2-Pentanone

Base Information

• Chemical Name: 2-Pentanone
• CAS No.: 107-87-9
• Molecular Formula: C5H10O
• Molecular Weight: 86.1338
• Hs Code.: 2914.19
• European Community (EC) Number: 203-528-1
• ICSC Number: 0816
• NSC Number: 5350
• UN Number: 1249
• UNII: I97392I10V
• DSSTox Substance ID: DTXSID0021888
• Nikkaji Number: J5.065B
• Wikipedia: 2-Pentanone
• Wikidata: Q209460
• Metabolomics Workbench ID: 5409
• ChEMBL ID: CHEMBL45345
• Mol file: 107-87-9.mol

Synonyms:2-pentanone;pentan-2-one

Chemical Property of 2-Pentanone

Chemical Property:

• Appearance/Colour: clear colorless liquid with the odor of fingernail polish
• Vapor Pressure: 27 mm Hg ( 20 °C)
• Melting Point: -78 °C
• Refractive Index: n20/D 1.39(lit.)
• Boiling Point: 102.7 °C at 760 mmHg
• Flash Point: 7.2 °C
• PSA: 17.07000
• Density: 0.796 g/cm³
• LogP: 1.37550
• Storage Temp.: Flammables area
• Solubility.: water: soluble72.6g/L at 20°C (OECD Test Guideline 105)
• Water Solubility.: 43 g/L (20 ºC)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 86.073164938
• Heavy Atom Count: 6
• Complexity: 47.9
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

2-Pentanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-22-36/37/38
• Safety Statements: 9-16-29-33-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Ketones (
• Canonical SMILES: CCCC(=O)C
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. Exposure above the OEL could cause lowering of consciousness.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis.
• Description: 2-Pentanone or methyl propyl ketone (MPK) is a colorless liquid ketone with the odor of fingernail polish or a strong fruity odor. It was found in apple and can be isolated from soya oil (Glycine max), pineapple and a few other plant sources. It also occurs naturally in tobacco and blue cheese as a metabolic product of Penicillium mold growth. It is a solvent of minor importance that can be used for cleaning or degreasing and becoming part of product formulation or mixture. It is also an industrial intermediate and can be used for paint additives and coating additives. It is sometimes used in very small amounts as a flavoring food additive.
• Physical properties: Clear, colorless, very flammable liquid with a characteristic, pungent odor. An odor threshold concentration of 20 ppbv was determined by a triangular odor bag method (Nagata and Takeuchi, 1990). Cometto-Mu?iz et al. (2000) reported nasal pungency threshold concentration ranging from approximately 500 to 3,200 ppm.
• Uses: 2-Pentanone is used as a solvent for lacquers and surface coatings. It acts as a flavoring agent. It is also used as a solvent for cleaning and degreasing purpose. Further, it serves as an intermediate, paint additive and coating additive.

Technology Process of 2-Pentanone

There total 452 articles about 2-Pentanone 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: 89.5%

furfural (98-01-1) → 2-methylfuran (534-22-5) + (+/-)-2-pentanol (6032-29-7,13403-73-1) + pentan-1-ol (71-41-0) + 2-Pentanone (107-87-9)

Guidance literature:

With Cu/SiO₂; hydrogen; at 220 ℃; for 0.5h; under 760.051 Torr; Reagent/catalyst; Time; Temperature; Catalytic behavior; Green chemistry;

DOI:10.1016/j.molcata.2014.12.001

Reference yield: 88.6%

furfural (98-01-1) → 2-methyltetrahydrofuran (96-47-9) + 2-methylfuran (534-22-5) + (+/-)-2-pentanol (6032-29-7,13403-73-1) + 2-Pentanone (107-87-9)

Guidance literature:

With hydrogen; Cu-based catalyst; at 212 ℃; Further Variations:; Temperatures; Product distribution; reaction in vapour phase, fixed bed reactor;

DOI:10.1039/b208849p

Reference yield: 36.0%

1-methylcyclobutanol (20117-47-9) → decane-2,9-dione (16538-91-3) + 2-Pentanone (107-87-9)

Guidance literature:

With manganese triacetate; In acetic acid; at 100 ℃; for 0.05h;

DOI:10.1007/BF01150744

upstream raw materials:

methanol

2-acetyl-3-oxo-hexanoic acid methyl ester

sodium methylate

methyl magnesium iodide

Downstream raw materials:

1t-1benzo[1,3]dioxol-5-yl-hex-1-en-3-one

1-propyl-3-phenyl-3-phenylamino-1-propanone

1-(4-hydroxy-3-methoxy-phenyl)-hex-1-en-3-one

(E)-hept-2-en-4-one

Refernces

• 1、 Feng, Ruilin,Qi, Yanlong,Liu, Shijun,Cui, Long,Dai, Quanquan,Bai, Chenxi. "An In-Situ Self-regeneration Catalyst for the Production of Renewable Penta-1,3-diene". . p. 9495 - 9498. Retrieved 2021.
• 2、 Bailey et al.. "-". . p. 2997. Retrieved 1972.
• 3、 Shul'pin, G. B.,Drago, R. S.,Gonzalez, M.. "Oxidation by a "H2O2-vanadium complex-pyrazine-2-carboxylic acid" reagent 5. Oxidation of lower alkanes with the formation of carbonyl compounds". . p. 2386 - 2388. Retrieved 1996.
• 4、 Fernández, Gabriela A.,Chopa, Alicia B.,Silbestri, Gustavo F.. "A structure/catalytic activity study of gold(i)-NHC complexes, as well as their recyclability and reusability, in the hydration of alkynes in aqueous medium". . p. 1921 - 1929. Retrieved 2016.
• 5、 Tewari, Yadu B.,Schantz, Michele M.,Phinney, Karen W.,Rozzell, J. David. "A thermodynamic study of the ketoreductase-catalyzed reduction of 2-alkanones in non-aqueous solvents". . p. 89 - 96. Retrieved 2005.
• 6、 Heimann, Gerald,Warneck, Peter. "Product distributions from the OH radical-induced oxidation of n-Pentane and isopentane (2-Methylbutane) in Air". . p. 677 - 688. Retrieved 2006.
• 7、 Courtois, Carla,Eder, Moritz,Schnabl, Kordula,Walenta, Constantin A.,Tschurl, Martin,Heiz, Ulrich. "Reactions in the Photocatalytic Conversion of Tertiary Alcohols on Rutile TiO2(110)". . p. 14255 - 14259. Retrieved 2019.
• 8、 Alper, Howard,Hachem, Khaled. "Rhodium(I)-Catalyzed Biphasic Isomerization of Allylic Alcohols". . p. 2269 - 2270. Retrieved 1980.
• 9、 Bartok, Mihaly,Notheisz, Ferenc. "Stereochemistry of the Hydrogenolysis of Oxacycloalkanes on Metal Catalysts". . p. 667 - 668. Retrieved 1980.
• 10、 Srivastava, Sanjay,Jadeja,Parikh, Jigisha. "A versatile bi-metallic copper-cobalt catalyst for liquid phase hydrogenation of furfural to 2-methylfuran". . p. 1649 - 1658. Retrieved 2016.