4-Chloro-2-methylacetanilide

Base Information

• Chemical Name: 4-Chloro-2-methylacetanilide
• CAS No.: 5202-86-8
• Molecular Formula: C9H10ClNO
• Molecular Weight: 183.637
• Hs Code.: 2924299090
• European Community (EC) Number: 225-991-9
• UNII: K5384694M9
• DSSTox Substance ID: DTXSID30199991
• Nikkaji Number: J297.936E
• Wikidata: Q27281967
• Mol file: 5202-86-8.mol

Synonyms:4-chloro-2-methylacetanilide;N-(4-Chloro-2-methylphenyl)acetamide;5202-86-8;4'-Chloro-2'-methylacetanilide;Acetamide, N-(4-chloro-2-methylphenyl)-;o-Acetotoluidide, 4'-chloro-;UNII-K5384694M9;EINECS 225-991-9;AI3-17607;K5384694M9;Maybridge1_000114;MixCom1_000224;4-chloro-2-methylaceta-nilide;SCHEMBL2760219;DTXSID30199991;4''-Chloro-2''-methylacetanilide;2-METHYL-4-CHLOROACETANILIDE;MFCD00027399;AKOS002957831;PS-3126;4'-Chloro-2'-methylacetanilide, 97%;N-(4-chloro-2-methyl-phenyl)-acetamide;n-(4-chloro-2-methylphenyl)acetamide (en);CS-0037986;FT-0618030;W10837;A828897;Q27281967;XM4

Chemical Property of 4-Chloro-2-methylacetanilide

Chemical Property:

• Vapor Pressure: 0.000248mmHg at 25°C
• Melting Point: 136 °C
• Refractive Index: 1.581
• Boiling Point: 324.3 °C at 760 mmHg
• Flash Point: 149.9 °C
• PSA: 29.10000
• Density: 1.218 g/cm³
• LogP: 2.67980
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Water (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 183.0450916
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

N-(4-Chloro-2-methylphenyl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.
• Hazard Codes: R22:Harmful if swallowed.
• Statements: R22:Harmful if swallowed.
• Safety Statements: S22:Do not inhale dust.; S36/37:Wear suitable protective clothing and gloves.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)Cl)NC(=O)C

Technology Process of 4-Chloro-2-methylacetanilide

There total 15 articles about 4-Chloro-2-methylacetanilide 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: 93.0%

acetic anhydride (108-24-7) + 4-chloro-2-methylbenzeneamine (95-69-2) → 4-chloro-2-methylacetanilide (5202-86-8)

Guidance literature:

With Co₃O₄ nanoparticles; at 20 ℃; for 0.1h; Green chemistry;

DOI:10.1007/s11164-016-2631-7

Reference yield: 92.0%

N-(2-methylphenyl)acetamide (120-66-1) → 4-chloro-2-methylacetanilide (5202-86-8)

Guidance literature:

With hydrogenchloride; dihydrogen peroxide; In water; at 25 - 30 ℃; for 5h; Large scale;

Reference yield: 90.7%

N-(2-methylphenyl)acetamide (120-66-1) → 4-chloro-2-methylacetanilide (5202-86-8) + N-(6-chloro-2-methylphenyl)acetamide (21352-09-0)

Guidance literature:

With 1,3-di(adamantan-1-yl)-1H-imidazol-3-ium tetrafluoroborate; N-chloro-succinimide; camphor-10-sulfonic acid; In 1,4-dioxane; at 25 ℃; for 24h;

DOI:10.1055/s-0035-1560376

upstream raw materials:

tert-butylhypochlorite

N-(2-methylphenyl)acetamide

N-chloro-2'-methylacetanilide

acetyl chloride

Downstream raw materials:

2,4-dichloro-6-methylacetanilide

N-(2-methyl-4-chloro-5-nitrophenyl)acetamide

2-acetylamino-5-chloro-4-nitrobenzoic acid

2-amino-5-chloro-4-nitrobenzoic acid

Refernces

• 1、 -. "Single step regioselective cyclization and chlorination of hydroxyamino-N-(2-methylphenyl)acetamide to 5-chloro-7-methylindoline-2,3-dione". Page/Page column 3. . Retrieved 2021/04/21.
• 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.