N-(2,4-Difluorophenyl)acetamide

Base Information

• Chemical Name: N-(2,4-Difluorophenyl)acetamide
• CAS No.: 399-36-0
• Molecular Formula: C8H7F2NO
• Molecular Weight: 171.146
• Hs Code.: 2924299090
• NSC Number: 51780
• DSSTox Substance ID: DTXSID00192939
• Nikkaji Number: J1.542.492C
• Wikidata: Q72462289
• Mol file: 399-36-0.mol

Synonyms:N-(2,4-Difluorophenyl)acetamide;399-36-0;2',4'-Difluoroacetanilide;2,4-difluoroacetanilide;2,4-difluorophenyl acetamide;Acetamide, N-(2,4-difluorophenyl)-;C8H7F2NO;Acetanilide, 2',4'-difluoro-;Acetamide,N-(2,4-difluorophenyl)-;Aminobenzene, N-acetyl-2,4-difluoro-;NSC51780;Maybridge1_001023;2',4'-Difluoroacetanilid;2',4'-Difluoroacetoanilide;N-acetyl-2,4-difluoroaniline;SCHEMBL6694651;N-(2,4-diluorophenyl)acetamide;HMS544G11;AMY8853;DTXSID00192939;CHEBI:195012;N1-(2,4-difluorophenyl)acetamide;N-(2,4-Difluorophenyl)acetamide #;CCG-47458;MFCD00032502;NSC 51780;NSC-51780;AKOS003887313;CS-0128941;D3578;FT-0610079;EN300-157458;A824811;SR-01000637070;SR-01000637070-1;SR-01000637070-2;Z30802596

Chemical Property of N-(2,4-Difluorophenyl)acetamide

Chemical Property:

• Melting Point: 122-124 °C
• Boiling Point: 276.8 °C at 760 mmHg
• PKA: 13.02±0.70(Predicted)
• Flash Point: 121.2 °C
• PSA: 29.10000
• Density: 1.307 g/cm³
• LogP: 1.99620
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.04957017
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

2'',4''-Difluoroacetanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

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

Technology Process of N-(2,4-Difluorophenyl)acetamide

There total 5 articles about N-(2,4-Difluorophenyl)acetamide 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: 100.0%

2,4-difluorophenylamine (367-25-9,76563-56-9) + acetic anhydride (108-24-7) → N-(2,4-difluoro-phenyl)-acetamide (399-36-0)

Guidance literature:

In chloroform; for 96h;

DOI:10.1039/d0cc01052a

Reference yield: 69.0%

2,4-difluoroethynylbenzene (302912-34-1) → N-(2,4-difluoro-phenyl)-acetamide (399-36-0)

Guidance literature:

With (triphenylphosphine)gold(I) chloride; trimethylsilylazide; water; silver carbonate; trifluoroacetic acid; In 1,2-dichloro-ethane; at 60 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201303376

Reference yield: 58.0%

Acetanilid (103-84-4) → 4'-fluoroacetanilide (351-83-7) + N-(2-fluorophenyl)acetamide (399-31-5) + N-(2,4-difluoro-phenyl)-acetamide (399-36-0)

Guidance literature:

With 2,3,4,5,6-pentachloro-1-fluoropyridin-1-ium trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 23h;

DOI:10.1021/ja00179a047

upstream raw materials:

2,4-difluorophenylamine

acetic anhydride

Acetanilid

2,4-Difluoronitrobenzene

Downstream raw materials:

2-amino-3,5-difluoronitrobenzene

2,4-difluoro-6-nitroacetanilide

1,3,5-trichlorotrifluorobenzene

3,5-difluoro-1,2-phenylenediamine

Refernces

• 1、 Nie, Quan,Yi, Feiyan,Huang, Bin,Cai, Mingzhong. "Efficient Heterogeneous Gold(I)-Catalyzed Direct C(sp2)–C(sp) Bond Functionalization of Arylalkynes through a Nitrogenation Process to Amides". . p. 3968 - 3976. Retrieved 2017/11/20.
• 2、 Jadhav, Ganesh R.,Shaikh, Mohammad U.,Kale, Rajesh P.,Ghawalkar, Anand R.,Gill, Charansingh H.. "Synthesis, characterization, and antimicrobial activities of clubbed [1,2,4]-oxadiazoles with fluorobenzimidazoles". experimental part. p. 980 - 987. Retrieved 2009/12/05.