1423-60-5

Basic information

• Product Name: 3-Butyn-2-one
• Synonyms: Methyl ethynyl ketone;ETHYNYL METHYL KETONE;1-BUTYN-3-ONE;1-BUTYNE-3-ONE;3-BUTYNE-2-ONE;3-BUTYN-2-ONE;3-Butyn-2-one 99%;3-BUTYN-2-ONE, 98+%
• CAS NO: 1423-60-5
• Molecular Formula: C₄H₄O
• Molecular Weight: 68.07
• EINECS: 215-834-2
• Product Categories: ketone;Acetylenes;Functionalized Acetylenes;C3 to C6;Carbonyl Compounds;Ketones
• Mol File: 1423-60-5.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 85 °C(lit.)
• Flash Point: 28 °F
• Appearance: Clear yellow to orange-brown/Liquid
• Density: 0.87 g/mL at 25 °C(lit.)
• Vapor Pressure: 70.6mmHg at 25°C
• Refractive Index: n20/D 1.406(lit.)
• Storage Temp.: 0-6°C
• Water Solubility: It is soluble in water.
• BRN: 605353
• CAS DataBase Reference: 3-Butyn-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Butyn-2-one(1423-60-5)
• EPA Substance Registry System: 3-Butyn-2-one(1423-60-5)

Safety Data

• 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
• RIDADR: UN 1992 3/PG 2
• WGK Germany: 3
• RTECS: ES0875000
• F: 19
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 1423-60-5(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 1423-60-5 differently. You can refer to the following data:
1. clear yellow to orange-brown liquid
2. 3-Butyn-2-one is a clear, colorless liquid that is chemically reactive. It has a boiling point of 85.0°C. The autoignition temperature for 3-butyn-2-one is 274°C. 3-Butyn-2-one has a penetrating odor and is a lacrimator. 3-Butyn-2-one has a penetrating odor and is a lacrimator.

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.

General Description

3-Butyn-2-one undergoes asymmetric double-Michael reaction with ortho-tosylamidophenyl malonate catalyzed by chiral aminophosphines to yield indolines. It undergoes double Michael reaction with nitrogen-containing tethered diacid to give pipecolic acid derivatives.

InChI:InChI=1/C4H4O/c1-3-4(2)5/h1H,2H3

Upstream product

• 26119-10-8 2-methoxy-but-1-en-3-yne 
• 2028-63-9 but-3-yn-2-ol 
• 4301-16-0 meso/d,l-3,4-dimethyl-1,5-hexadiyne-3,4-diol 
• 67-56-1 methanol 
• 78-80-8 2-methylbut-1-en-3-yne 
• 7664-93-9 sulfuric acid 
• 461695-82-9 (hydrotris(3,5-diisopropylpyrazolyl)borato)CoCCC(O)CH₃ 
• 7732-18-5 water 
• 107-54-0 3,5-dimethyl-1-hexyn-3-ol 
• 79644-33-0 2-(2-Methylcyclopropyl)-3-butin-2-ol 
• 5930-98-3 4-trimethylsilyl-3-butyn-2-one 

Downstream Products

• 38739-91-2 2-acetylbicyclo<2.2.1>hepta-2,5-diene 
• 102872-23-1 1-acetyl-1,4-cyclohexadiene 
• 121950-88-7 1-(6-methyl-cyclohexa-1,4-dienyl)-ethanone 
• 456-18-8 1-(4-fluoro-cyclohexa-1,4-dienyl)-ethanone 
• 1563-42-4 2-((Z)-1-amino-ethyliden)-5-oxo-hex-3t-enenitrile 
• 1563-41-3 2-(α-amino-benzyliden)-5-oxo-hex-3-enenitrile 
• 1563-40-2 2-(α-amino-4-methyl-benzyliden)-5-oxo-hex-3-enenitrile 
• 53704-20-4 5-(1,3,3-trimethyl-indolin-2-ylidene)-pent-3-en-2-one 
• 779-90-8 1,3,5-triacetylbenzene 
• 55511-68-7 methyl 4-methylcyclohexa-1,4-dien-1-yl ketone 
• 72024-02-3 (E)-4-phenoxybut-3-en-2-one 
• 91798-68-4 (E)-4-(1H-pyrazol-1-yl)but-3-en-2-one 
• 91164-84-0 (E)-4-(1H-imidazol-1-yl)but-3-en-2-one 
• 131863-85-9 2-benzylidene-4-acetyl-1,3-dithiole 

Related news

Short communicationCharacterization of a chemical artifact in the liquid chromatographic determination of 3-Butyn-2-one (cas 1423-60-5) using the 2,4-dinitrophenylhydrazine method09/30/2019

This study reports the identification of a chemical artifact occurring in the liquid chromatographic analysis of 3-butyn-2-one by means of the 2,4-dinitrophenylhydrazine (DNPH) method. Besides the expected derivatization reaction to the corresponding butynone DNPhydrazone, a rearrangement was ob...detailed

Relevant articles and documents

Enantioselective oxidation of secondary alcohols by the flavoprotein alcohol oxidase from Phanerochaete chrysosporium

The enantioselective oxidation of secondary alcohols represents a valuable approach for the synthesis of optically pure compounds. Flavoprotein oxidases can catalyse such selective transformations by merely using oxygen as electron acceptor. While many flavoprotein oxidases preferably act on primary alcohols, the FAD-containing alcohol oxidase from Phanerochaete chrysosporium was found to be able to perform kinetic resolutions of several secondary alcohols. By selective oxidation of the (S)-alcohols, the (R)-alcohols were obtained in high enantiopurity. In silico docking studies were carried out in order to substantiate the observed (S)-selectivity. Several hydrophobic and aromatic residues in the substrate binding site create a cavity in which the substrates can comfortably undergo van der Waals and pi-stacking interactions. Consequently, oxidation of the secondary alcohols is restricted to one of the two enantiomers. This study has uncovered the ability of an FAD-containing alcohol oxidase, that is known for oxidizing small primary alcohols, to perform enantioselective oxidations of various secondary alcohols.

Diastereoselective synthesis of β-amino ketone and acid derivatives by palladium-catalyzed conjugate addition

The first diastereoselective synthesis of β-amino ketone and β-amino acid derivatives by palladium-catalyzed conjugate addition of arylboronic acids to chiral β-enamino ketones and β-enamino esters is reported. The catalytic system employing (S)-4-(tert-butyl)oxazolidin-2-one as the chiral auxiliary in water under an air atmosphere provides β-amino ketone and β-amino acid derivatives in high yields with excellent diastereoselectivity.

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