Ethyl 2-(phenylazo)acetoacetate

Base Information

• Chemical Name: Ethyl 2-(phenylazo)acetoacetate
• CAS No.: 5462-33-9
• Molecular Formula: C12H14 N2 O3
• Molecular Weight: 234.255
• Hs Code.: 2928000090
• European Community (EC) Number: 226-751-6
• NSC Number: 17512
• DSSTox Substance ID: DTXSID501271598
• Nikkaji Number: J210.526H
• Mol file: 5462-33-9.mol

Synonyms:5462-33-9;Ethyl 2-(phenylazo)acetoacetate;2-(PHENYLAZO)ACETOACETIC ACID ETHYL ESTER;Ethyl 2-phenylazoacetoacetate;ethyl 3-oxo-2-phenyldiazenylbutanoate;Phenyl-azo-acetessigester [German];3-Oxo-2-(phenylazo)butyric acid ethyl ester;Phenyl-azo-acetessigester;EINECS 226-751-6;NSC 17512;BRN 0659093;ACETOACETIC ACID, 2-(PHENYLAZO)-, ETHYL ESTER;Butanoic acid, 3-oxo-2-(phenylazo)-, ethyl ester;CBDivE_014146;SCHEMBL8437175;DTXSID501271598;NSC17512;NSC-17512;AKOS002685243;AKOS024332249;ethyl 2-(phenyldiazenyl)-3-oxobutanoate;Ethyl 3-oxo-2-(2-phenyldiazenyl)butanoate;FT-0713206;(E)-ethyl 3-oxo-2-(phenyldiazenyl)butanoate

Chemical Property of Ethyl 2-(phenylazo)acetoacetate

Chemical Property:

• Vapor Pressure: 0.00137mmHg at 25°C
• Melting Point: 75-80 °C
• Boiling Point: 297.1°Cat760mmHg
• PKA: 8.16±0.59(Predicted)
• Flash Point: 115.5°C
• PSA: 68.09000
• Density: 1.13g/cm³
• LogP: 2.29100
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 234.10044231
• Heavy Atom Count: 17
• Complexity: 296

Purity/Quality:

98%min ^*data from raw suppliers

2-(PHENYLAZO)ACETOACETIC ACID ETHYL ESTER 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)C)N=NC1=CC=CC=C1

Technology Process of Ethyl 2-(phenylazo)acetoacetate

There total 5 articles about Ethyl 2-(phenylazo)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: 68.9%

ethyl acetoacetate (141-97-9) + aniline (62-53-3) → ethyl phenylazoacetoacetate (5462-33-9)

Guidance literature:

aniline; With hydrogenchloride; In water; for 0.5h;

With sodium nitrite; In water; at 20 ℃; for 0.333333h;

ethyl acetoacetate; With potassium acetate; In ethanol; water; at 20 ℃; for 2.16667h;

Reference yield:

benzenediazonium (2684-02-8) + ethyl acetoacetate (141-97-9) → ethyl phenylazoacetoacetate (5462-33-9)

Guidance literature:

With sodium acetate; In ethanol; at 0 - 5 ℃; for 10h;

Reference yield:

benzene diazonium chloride (100-34-5) + ethyl acetoacetate (141-97-9) → ethyl phenylazoacetoacetate (5462-33-9)

Guidance literature:

With sodium acetate; In ethanol; water; at 0 ℃; for 1h;

DOI:10.2298/JSC100618044D

upstream raw materials:

ethyl acetoacetate

aniline

benzenediazonium

benzene diazonium chloride

Downstream raw materials:

6-methyl-5-phenylazo-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one

2,6-dimethyl-5-phenylazo-3H-pyrimidin-4-one

2,3-dimethyl-4-phenylazoisoxazol-5-one

1-phenyl-3-carbomethoxy-4-(1H)pyridazinone