3-Methyl-2-butanone

Base Information

• Chemical Name: 3-Methyl-2-butanone
• CAS No.: 563-80-4
• Deprecated CAS: 52325-52-7
• Molecular Formula: C5H10O
• Molecular Weight: 86.1338
• Hs Code.: 2914.19
• European Community (EC) Number: 209-264-3
• ICSC Number: 0922
• NSC Number: 9379
• UN Number: 2397
• UNII: V8DP6THY5O
• DSSTox Substance ID: DTXSID0022062
• Nikkaji Number: J43.513I
• Wikipedia: Methyl_isopropyl_ketone
• Wikidata: Q2747560
• Metabolomics Workbench ID: 5430
• ChEMBL ID: CHEMBL3183920
• Mol file: 563-80-4.mol

Synonyms:2-isopentanone;3-methyl-2-butanone;isopropyl methyl ketone

Chemical Property of 3-Methyl-2-butanone

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 93.3mmHg at 25°C
• Melting Point: -92 °C(lit.)
• Refractive Index: n20/D 1.388(lit.)
• Boiling Point: 78.3 °C at 760 mmHg
• Flash Point: 6 °C
• PSA: 17.07000
• Density: 0.793 g/cm³
• LogP: 1.23140
• Water Solubility.: 6 g/L (20℃)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 86.073164938
• Heavy Atom Count: 6
• Complexity: 55
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F:Flammable
• Statements: R11:
• Safety Statements: S16:; S33:; S9:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Ketones (
• Canonical SMILES: CC(C)C(=O)C
• Inhalation Risk: A harmful contamination of the air will be reached quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. If swallowed the substance may cause vomiting and could result in aspiration pneumonitis. The substance may cause effects on the central nervous system. This may result in lowering of consciousness.
• Effects of Long Term Exposure: May cause skin dryness or cracking

Technology Process of 3-Methyl-2-butanone

There total 309 articles about 3-Methyl-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: 69.0%

isopropylmagnesium bromide (920-39-8) + 3-methylthio-3-N-piperidino-1-phenyl-2-propen-1-one (185245-65-2) → 3-methyl-butan-2-one (563-80-4) + phenyl isopropyl ketone (611-70-1)

Guidance literature:

In tetrahydrofuran; diethyl ether; for 4h; Ambient temperature;

Reference yield: 64.0%

3-Methyl-1-trimethylsilanyl-butan-2-one (69561-99-5) → 3-methyl-butan-2-one (563-80-4) + 1-chloro-3-methylbutan-2-one (17687-63-7)

Guidance literature:

With sulfuryl dichloride; triethylamine; In dichloromethane; Yields of byproduct given; 1.) 0 deg C, 2.) room temperature;

Reference yield: 8.2%

2-Methylbutyraldehyde (96-17-3,57456-98-1) + isoprene (78-79-5,9003-31-0) → 3-methyl-butan-2-one (563-80-4) + 2-methyl-but-2-ene (513-35-9) + 3-Methyl-1-butene (563-45-1) + pivalaldehyde (630-19-3)

Guidance literature:

With steam; calcium phosphate catalyst TU 103-134-72; at 380 ℃; Product distribution; Rate constant; Kinetics; other conditions - var. space velocity of adding reagent, var. dilution with steam, var. temp., var. contact time, other object - activation energy data;;

upstream raw materials:

trimethyloxirane

Diazoethan

acetone

3-Methyl-3-buten-2-one

Downstream raw materials:

3-bromo-3-methyl-2-butanone

1-bromo-3-methyl-2-butanone

3,4-dimethyl-1-phenyl-1-pentyn-4-ol

2,3-dimethyl-3-heptanol

Refernces

• 1、 Finley,J.H. et al.. "". . p. 5826 - 5831. Retrieved 1969.
• 2、 Vasil'tsov,Shmidt,Mikhaleva,Zaitsev,Tarasova,Afonin,Toryashinova,Il'icheva,Trofimov. "Trifluoroacetylation of ketone O-vinyloximes". . p. 334 - 338. Retrieved 2001.
• 3、 Fischer,Winter. "-". . p. 301. Retrieved 1900.
• 4、 Raubo, Piotr,Wicha, Jerzy. "Oxidation of an αβ-(epoxyalkyl) trimethylsilane with pyridine oxides in the presence of silylating agents. A facile enantioselective synthesis of glyceraldehyde derivatives". . p. 3387 - 3390. Retrieved 1994.
• 5、 Olah,Mathew,Marinez,Esteves,Etzkorn,Rasul,Surya Prakash. "Acid-catalyzed isomerization of pivalaldehyde to methyl isopropyl ketone via a reactive protosolvated carboxonium ion intermediate". . p. 11556 - 11561. Retrieved 2001.
• 6、 Geletii, Yurii V.,Lavrushko, Valentina V.,Lubimova, Galina V.. "Oxidation of Saturated Hydrocarbons by Hydrogen Peroxide in Pyridine Solution Catalysed by Copper and Iron Perchlorates". . p. 936 - 937. Retrieved 1988.
• 7、 Xie, Ya,Wang, Jingjing,Wang, Yunyun,Han, Sheng,Yu, Han. "Hydration of Alkynes to Ketones with an Efficient and Practical Polyoxomolybdate-based Cobalt Catalyst". . p. 4985 - 4989. Retrieved 2021/10/12.
• 8、 -. "Chromium-Catalyzed Production of Diols From Olefins". Paragraph 0111. . Retrieved 2021/03/19.