METHYL 4-ACETYL-5-OXOHEXANOATE

Base Information

• Chemical Name: METHYL 4-ACETYL-5-OXOHEXANOATE
• CAS No.: 13984-53-7
• Molecular Formula: C9H14 O4
• Molecular Weight: 186.208
• Hs Code.: 2918300090
• Mol file: 13984-53-7.mol

Synonyms:Methyl4,4-diacetylbutanoate; Methyl 4-acetyl-5-oxohexanoate; NSC 134532

Chemical Property of METHYL 4-ACETYL-5-OXOHEXANOATE

Chemical Property:

• Vapor Pressure: 0.000118mmHg at 25°C
• Refractive Index: n20/D 1.459(lit.)
• Boiling Point: 279.7°Cat760mmHg
• PKA: 9.85±0.59(Predicted)
• Flash Point: 124.3°C
• PSA: 60.44000
• Density: 1.062g/cm³
• LogP: 0.73380

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 4-acetyl-5-oxohexanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Methyl 4-acetyl-5-oxohexanoate is a β-ketoester, has been used:in modified Knorr condensation for the synthesis of pyrroleto identify the Michael addition product by using GC and GC-MSin preparation of dibenzyl-3,6-dimethylpyrazine-2,5-dicarboxylate

Technology Process of METHYL 4-ACETYL-5-OXOHEXANOATE

There total 8 articles about METHYL 4-ACETYL-5-OXOHEXANOATE 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: 85.0%

Methyl 3-bromopropionate (3395-91-3) + acetylacetone (123-54-6,81235-32-7) → methyl 4-acetyl-5-oxohexanoate (13984-53-7)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; for 20h; Ambient temperature;

DOI:10.1021/jo00089a037

Reference yield: 71.8%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + acetylacetone (123-54-6,81235-32-7) → methyl 4-acetyl-5-oxohexanoate (13984-53-7)

Guidance literature:

With potassium fluoride; In methanol; at 65 ℃;

DOI:10.1016/S0040-4020(00)00710-9

Reference yield:

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + acetylacetone (123-54-6,81235-32-7) → methyl levulinate (13984-50-4) + methyl 4-acetyl-5-oxohexanoate (13984-53-7)

Guidance literature:

acetylacetone; With sodium; In ethanol; at 0 ℃; for 0.166667h;

acrylic acid methyl ester; In ethanol; at 0 - 20 ℃; for 1.16667h; Heating / reflux;

With acetic acid; In ethanol;

upstream raw materials:

acrylic acid methyl ester

acetylacetone

sodium acetoacetonate

methyl 3-chloropropionate

Downstream raw materials:

5-ketohexanoic acid

ethyl 3,5-dimethyl-4-(2-methoxycarbonyl-ethyl)pyrrole-2-carboxylate

4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

benzyl 4-<2-(methoxycarbonyl)ethyl>-3,5-dimethyl-((15)N)pyrrole-2-carboxylate

Refernces

• 1、 -. "Preparation method of delta-caprolactone". Paragraph 0064; 0083-0084; 0086-0087; 0089-0092. . Retrieved 2021/08/25.
• 2、 Peeters, Annelies,Ameloot, Rob,De Vos, Dirk E.. "Carbon dioxide as a reversible amine-protecting agent in selective Michael additions and acylations". . p. 1550 - 1557. Retrieved 2013/09/24.