Ethyl 4-acetyl-5-oxohexanoate

Base Information

• Chemical Name: Ethyl 4-acetyl-5-oxohexanoate
• CAS No.: 2832-10-2
• Molecular Formula: C10H16O4
• Molecular Weight: 200.235
• Hs Code.: 2918300090
• European Community (EC) Number: 608-194-4
• DSSTox Substance ID: DTXSID30370046
• Nikkaji Number: J364.674B
• Wikidata: Q82157375
• Mol file: 2832-10-2.mol

Synonyms:Ethyl 4-acetyl-5-oxohexanoate;2832-10-2;4-Acetyl-5-oxohexanoic Acid Ethyl Ester;bromhexinehydrochloride;Hexanoic acid,4-acetyl-5-oxo-, ethyl ester;SCHEMBL1406208;DTXSID30370046;YRSGDLIATOURQO-UHFFFAOYSA-N;CAA83210;MFCD00009211;STK400154;4,4-Diacetylbutyric Acid Ethyl Ester;AKOS004115443;Ethyl 4-acetyl-5-oxohexanoate, 98%;4-acetyl-5-oxo-hexanoic acid ethyl ester;AS-59853;Hexanoic acid,4-acetyl-5-oxo-,ethyl ester;CS-0145909;FT-0626067;FT-0626068;J-017042

Chemical Property of Ethyl 4-acetyl-5-oxohexanoate

Chemical Property:

• Appearance/Colour: Clear yellow liquid
• Vapor Pressure: 3.97E-05mmHg at 25°C
• Refractive Index: n20/D 1.457(lit.)
• Boiling Point: 274.5 °C at 760 mmHg
• PKA: 10.17±0.59(Predicted)
• Flash Point: 131.6 °C
• PSA: 60.44000
• Density: 1.044 g/cm³
• LogP: 1.12390
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 200.10485899
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

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

Ethyl 4-Acetyl-5-oxohexanoate >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CCC(C(=O)C)C(=O)C
• Uses: Ethyl 4-acetyl-5-oxohexanoate was used in synthesis of:curcumin analogs having a long linker[7-(4-hydroxy-3-methoxyphenyl)-4-[3-(4-hydroxy-3-methoxyphenyl)acryloyl]-5-oxohepta-4,6-dienoic acid ethyl ester], having potential antiandrogenic activity[7-(4-hydroxy-3-methoxyphenyl)-4-[3-(4-hydroxy-3-methoxyphenyl)acryloyl]5-oxohepta-4,6-dienoic acid], having potential antiandrogenic activity

Technology Process of Ethyl 4-acetyl-5-oxohexanoate

There total 7 articles about Ethyl 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: 96.0%

acetylacetone (123-54-6,81235-32-7) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 4-acetyl-5-oxohexanoate (2832-10-2)

Guidance literature:

bis(acetylacetonate)nickel(II); at 160 ℃; for 48h;

DOI:10.1021/jo01295a017

Reference yield: 96.0%

acetylacetone (123-54-6,81235-32-7) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 4-acetyl-5-oxohexanoate (2832-10-2) + 4,4-diacetyl pimelate diethyl ester (13984-58-2)

Guidance literature:

With potassium carbonate; at 37 ℃; for 12h;

DOI:10.1055/s-1990-27094

Reference yield:

ethyl 3-(1,4-dimethyl-2,3,5,6-tetraoxabicyclo[2.2.1]heptan-7-yl)-propanoate (1142402-23-0) → ethyl 4-acetyl-5-oxohexanoate (2832-10-2)

Guidance literature:

With ferrocene; oxygen; In water; acetonitrile; at 74.84 ℃; Reagent/catalyst; Kinetics; Catalytic behavior; Mechanism;

DOI:10.1016/j.mencom.2017.07.017

upstream raw materials:

sodium acetoacetonate

ethyl 3-chloropropanoate

acetylacetone

ethyl acrylate

Downstream raw materials:

ethyl 5-(ethoxycarbonyl)-2,4-dimethyl-1H-pyrrole-3-propanoate

4-acetyl-5-oxohexanoic acid

3'-(4-fluorophenyl)-4-[3-(1,3,5-trimethyl-1H-pyrazol-4-yl)-propyl]-3,4,5,6-tetrahydro-2H-[1,2']bipyrazine hydrochloride

Refernces

• 1、 Kluiber,R.W. et al.. "-". . p. 1069 - 1070. Retrieved 1960.
• 2、 Galimov, Dim I.,Gazeeva, Dilara R.,Bulgakov, Ramil G.,Terent'ev, Alexander O.. "Chemiluminescence in decomposition of bridged 1,2,4,5-tetraoxanes catalyzed by ferrocene". . p. 371 - 373. Retrieved 2017/08/02.