Propyl acetoacetate

Base Information

• Chemical Name: Propyl acetoacetate
• CAS No.: 1779-60-8
• Molecular Formula: C7H12O3
• Molecular Weight: 144.17
• Hs Code.: 2918300090
• European Community (EC) Number: 217-223-6
• NSC Number: 42862
• UNII: DHP3NNH2R6
• DSSTox Substance ID: DTXSID60170394
• Nikkaji Number: J101.362I
• Wikidata: Q63392627
• Mol file: 1779-60-8.mol

Synonyms:Propyl acetoacetate;1779-60-8;Propyl 3-oxobutanoate;Acetoacetic acid n-propyl ester;BUTANOIC ACID, 3-OXO-, PROPYL ESTER;Acetoacetic acid, propyl ester;n-propyl acetoacetate;Acetoacetic Acid Propyl Ester;propylacetoacetate;DHP3NNH2R6;EINECS 217-223-6;NSC-42862;AI3-19258;Acetoacetic n-propyl ester;Acetessigsaurepropylester;n-propyl 3-oxobutanoate;Propyl 3-oxobutanoate #;UNII-DHP3NNH2R6;SCHEMBL243835;DTXSID60170394;ACETOACETICACIDN-PROPYLESTER;Propyl 3-oxobutanoate, AldrichCPR;Propyl ester of 3-oxobutanoic acid;NSC42862;MFCD00059405;NSC 42862;AKOS028108466;BS-21836;A0817;CS-0205909;FT-0621780;D88333;Q63392627

Chemical Property of Propyl acetoacetate

Chemical Property:

• Vapor Pressure: 0.475mmHg at 25°C
• Melting Point: 158-160 °C(Solv: ethyl ether (60-29-7))
• Refractive Index: 1.415
• Boiling Point: 193 °C at 760 mmHg
• PKA: 10.69±0.46(Predicted)
• Flash Point: 73.2 °C
• PSA: 43.37000
• Density: 0.996 g/cm³
• LogP: 0.91870
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 144.078644241
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

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

Propyl Acetoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOC(=O)CC(=O)C
• Uses: Propyl Acetoacetate is used as a reagent in the synthesis of 3,4-dihydropyrimidin-2(1H)-ones as a novel class of potent and selective A2B adenosine receptor antagonists.

Technology Process of Propyl acetoacetate

There total 14 articles about Propyl 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%

propan-1-ol (71-23-8) + 2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) → n-propyl acetoacetate (1779-60-8)

Guidance literature:

at 135 ℃; for 3h;

DOI:10.1002/adfm.201404553

Reference yield: 94.0%

propan-1-ol (71-23-8) + butyl acetoacetate (591-60-6) → n-propyl acetoacetate (1779-60-8)

Guidance literature:

With N-Bromosuccinimide; In toluene; at 90 - 100 ℃; for 3h;

DOI:10.1055/s-2001-18082

Reference yield: 94.0%

propan-1-ol (71-23-8) + acetoacetic acid methyl ester (105-45-3) → n-propyl acetoacetate (1779-60-8)

Guidance literature:

With N-Bromosuccinimide; In toluene; at 90 - 100 ℃; for 3h;

DOI:10.1055/s-2001-18082

upstream raw materials:

4-methyleneoxetan-2-one

propan-1-ol

1-Propyl acetate

sodium n-propoxide

Downstream raw materials:

4-Methoxy-2-oxo-6-p-tolyl-cyclohex-3-enecarboxylic acid propyl ester

4-Ethoxy-6-methyl-2-oxo-cyclohex-3-enecarboxylic acid propyl ester

4-Ethoxy-2-oxo-6-p-tolyl-cyclohex-3-enecarboxylic acid propyl ester

propyl 3-mercaptocrotonate

Refernces

• 1、 Miri, Ramin,Javidnia, Katayoun,Sarkarzadeh, Hasti,Hemmateenejad, Bahram. "Synthesis, study of 3D structures, and pharmacological activities of lipophilic nitroimidazolyl-1,4-dihydropyridines as calcium channel antagonist". . p. 4842 - 4849. Retrieved 2006.
• 2、 Naikwadi, Dhanaji R.,Singh, Amravati S.,Biradar, Ankush V.. "Br?nsted acidic cellulose-PO3H: An efficient catalyst for the chemoselective synthesis of fructones and trans-esterification via condensation of acetoacetic esters with alcohols and diols". . . Retrieved 2021/10/04.
• 3、 -. "COMPOSITIONS COMPRISING A POLYMERIC NETWORK". Paragraph 0528. . Retrieved 2017/12/15.