(Z)-3-Methyl-2-nonenoic acid ethyl ester

Base Information

• Chemical Name: (Z)-3-Methyl-2-nonenoic acid ethyl ester
• CAS No.: 5350-11-8
• Molecular Formula: C₁₂H₂₂O₂
• Molecular Weight: 198.305
• NSC Number: 3915
• Nikkaji Number: J2.113.230F
• Mol file: 5350-11-8.mol

Synonyms:NSC3915;SCHEMBL15482710;NSC-3915;(Z)-3-Methyl-2-nonenoic acid ethyl ester

Chemical Property of (Z)-3-Methyl-2-nonenoic acid ethyl ester

Chemical Property:

• Vapor Pressure: 3.4E-06mmHg at 25°C
• Boiling Point: 387°Cat760mmHg
• Flash Point: 187.8°C
• PSA: 26.30000
• Density: 1.36g/cm³
• LogP: 3.46620
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 198.161979940
• Heavy Atom Count: 14
• Complexity: 183

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(=CC(=O)OCC)C
• Isomeric SMILES: CCCCCC/C(=C\C(=O)OCC)/C

Technology Process of (Z)-3-Methyl-2-nonenoic acid ethyl ester

There total 6 articles about (Z)-3-Methyl-2-nonenoic acid ethyl ester 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:

ethyl 3-hydroxy-3-methyl-n-nonanoate (5464-72-2) → ethyl 3-methylnon-2-enoate (5350-11-8)

Guidance literature:

at 100 - 150 ℃;

Reference yield:

hexyl-methyl-ketone (111-13-7) → ethyl 3-methylnon-2-enoate (5350-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / -70 °C

1.2: tetrahydrofuran

2.1: chlorotrimethylsilane; lithium bromide / acetonitrile / Heating

With chloro-trimethyl-silane; lithium bromide; lithium hexamethyldisilazane; In tetrahydrofuran; acetonitrile; 1.2: Reformatsky reaction;

DOI:10.1081/SCC-200048941

Reference yield:

ethyl 3-hydroxy-3-methyl-n-nonanoate (5464-72-2) → ethyl 3-methylnon-2-enoate (5350-11-8) + (E)-3-Methyl-non-3-enoic acid ethyl ester

Guidance literature:

With chloro-trimethyl-silane; lithium bromide; In acetonitrile; Heating;

DOI:10.1081/SCC-200048941

upstream raw materials:

ethyl 3-hydroxy-3-methyl-n-nonanoate

hexyl-methyl-ketone

Refernces