2-Phenyl-3-oxobutanamide

Base Information

• Chemical Name: 2-Phenyl-3-oxobutanamide
• CAS No.: 4433-77-6
• Deprecated CAS: 99060-10-3
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.203
• UNII: 7QWS9VSA3U
• DSSTox Substance ID: DTXSID501346725
• Nikkaji Number: J1.999.028A
• Mol file: 4433-77-6.mol

Synonyms:3-oxo-2-phenylbutanamide;2-Phenyl-3-oxobutanamide;4433-77-6;alpha-phenylacetoacetamide;alpha-Acetylbenzeneacetamide;7QWS9VSA3U;Acetoacetamide, 2-phenyl-;Benzeneacetamide, alpha-acetyl-;SCHEMBL9374736;3-hydroxy-2-phenylbut-2-enamide;DTXSID501346725;AKOS032962817;alpha-(1-Hydroxyethylidene)benzeneacetamide

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Chemical Property of 2-Phenyl-3-oxobutanamide

Chemical Property:

• Melting Point: 131 °C
• Boiling Point: 333.7±35.0 °C(Predicted)
• PKA: 12.38±0.46(Predicted)
• Density: 1.151±0.06 g/cm3(Predicted)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 207

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Phenyl-3-oxobutanamide

There total 7 articles about 2-Phenyl-3-oxobutanamide 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: 97.0%

2,2-difluoro-6-methyl-5-phenyl-2H-1,3λ3,2λ4-dioxaborinin-4-amine → 3-oxo-2-phenylbutanamide (4433-77-6)

Guidance literature:

With sodium acetate; In ethanol; water; for 2h; Reflux;

DOI:10.1039/c7ob01356f

Reference yield: 87.0%

1-phenyl-1-cyanopropan-2-one (4468-48-8) → 3-oxo-2-phenylbutanamide (4433-77-6)

Guidance literature:

1-phenyl-1-cyanopropan-2-one; With boron trifluoride diethyl etherate; In 5,5-dimethyl-1,3-cyclohexadiene; for 20h; Reflux;

With sodium acetate; In 5,5-dimethyl-1,3-cyclohexadiene; water; for 2h; Reflux;

DOI:10.1039/c7ob01356f

Reference yield:

(Z)-2-phenylbut-2-enenitrile (20068-04-6) → 3-oxo-2-phenylbutanamide (4433-77-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N₂O₄ / CCl₄

2: Fe, AcOH

With dinitrogen tetraoxide; iron; acetic acid; In tetrachloromethane;

upstream raw materials:

3-amino-2-phenyl-crotonic acid amide

3-cyano-2-hydroxy-2-methyl-3-phenyl-propionic acid

1-phenyl-1-cyanopropan-2-one

Z α-phenyl β-nitrocrotononitrile

Downstream raw materials:

4,6-dimethyl-3,5-diphenyl-pyridin-2-ol

4-chloro-2-methyl-3-phenylquinoline

2-methyl-3-phenylquinolin-4-ol

4,6-dimethyl-3-phenyl-pyridin-2-ol

Refernces

• 1、 Gotor, Vicente,Liz, Ramón,Testera, Ana Ma. "Preparation of N-unsubstituted β-ketoamides by Rhodococcus rhodochrous-catalysed hydration of β-ketonitriles". . p. 607 - 618. Retrieved 2007/10/03.