Hexyl acetoacetate

Base Information

• Chemical Name: Hexyl acetoacetate
• CAS No.: 13562-84-0
• Molecular Formula: C10H18O3
• Molecular Weight: 186.251
• Hs Code.: 2918300090
• European Community (EC) Number: 236-953-6
• DSSTox Substance ID: DTXSID3065534
• Nikkaji Number: J150.351K
• Wikidata: Q81992257
• Mol file: 13562-84-0.mol

Synonyms:Hexyl acetoacetate;13562-84-0;Hexyl 3-oxobutanoate;Acetoacetic Acid Hexyl Ester;n-hexyl acetoacetate;acetoacetic acid n-hexyl ester;Hexyl 3-ketobutyrate;Butanoic acid, 3-oxo-,hexyl ester;Butanoic acid, 3-oxo-, hexyl ester;EINECS 236-953-6;AI3-06490;DisperseRed1;Hexyl3-oxobutanoate;Hexyl 3-oxobutanoate #;SCHEMBL1334621;DTXSID3065534;QNZLAXONNWOLJY-UHFFFAOYSA-;MFCD00059440;A0913;CS-0445427;FT-0693396;D88349

Chemical Property of Hexyl acetoacetate

Chemical Property:

• Refractive Index: 1.4320-1.4360
• Boiling Point: 232.6 °C at 760 mmHg
• PKA: 10.79±0.46(Predicted)
• Flash Point: 92.3 °C
• PSA: 43.37000
• Density: 0.959g/cm³
• LogP: 2.08900
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 186.125594432
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

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

Hexyl Acetoacetate >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCOC(=O)CC(=O)C

Technology Process of Hexyl acetoacetate

There total 10 articles about Hexyl acetoacetate 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: 95.0%

ethyl acetoacetate (141-97-9) + hexan-1-ol (111-27-3) → ethanol (64-17-5) + 3-oxo-butyric acid-n-hexyl ester (13562-84-0)

Guidance literature:

With 4 A molecular sieve; In toluene; for 4h; Heating;

DOI:10.1016/j.tetlet.2008.01.018

Reference yield: 94.0%

acetoacetic acid methyl ester (105-45-3) + hexan-1-ol (111-27-3) → 3-oxo-butyric acid-n-hexyl ester (13562-84-0)

Guidance literature:

With copper ferrite; In toluene; for 8h; Reflux;

DOI:10.1039/c4ra15014g

Reference yield: 94.0%

ethyl acetoacetate (141-97-9) + hexan-1-ol (111-27-3) → 3-oxo-butyric acid-n-hexyl ester (13562-84-0)

Guidance literature:

With zinc; In toluene; at 110 ℃; for 2h;

upstream raw materials:

4-methyleneoxetan-2-one

hexan-1-ol

ethyl acetoacetate

2,4-oxetanedione

Downstream raw materials:

hexyl 3-hydroxybutyrate

n-hexyl 2-(3-nitrobenzylidene)acetoacetate

n-hexyl 2,6-dimethyl-3-isopropylaminocarbonyl-4-(o-nitrophenyl)-1,4-dihydropyridine-5-carboxylate

Refernces

• 1、 Weber, Andressa C. H.,Batista, Thaís C.,Gon?alves, Bruno,Hack, Carolina R. L.,Porciuncula, Larissa M.,Treptow, Tamara G. M.,D’Oca, Caroline Da R. Montes,Russowsky, Dennis,D’Oca, Marcelo G. Montes. "Synthesis of Fatty Acetoacetates Under Microwave Irradiation Catalysed by Sulfamic Acid in a Solvent-Free System". . p. 1399 - 1406. Retrieved 2016.
• 2、 Agura, Kazushi,Hayashi, Yukiko,Wada, Mari,Nakatake, Daiki,Mashima, Kazushi,Ohshima, Takashi. "Studies of the Electronic Effects of Zinc Cluster Catalysts and Their Application to the Transesterification of β-Keto Esters". supporting information. p. 1548 - 1554. Retrieved 2016/06/01.