4-Methyl-5-nonanone

Base Information

• Chemical Name: 4-Methyl-5-nonanone
• CAS No.: 35900-26-6
• Molecular Formula: C₁₀H₂₀O
• Molecular Weight: 156.268
• Hs Code.: 2914190090
• DSSTox Substance ID: DTXSID00885637
• Nikkaji Number: J2.366.042C
• Metabolomics Workbench ID: 5519
• Mol file: 35900-26-6.mol

Synonyms:4-Methyl-5-nonanone;35900-26-6;4-methylnonan-5-one;5-Nonanone, 4-methyl-;4-methyl-nonan-5-one;MFCD00048807;SCHEMBL434439;DTXSID00885637;AMY19310;LMFA12000140;AKOS028110118;FT-0639290;(3R,4R)-(+)-1-Benzyl-3,4-pyrrolidindiol;F74769;A823032;J-640363;J-800367

Chemical Property of 4-Methyl-5-nonanone

Chemical Property:

• Vapor Pressure: 0.345mmHg at 25°C
• Melting Point: -3.45°C (estimate)
• Refractive Index: 1.4215 (estimate)
• Boiling Point: 199.3 °C at 760 mmHg
• Flash Point: 69.9 °C
• PSA: 17.07000
• Density: 0.817 g/cm³
• LogP: 3.18190
• Storage Temp.: Room Temperature, Under inert atmosphere
• Solubility.: Chloroform (Soluble), DMSO (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 156.151415257
• Heavy Atom Count: 11
• Complexity: 107

Purity/Quality:

95% ^*data from raw suppliers

4-Methyl-5-nonanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(=O)C(C)CCC
• Uses: 4-Methyl-5-nonanone is a pheromone produced by male West Indian sugarcane borer (WISB).

Technology Process of 4-Methyl-5-nonanone

There total 11 articles about 4-Methyl-5-nonanone 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: 93.0%

nonanone-5 (502-56-7) + methyl iodide (74-88-4) → 4-Methyl-5-nonanone (35900-26-6,152203-43-5)

Guidance literature:

With Ph(Me)NMnMe; In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(00)76829-8

Reference yield: 92.0%

n-Butyl chloride (109-69-3) + 2-methylpentanoyl 2-methylpentanoate (63169-61-9) → 4-Methyl-5-nonanone (35900-26-6,152203-43-5)

Guidance literature:

n-Butyl chloride; With magnesium; In tetrahydrofuran; at 60 - 80 ℃; for 2h;

2-methylpentanoyl 2-methylpentanoate; In tetrahydrofuran; at -5 - 10 ℃; for 3h;

Reference yield: 90.8%

2-methyl-1-chlorobutane (625-29-6) + pentanoic anhydride (2082-59-9) → 4-Methyl-5-nonanone (35900-26-6,152203-43-5) + sodium valerate (6106-41-8)

Guidance literature:

2-methyl-1-chlorobutane; With magnesium; In tetrahydrofuran; at 60 - 80 ℃;

pentanoic anhydride; In tetrahydrofuran; at -5 - 10 ℃;

With water; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h;

upstream raw materials:

n-butyl magnesium bromide

2-methylvaleraldehyde

5-acetoxy-4,5-epoxynonane

methyllithium

Downstream raw materials:

(+/-)-syn-4-Methyl-5-nonanol

(+/-)-anti-4-Methyl-5-nonanol

(+/-)-4-Methyl-5-nonanol

Refernces

• 1、 -. "PROCESSES FOR PREPARING 4-METHYL-5-NONANONE AND 4-METHYL-5-NONANOL". Paragraph 0116-0119. . Retrieved 2020/07/14.
• 2、 Siddiki, S. M. A. Hakim,Touchy, Abeda S.,Jamil, Md. A. R.,Toyao, Takashi,Shimizu, Ken-Ichi. "C -Methylation of Alcohols, Ketones, and Indoles with Methanol Using Heterogeneous Platinum Catalysts". . p. 3091 - 3103. Retrieved 2018/04/14.