Dodecyl acetoacetate

Base Information

• Chemical Name: Dodecyl acetoacetate
• CAS No.: 52406-22-1
• Molecular Formula: C16H30 O3
• Molecular Weight: 270.412
• Hs Code.: 2918300090
• European Community (EC) Number: 257-896-3
• UNII: 1BOB20B851
• DSSTox Substance ID: DTXSID20966831
• Nikkaji Number: J38.354F
• Wikidata: Q21547110
• Mol file: 52406-22-1.mol

Synonyms:Dodecyl acetoacetate;dodecyl 3-oxobutanoate;52406-22-1;lauryl acetoacetate;Butanoic acid, 3-oxo-, dodecyl ester;acetoacetic acid dodecyl ester;UNII-1BOB20B851;1BOB20B851;EINECS 257-896-3;AI3-02541;dodecyl3-oxobutanoate;n-dodecyl acetoacetate;acetoacetic acid lauryl ester;SCHEMBL649821;DTXSID20966831;DODECYL ALCOHOL, ACETOACETATE;AKOS024390800;ACETOACETIC ACID, DODECYL ESTER;A902563;Q21547110

Chemical Property of Dodecyl acetoacetate

Chemical Property:

• Vapor Pressure: 0.00065mmHg at 25°C
• Melting Point: 8-10 °C(Solv: methanol (67-56-1))
• Boiling Point: 309.2°Cat760mmHg
• PKA: 10.65±0.46(Predicted)
• Flash Point: 126.8°C
• PSA: 43.37000
• Density: 0.922g/cm³
• LogP: 4.42960
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 270.21949481
• Heavy Atom Count: 19
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCOC(=O)CC(=O)C
• Uses: Dodecyl acetoacetate is used as intermediate for the synthesis of organic chemicals.

Technology Process of Dodecyl acetoacetate

There total 6 articles about Dodecyl 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: 98.0%

1-dodecyl alcohol (112-53-8) + 2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) → acetoacetic acid dodecyl ester (52406-22-1)

Guidance literature:

for 0.0166667h; microwave irradiation;

DOI:10.1080/00397910008087215

Reference yield: 96.0%

1-dodecyl alcohol (112-53-8) + acetoacetic acid methyl ester (105-45-3) → acetoacetic acid dodecyl ester (52406-22-1)

Guidance literature:

With Candida antarctica lipase B; at 40 ℃; under 10 Torr;

DOI:10.1039/b506018d

Reference yield: 95.0%

1-dodecyl alcohol (112-53-8) + ethyl acetoacetate (141-97-9) → acetoacetic acid dodecyl ester (52406-22-1)

Guidance literature:

for 0.333333h; microwave irradiation;

DOI:10.1080/00397910008087215

upstream raw materials:

1-dodecyl alcohol

ethyl acetoacetate

acetoacetic acid methyl ester

4-methyleneoxetan-2-one

Downstream raw materials:

didodecyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

dimethylenecyclourethane

Lauryl acetoacetate trimethylsilyl enol ether

[3,3-bis (4-hydroxy-3,5-dimethylphenyl)-butanoic acid] dodecyl ester

Refernces

• 1、 Br?uer, Thomas M.,Zhang, Qi,Tiefenbacher, Konrad. "Iminium Catalysis inside a Self-Assembled Supramolecular Capsule: Modulation of Enantiomeric Excess". supporting information. p. 7698 - 7701. Retrieved 2016/07/07.
• 2、 Koval,Dzyuba,Ilnitska,Pekhnyo. "Efficient transesterification of ethyl acetoacetate with higher alcohols without catalysts". . p. 1645 - 1647. Retrieved 2008/09/19.