3-Heptanone

Base Information

• Chemical Name: 3-Heptanone
• CAS No.: 106-35-4
• Molecular Formula: C7H14O
• Molecular Weight: 114.188
• Hs Code.: 29141990
• European Community (EC) Number: 203-388-1
• ICSC Number: 0889
• NSC Number: 8448
• UN Number: 1224
• UNII: 10GA6SR3AT
• DSSTox Substance ID: DTXSID2047438
• Nikkaji Number: J35.922J
• Wikipedia: 3-Heptanone
• Wikidata: Q1287838
• Metabolomics Workbench ID: 5453
• Mol file: 106-35-4.mol

Synonyms:3-heptanone;butyl ethyl ketone;ethyl-n-butyl ketone;heptan-3-one

Chemical Property of 3-Heptanone

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 4.22mmHg at 25°C
• Melting Point: -39 °C
• Refractive Index: n20/D 1.408(lit.)
• Boiling Point: 148.5 °C at 760 mmHg
• Flash Point: 41.1 °C
• PSA: 17.07000
• Density: 0.808 g/cm³
• LogP: 2.15570
• Storage Temp.: Flammables area
• Solubility.: 4.3g/l
• Water Solubility.: 3.3 g/L (20℃)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 114.104465066
• Heavy Atom Count: 8
• Complexity: 66.8
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99.0%Min ^*data from raw suppliers

3-Heptanone >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn:Harmful
• Statements: R10:; R20:; R36:
• Safety Statements: S24:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Ketones (
• Canonical SMILES: CCCCC(=O)CC
• Inhalation Risk: A harmful contamination of the air can be reached rather 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. The substance may cause effects on the central nervous system. Exposure could cause lowering of consciousness.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis.
• Description: 3-Heptanone has a powerful, green, fatty, fruity odor and a melon, banana flavor. Prepared from n-hept-2-one by hydration.
• Uses: Ethyl butyl ketone is used as a solvent fornitrocellulose and polyvinyl resins, and as anintermediate in organic synthesis. Solvent and intermediate for organic materials 3-Heptanone is a seven carbon ketone with a "fruity" scent. It is often used as a perfume/fragrance industry and can also be applied as a solvent. Solvent mix for air-dried and baked finishes, for polyvinyl and nitrocellulose resins.

Technology Process of 3-Heptanone

There total 112 articles about 3-Heptanone 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: 51.0%

1-Butyl-cyclopropyl phenyl sulfide (83022-83-7) → heptan-3-one (106-35-4) + diphenyldisulfane (882-33-7)

Guidance literature:

With hydrogen bromide; In acetic acid; for 3h; Heating;

DOI:10.1016/S0040-4039(00)87347-5

Reference yield: 22.0%

n-heptane (142-82-5) → n-pentyl methyl ketone (110-43-0) + heptan-3-ol (589-82-2) + 2-Heptanol (52390-72-4,543-49-7) + heptan-4-ol (589-55-9) + heptan-3-one (106-35-4)

Guidance literature:

With [PPh₄]₂[Mn^V(N)(CN)₄]; dihydrogen peroxide; acetic acid; In 2,2,2-trifluoroethanol; at 23 ℃; for 5h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/ja5019546

Reference yield: 18.0%

n-heptane (142-82-5) → 4-heptanone (123-19-3) + n-pentyl methyl ketone (110-43-0) + heptan-3-ol (589-82-2) + 2-Heptanol (52390-72-4,543-49-7) + heptan-4-ol (589-55-9) + heptan-3-one (106-35-4)

Guidance literature:

With iodosylbenzene; In chloroform; acetonitrile; at 0.26 ℃; for 1.5h; Reagent/catalyst; regioselective reaction; Darkness;

DOI:10.1039/d0dt01383h

upstream raw materials:

2-ethyl-5-methyl-tetrahydro-furan

3,4-Epoxy-heptan

(E)-3-Ureido-but-2-enoic acid ethyl ester

3-heptanone oxime

Downstream raw materials:

3-aminoheptane

5-Aethyl-5-hydroxy-decan

(2-ethyl-2-butyl-[1,3]dioxolan-4-yl)-methanol

5-butyl-5-ethyl-imidazolidine-2,4-dione

Refernces

• 1、 Cooke,Parlman. "-". . p. 6863. Retrieved 1975.
• 2、 Jing, Yuanyuan,Jiang, Jun,Yan, Bo,Lu, Shuai,Jiao, Jiemin,Xue, Huazhen,Yang, Guanyu,Zheng, Gengxiu. "Activation of dioxygen by cobaloxime and nitric oxide for efficient TEMPO-catalyzed oxidation of alcohols". . p. 1146 - 1152. Retrieved 2011.
• 3、 Menage, Stephane,Collomb-Dunand-Sauthier, Marie-Noe.,Lambeaux, Claude,Fontecave, Marc. "Manganese(II) based Oxidation of Alkanes: Generation of a High Valent Binuclear Catalyst in situ". . p. 1885 - 1886. Retrieved 1994.
• 4、 Zakharkin,Agakhanova. "-". . . Retrieved 1978.
• 5、 Shang,Du,Xu. "Photocatalytic oxidation of heptane in the gas-phase over TiO2". . p. 93 - 99. Retrieved 2002.
• 6、 Fristad,W.E. et al.. "-". . p. 1620 - 1623. Retrieved 1978.
• 7、 Newman,Smith. "-". . p. 592,595. Retrieved 1948.
• 8、 Mena-Cruz, Adrian,Serrano-Ruiz, Manuel,Lorenzo-Luis, Pablo,Romerosa, Antonio,Kathó, ágnes,Joó, Ferenc,Aguilera-Sáez, Luis Manuel. "Evaluation of catalytic activity of [RuClCp(dmoPTA)(PPh3)](OSO2CF3) in the isomerization of allylic alcohols in water (dmoPTA = 3,7-dimethyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane)". . p. 27 - 33. Retrieved 2016.
• 9、 Eash,Pulia,Wieland,Mohan. "A simple chemoselective method for the deprotection of acetals and ketals using bismuth nitrate pentahydrate". . p. 8399 - 8401. Retrieved 2000.
• 10、 Shul'pin, Georgiy B.,Suess-Fink, Georg,Shul'pina, Lidia S.. "Oxygenation of alkanes with hydrogen peroxide catalysed by osmium complexes". . p. 1131 - 1132. Retrieved 2000.