3-(4-Fluorophenyl)-3-oxopropanamide

Base Information

• Chemical Name: 3-(4-Fluorophenyl)-3-oxopropanamide
• CAS No.: 671188-82-2
• Molecular Formula: C₉H₈FNO₂
• Molecular Weight: 181.166
• DSSTox Substance ID: DTXSID20384475
• Wikidata: Q82176640
• Mol file: 671188-82-2.mol

Synonyms:3-(4-fluorophenyl)-3-oxopropanamide;671188-82-2;Maybridge3_001292;SCHEMBL3846985;DTXSID20384475;HMS1434K16;AKOS015917206;IDI1_012679;3-(4-fluorophenyl)-3-oxidanylidene-propanamide;A835636

Chemical Property of 3-(4-Fluorophenyl)-3-oxopropanamide

Chemical Property:

• Boiling Point: 390.7±22.0 °C(Predicted)
• PKA: 11.51±0.25(Predicted)
• Density: 1.271±0.06 g/cm3(Predicted)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 181.05390666
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

3-(4-FLUOROPHENYL)-3-OXOPROPANAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CC(=O)N)F

Technology Process of 3-(4-Fluorophenyl)-3-oxopropanamide

There total 7 articles about 3-(4-Fluorophenyl)-3-oxopropanamide 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%

3-(4-fluorophenyl)-3-oxopropionitrile (4640-67-9) → 3-(4-fluorophenyl)-3-oxopropanamide (671188-82-2)

Guidance literature:

With dihydrogen peroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In dichloromethane; at 20 ℃; Reagent/catalyst; Cooling with ice;

Reference yield: 67.0%

3-(4-fluorophenyl)-3-oxopropionitrile (4640-67-9) → 3-(4-fluorophenyl)-3-hydroxypropanamide + 3-(4-fluorophenyl)-3-oxopropanamide (671188-82-2)

Guidance literature:

With [RuCl₂(η⁶-p-cymene)(P(4-C₆H₄F)₂Cl)]; water; sodium formate; at 80 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.6b03172

Reference yield: 18.0%

3-(4-fluorophenyl)-3-oxopropionitrile (4640-67-9) → 3-(4-fluorophenyl)-3-oxopropanamide (671188-82-2) + (RS)-3-(4-fluorophenyl)-3-hydroxypropionitrile (136568-65-5,522629-15-8)

Guidance literature:

With [RuCl₂(η⁶-p-cymene){P(4-C₆H₄F)₃}]; water; sodium formate; at 100 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.6b03172

upstream raw materials:

3-(4-fluorophenyl)-3-oxopropionitrile

4-fluorobenzoic acid ethyl ester

4-Fluorobenzoic acid

Refernces

• 1、 González-Fernández, Rebeca,Crochet, Pascale,Cadierno, Victorio. "Synthesis of β-hydroxyamides through ruthenium-catalyzed hydration/transfer hydrogenation of β-ketonitriles in water: Scope and limitations". . p. 90 - 101. Retrieved 2019/06/18.
• 2、 Zheng, Congke,Zhang, Xiaohui,Ijaz Hussain, Muhammad,Huang, Mingming,Liu, Qing,Xiong, Yan,Zhu, Xiangming. "One-pot dichlorinative deamidation of primary β-ketoamides". supporting information. p. 574 - 577. Retrieved 2017/01/16.