2,4-Dichloroacetanilide

Base Information

• Chemical Name: 2,4-Dichloroacetanilide
• CAS No.: 6975-29-7
• Molecular Formula: C8H7 Cl2 N O
• Molecular Weight: 204.056
• Hs Code.: 2924299090
• European Community (EC) Number: 615-004-3
• NSC Number: 22365
• DSSTox Substance ID: DTXSID6064533
• Nikkaji Number: J81.311G
• Wikidata: Q81991632
• Mol file: 6975-29-7.mol

Synonyms:2,4-Dichloroacetanilide;N-(2,4-Dichlorophenyl)acetamide;6975-29-7;2',4'-Dichloroacetanilide;Acetamide, N-(2,4-dichlorophenyl)-;Acetanilide, 2',4'-dichloro-;NSC 22365;BRN 2092372;3-12-00-01391 (Beilstein Handbook Reference);NSC22365;2,4-Dichloracetanilid;Acetanilide,4'-dichloro-;SCHEMBL4311940;DTXSID6064533;N-(2,4-dichlorophenyl)-acetamide;N-(2,4-Dichlorophenyl)acetamide #;MFCD00045181;NSC-22365;STK391536;AKOS002958808;SB77900;BS-42524;CS-0326591;FT-0610623;D84493

Chemical Property of 2,4-Dichloroacetanilide

Chemical Property:

• Melting Point: 216-218°C
• Boiling Point: 352.5±32.0 °C(Predicted)
• PKA: 13.32±0.70(Predicted)
• Flash Point: 167oC
• PSA: 29.10000
• Density: 1.393±0.06 g/cm3(Predicted)
• LogP: 3.02480
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 202.9904692
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

N-(2,4-Dichlorophenyl)acetamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,4-Dichloroacetanilide

There total 37 articles about 2,4-Dichloroacetanilide 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%

acetic anhydride (108-24-7) + 2,4-Dichloroaniline (554-00-7,51908-09-9) → N-(2,4-dichlorophenyl)acetamide (6975-29-7)

Guidance literature:

In chloroform;

DOI:10.1039/d0cc01052a

Reference yield: 96.0%

Acetanilid (103-84-4) → N-(2,4-dichlorophenyl)acetamide (6975-29-7)

Guidance literature:

With tetraethylammonium chloride; trichloroacetonitrile; In acetonitrile; at 23 ℃; for 2h; Electrochemical reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00704

Reference yield: 90.0%

1-(2,4-dichlorophenyl)ethan-1-one oxime (71516-67-1) → N-(2,4-dichlorophenyl)acetamide (6975-29-7)

Guidance literature:

1-(2,4-dichlorophenyl)ethan-1-one oxime; With fluorosulfonyl fluoride; triethylamine; In acetonitrile; at 20 ℃;

With hydrogenchloride; In water; acetonitrile; at 20 ℃;

DOI:10.1002/ejoc.201900844

upstream raw materials:

N-chloroacetanilide

N-chloro-p-chloroacetanilide

acetic anhydride

2,4-Dichloroaniline

Downstream raw materials:

2,4-dichloro-6-bromoaniline

C₁₀H₁₂Cl₂N₂S

1,3-Dichlorobenzene

N-(2,4-dichloro-3-iodophenyl) acetamide

Refernces

• 1、 Liu, Feng,Wu, Na,Cheng, Xu. "Chlorination Reaction of Aromatic Compounds and Unsaturated Carbon-Carbon Bonds with Chlorine on Demand". supporting information. p. 3015 - 3020. Retrieved 2021/05/05.
• 2、 Breising, Valentina M.,Kayser, Jacob M.,Kehl, Anton,Schollmeyer, Dieter,Liermann, Johannes C.,Waldvogel, Siegfried R.. "Electrochemical formation of: N, N ′-diarylhydrazines by dehydrogenative N-N homocoupling reaction". supporting information. p. 4348 - 4351. Retrieved 2020/04/27.