4-Methyl-3-heptanone

Base Information

• Chemical Name: 4-Methyl-3-heptanone
• CAS No.: 6137-11-7
• Deprecated CAS: 70004-03-4
• Molecular Formula: C8H16O
• Molecular Weight: 128.214
• Hs Code.: 2914190090
• UNII: A4JK9GW89J
• DSSTox Substance ID: DTXSID20884228
• Nikkaji Number: J104.422B
• Wikidata: Q82862940
• Metabolomics Workbench ID: 5437
• Mol file: 6137-11-7.mol

Synonyms:4-methyl-3-heptanone

Chemical Property of 4-Methyl-3-heptanone

Chemical Property:

• Vapor Pressure: 2.444mmHg at 25°C
• Melting Point: -32.24°C (estimate)
• Refractive Index: 1.409
• Boiling Point: 159.929°C at 760 mmHg
• Flash Point: 44.625°C
• PSA: 17.07000
• Density: 0.811g/cm³
• LogP: 2.40170
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 128.120115130
• Heavy Atom Count: 9
• Complexity: 86.6

Purity/Quality:

99%min ^*data from raw suppliers

4-Methyl-3-heptanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C)C(=O)CC

Technology Process of 4-Methyl-3-heptanone

There total 34 articles about 4-Methyl-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: 89.0%

[1-Ethyl-2-methyl-pent-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine → 4-methyl-3-heptanone (6137-11-7,70004-03-4)

Guidance literature:

With copper dichloride; In tetrahydrofuran; for 12h;

DOI:10.1080/00397919908085731

Reference yield: 71.0%

methyl 2-methyl-3-oxopentanoate (17422-12-7) + propyl bromide (106-94-5) → 4-methyl-3-heptanone (6137-11-7,70004-03-4)

Guidance literature:

methyl 2-methyl-3-oxopentanoate; With sodium hydride; In tetrahydrofuran; for 0.166667h; Cooling with ice;

propyl bromide; In tetrahydrofuran; for 3h; Cooling with ice;

With lithium hydroxide; In tetrahydrofuran; water; for 12h; Reflux;

DOI:10.1021/acs.joc.8b00655

Reference yield: 66.0%

n-hexan-2-one (591-78-6) + methyl trifluoromethanesulfonate (333-27-7) → 3-methyl-2-hexanone (2550-21-2,355374-26-4) + 4-methyl-3-heptanone (6137-11-7,70004-03-4) + heptan-3-one (106-35-4)

Guidance literature:

With n-butyllithium; potassium hydride; In diethyl ether;

DOI:10.1021/jo00080a042

upstream raw materials:

2-propyl-pent-1-en-3-ol

4-methyl-4-hepten-3-one

N,N,2-Trimethylpentanamide

ethyllithium

Downstream raw materials:

(3RS,4RS)-4-methyl-heptan-3-ol

(3RS,4SR)-4-methyl-heptan-3-ol

Refernces

• 1、 Powell, Robert W.,Buteler, M. Pilar,Lenka, Sunidhi,Crotti, Michele,Santangelo, Sara,Burg, Matthew J.,Bruner, Steven,Brenna, Elisabetta,Roitberg, Adrian E.,Stewart, Jon D.. "Investigating: Saccharomyces cerevisiae alkene reductase OYE 3 by substrate profiling, X-ray crystallography and computational methods". . p. 5003 - 5016. Retrieved 2018/10/17.
• 2、 Lazny, Ryszard,Nodzewska, Aneta,Wolosewicz, Karol. "New Simple Polymeric Supports with Hydrazone Linkers for Solid-Phase Synthesis of Ketones and Primary Amines". . p. 2858 - 2864. Retrieved 2007/10/03.