Methyl 2-octylacetoacetate

Base Information

• Chemical Name: Methyl 2-octylacetoacetate
• CAS No.: 97228-60-9
• Molecular Formula: C₁₃H₂₄O₃
• Molecular Weight: 228.332
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID60435692
• Nikkaji Number: J132.510H
• Mol file: 97228-60-9.mol

Synonyms:METHYL 2-OCTYLACETOACETATE;97228-60-9;Methyl 2-acetyldecanoate;2-Acetylcapric acid methyl ester;Methyl2-Octylacetoacetate;methyl 2-n-octylacetoacetate;SCHEMBL7635540;DTXSID60435692;LDLMUYNNJGCHEN-UHFFFAOYSA-N

Chemical Property of Methyl 2-octylacetoacetate

Chemical Property:

• Vapor Pressure: 0.008mmHg at 25°C
• Boiling Point: 267 ºC
• Flash Point: 108 ºC
• PSA: 43.37000
• Density: 0.935
• LogP: 3.11520
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 228.17254462
• Heavy Atom Count: 16
• Complexity: 211

Purity/Quality:

98%Min ^*data from raw suppliers

METHYL-2-OCTYLACETOACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC(C(=O)C)C(=O)OC

Technology Process of Methyl 2-octylacetoacetate

There total 3 articles about Methyl 2-octylacetoacetate 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: 60.0%

oct-1-ene (111-66-0,25068-25-1) + acetoacetic acid methyl ester (105-45-3) → 5-Hexyl-2-methyl-4,5-dihydro-furan-3-carboxylic acid methyl ester (133364-54-2) + (2S,3R,5S)-5-Hexyl-2-hydroxy-2-methyl-tetrahydro-furan-3-carboxylic acid methyl ester (126862-03-1) + methyl (RS)-2-octyl-3-oxobutyrate (97228-60-9)

Guidance literature:

With cobalt(II) acetate; In acetic acid; at 65 ℃; for 3h; Yields of byproduct given;

DOI:10.1016/S0040-4039(01)80778-4

Reference yield: 52.0%

1-bromo-octane (111-83-1) + methyl acetoacetate, monosodium salt (34284-28-1) → methyl (RS)-2-octyl-3-oxobutyrate (97228-60-9)

Guidance literature:

With sodium iodide; In methanol; for 20h; Ambient temperature;

DOI:10.1021/jm00097a008

Reference yield:

acetoacetic acid methyl ester (105-45-3) → methyl (RS)-2-octyl-3-oxobutyrate (97228-60-9)

Guidance literature:

acetoacetic acid methyl ester; With sodium; In methanol; at 0 ℃; Reflux;

octylhalide; In methanol; Reflux;

DOI:10.1002/pca.2466

upstream raw materials:

1-bromo-octane

methyl acetoacetate, monosodium salt

oct-1-ene

acetoacetic acid methyl ester

Downstream raw materials:

3-methoxy-5-methyl-4-octylisoxazole

5-methyl-4-octyl-3-isoxazol

3-methyl-4-octylisoxazolin-5-one

Refernces

• 1、 Christensen,Ebert,Madsen,Nielsen,Brehm,Krogsgaard-Larsen. "Excitatory amino acid receptor ligands. Synthesis and biological activity of 3-isoxazolol amino acids structurally related to homoibotenic acid". . p. 3512 - 3519. Retrieved 2007/10/02.