

(Z)-4-[1,2,4]Triazol-4-yl-but-3-en-2-one

(E)-4-(2-Methyl-benzoimidazol-1-yl)-but-3-en-2-one

Refernces

• 1、 Zhang, Yanshun,Sun, Yaoliang,Wei, Yin,Shi, Min. "Phosphine-Catalyzed Intermolecular Annulations of Fluorinated ortho-Aminophenones with Alkynones – The Switchable [4+2] or [4+2]/[3+2] Cycloaddition". supporting information. p. 2129 - 2135. Retrieved 2019/03/13.
• 2、 Vadakkekara, Raji,Biswas, Abul Kalam,Sahoo, Tapan,Pal, Provas,Ganguly, Bishwajit,Ghosh, Subhash Chandra,Panda, Asit Baran. "Visible-Light-Induced Efficient Selective Oxidation of Nonactivated Alcohols over {001}-Faceted TiO2 with Molecular Oxygen". supporting information. p. 3084 - 3089. Retrieved 2016/11/13.