N-(2-Fluorophenyl)acetamide

Base Information

• Chemical Name: N-(2-Fluorophenyl)acetamide
• CAS No.: 399-31-5
• Molecular Formula: C8H8FNO
• Molecular Weight: 153.156
• Hs Code.: 29242998
• European Community (EC) Number: 206-916-9
• NSC Number: 51783
• DSSTox Substance ID: DTXSID40192938
• Nikkaji Number: J68.594A
• Wikidata: Q72479001
• ChEMBL ID: CHEMBL121805
• Mol file: 399-31-5.mol

Synonyms:2'-Fluoroacetanilide;N-(2-Fluorophenyl)acetamide;399-31-5;Acetamide, N-(2-fluorophenyl)-;2-FLUOROPHENYL ACETAMIDE;EINECS 206-916-9;a-fluoroacetanilide;NSC51783;MFCD00000315;2\'-Fluoroacetanilide;Maybridge1_008728;N-Acetyl-2-fluoroaniline;1-Acetamido-2-fluorobenzene;CHEMBL121805;SCHEMBL1430533;N-(2-Fluorophenyl)acetamide #;HMS566E16;DTXSID40192938;NSC 51783;NSC-51783;AKOS002960125;AB11465;MS-0024;SB75961;BP-11831;CS-0153964;F0524;FT-0612401;EN300-78574;A824809;AE-562/40169431;Z28290266

Chemical Property of N-(2-Fluorophenyl)acetamide

Chemical Property:

• Appearance/Colour: White to off-white powder.
• Vapor Pressure: 0.00101mmHg at 25°C
• Melting Point: 77-79 °C(lit.)
• Refractive Index: 1.447
• Boiling Point: 268 °C at 760 mmHg
• PKA: 14.04±0.70(Predicted)
• Flash Point: 128.5 °C
• PSA: 29.10000
• Density: 1.208g/cm³
• LogP: 1.85710
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 153.058992041
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

2''-Fluoroacetanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=CC=C1F
• Uses: 2''-Fluoroacetanilide

Technology Process of N-(2-Fluorophenyl)acetamide

There total 26 articles about N-(2-Fluorophenyl)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-Fluoroaniline (348-54-9) + acetyl chloride (75-36-5) → N-(2-fluorophenyl)acetamide (399-31-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 0.25h;

DOI:10.1002/jhet.5570310639

Reference yield: 100.0%

N-(4-bromo-2-fluorophenyl)acetamide (326-66-9) → N-(2-fluorophenyl)acetamide (399-31-5)

Guidance literature:

With 0.60mol% Pd/C; hydrogen; sodium hydrogencarbonate; In methanol; at 20 ℃; for 0.666667h; regioselective reaction;

DOI:10.1055/s-0029-1217112

Reference yield: 94.0%

tungsten hexacarbonyl (14040-11-0) + ortho-nitrofluorobenzene (1493-27-2,127723-77-7) + carbonic acid dimethyl ester (616-38-6) → N-(2-fluorophenyl)acetamide (399-31-5)

Guidance literature:

With di(rhodium)tetracarbonyl dichloride; 1,3-bis-(diphenylphosphino)propane; sodium phosphate; sodium iodide; In water; at 120 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1039/d1cc00047k

upstream raw materials:

2-Fluoroaniline

acetic anhydride

diethyl acetylmalonate

1-(2'-Acetamino-phenyl)-ethanol

Downstream raw materials:

N-(2-fluorophenyl)-N-phenylamine

2-fluoro-6-nitroaniline

2-fluoro-4-nitroaniline

3-amino-4-fluorobenzenesulfonic acid

Refernces

• 1、 Pandia, Biplab Keshari,Gunanathan, Chidambaram. "Manganese(I) Catalyzed α-Alkenylation of Amides Using Alcohols with Liberation of Hydrogen and Water". . p. 9994 - 10005. Retrieved 2021/07/31.
• 2、 Bell, Nicola L.,Xu, Chao,Fyfe, James W. B.,Vantourout, Julien C.,Brals, Jeremy,Chabbra, Sonia,Bode, Bela E.,Cordes, David B.,Slawin, Alexandra M. Z.,McGuire, Thomas M.,Watson, Allan J. B.. "Cu(OTf)2-Mediated Cross-Coupling of Nitriles and N-Heterocycles with Arylboronic Acids to Generate Nitrilium and Pyridinium Products**". supporting information. p. 7935 - 7940. Retrieved 2021/03/03.