N-[2-chloro-4-(trifluoromethyl)phenyl]acetamide

Base Information

• Chemical Name: N-[2-chloro-4-(trifluoromethyl)phenyl]acetamide
• CAS No.: 247170-19-0
• Molecular Formula: C₉H₇ClF₃NO
• Molecular Weight: 237.609
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70371517
• Wikidata: Q82158870
• ChEMBL ID: CHEMBL1870908
• Mol file: 247170-19-0.mol

Synonyms:247170-19-0;N-[2-chloro-4-(trifluoromethyl)phenyl]acetamide;2-Chloro-4-(trifluoromethyl)acetanilide;2'-Chloro-4'-(trifluoromethyl)acetanilide;N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide;2-Chloro-4-(trifluoromethyl)acetamilide;MFCD01313231;HMS563K09;Maybridge1_007797;MLS000860199;CHEMBL1870908;SCHEMBL22057590;DTXSID70371517;QRMZQPODCUCPQD-UHFFFAOYSA-N;HMS2794F04;AMY28538;CCG-45940;AKOS004006779;BISPHENOLAGLYCEROLATE(1GLYCEROL/;DS-11895;SMR000460978;SY078682;CS-0153987;FT-0629618;A817461;Acetamide, N-[2-chloro-4-(trifluoromethyl)phenyl]-;N-[2-chloranyl-4-(trifluoromethyl)phenyl]ethanamide;SR-01000635677-1;N-[2-Chloro-4-(trifluoromethyl)phenyl]acetamide, AldrichCPR;2 inverted exclamation mark -Chloro-4 inverted exclamation mark -(trifluoromethyl)acetanilide

Chemical Property of N-[2-chloro-4-(trifluoromethyl)phenyl]acetamide

Chemical Property:

• Vapor Pressure: 0.000769mmHg at 25°C
• Melting Point: 131 °C
• Refractive Index: 1.511
• Boiling Point: 306.5°Cat760mmHg
• PKA: 13.47±0.70(Predicted)
• Flash Point: 139.2°C
• PSA: 29.10000
• Density: 1.414g/cm³
• LogP: 3.39020
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 237.0168260
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-[2-chloro-4-(trifluoromethyl)phenyl]acetamide

There total 2 articles about N-[2-chloro-4-(trifluoromethyl)phenyl]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: 88.0%

4-(trifluromethyl)acetanilide (349-97-3) → N-(2-chloro-4-(trifluoromethyl)phenyl)acetamide (247170-19-0)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; 1,2-dichloro-ethane; In methanol; at 60 ℃; for 16h; Electrochemical reaction; Green chemistry;

DOI:10.1002/anie.201814570

Reference yield:

2-chloro-4-(trifluoromethyl)aniline (39885-50-2) + acetyl chloride (75-36-5) → N-(2-chloro-4-(trifluoromethyl)phenyl)acetamide (247170-19-0)

Guidance literature:

With pyridine;

DOI:10.1021/cm5045754

Reference yield:

N-(2-chloro-4-(trifluoromethyl)phenyl)acetamide (247170-19-0) → C22H16F6N2

Guidance literature:

Multi-step reaction with 5 steps

1: SPhos Pd G₂; potassium phosphate / tetrahydrofuran; water / 12 h / 80 °C

2: palladium diacetate; copper diacetate / toluene / 24 h / 120 °C

3: sulfuric acid / methanol / 0.5 h / 80 °C

4: caesium carbonate / N,N-dimethyl-formamide / 12 h / 150 °C

5: tin(II) chloride dihdyrate / ethanol / 4 h / Reflux

With potassium phosphate; tin(II) chloride dihdyrate; sulfuric acid; SPhos Pd G₂; copper diacetate; palladium diacetate; caesium carbonate; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; toluene; 1: |Suzuki-Miyaura Coupling;

DOI:10.1021/cm5045754

upstream raw materials:

2-chloro-4-(trifluoromethyl)aniline

acetyl chloride

4-(trifluromethyl)acetanilide

Refernces

• 1、 Liang, Yujie,Lin, Fengguirong,Adeli, Yeerlan,Jin, Rui,Jiao, Ning. "Efficient Electrocatalysis for the Preparation of (Hetero)aryl Chlorides and Vinyl Chloride with 1,2-Dichloroethane". supporting information. p. 4566 - 4570. Retrieved 2019/02/14.
• 2、 Zhang, Lei,Hu, Xile. "Room temperature C(sp2)-H oxidative chlorination: Via photoredox catalysis". . p. 7009 - 7013. Retrieved 2017/10/05.