3'-Chloroacetanilide

Base Information

• Chemical Name: 3'-Chloroacetanilide
• CAS No.: 588-07-8
• Molecular Formula: C8H8 Cl N O
• Molecular Weight: 169.611
• Hs Code.: 2924299090
• European Community (EC) Number: 209-610-3
• NSC Number: 39967,6116
• UNII: 74H09HU61J
• DSSTox Substance ID: DTXSID6060420
• Nikkaji Number: J96.201E
• Wikidata: Q27266276
• Mol file: 588-07-8.mol

Synonyms:3-chloroacetanilide

Chemical Property of 3'-Chloroacetanilide

Chemical Property:

• Appearance/Colour: BEIGE TO LIGHT GREY FINE CRYSTALLINE POWDER
• Melting Point: 79-81 °C(lit.)
• Refractive Index: 1.5430 (estimate)
• Boiling Point: 172 °C / 0.8mmHg
• PKA: 14.45±0.70(Predicted)
• Flash Point: 154.1°C
• PSA: 29.10000
• Density: 1.261g/cm³
• LogP: 2.37140
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 169.0294416
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

3'-Chloroacetanilide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC(=O)NC1=CC(=CC=C1)Cl
• Uses: 3-Chloroacetanilide is a major metabolite of chlorpropham. An acetanilide herbicide derivative.

Technology Process of 3'-Chloroacetanilide

There total 37 articles about 3'-Chloroacetanilide 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: 96.0%

3-Acetamidophenylboronic acid (78887-39-5) → 3-Chloroacetanilide (588-07-8)

Guidance literature:

With N-chloro-succinimide; copper(l) chloride; In acetonitrile; at 80 ℃; for 2h;

DOI:10.1021/0l9029337

Reference yield: 95.0%

acetamide (60-35-5) + 3-chloro-aniline (108-42-9) → 3-Chloroacetanilide (588-07-8)

Guidance literature:

With dipotassium peroxodisulfate; In water; at 100 ℃; for 0.166667h; Microwave irradiation; Green chemistry;

DOI:10.1016/j.tetlet.2015.06.052

Reference yield: 95.0%

3-Nitrochlorobenzene (121-73-3) + acetic anhydride (108-24-7) → 3-Chloroacetanilide (588-07-8)

Guidance literature:

With indium; acetic acid; In methanol; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(02)02479-6

upstream raw materials:

acetic anhydride

3-chloro-aniline

acetic acid

acetyl chloride

Downstream raw materials:

(2-chloro-phenyl)-(3-chloro-phenyl)-amine

N-(3-chloro-phenyl)-N-(2-methoxy-phenyl)-acetamide

(4-Chloro-phenyl)-(3-chloro-phenyl)-diazene

acetic acid-(3-chloro-4-chloroacetyl-anilide)

Refernces

• 1、 Ran, Maogang,He, Jiaxin,Yan, Boyu,Liu, Wenbo,Li, Yi,Fu, Yunfen,Li, Chao-Jun,Yao, Qiuli. "Catalyst-free generation of acyl radicals induced by visible light in water to construct C-N bonds". supporting information. p. 1970 - 1975. Retrieved 2021/03/16.
• 2、 Alsaab, Hashem O.,Aqsa, Sehar,Asif, Tahira Tasneem,Ibrar, Aliya,Kausar, Naghmana,Khan, Imtiaz,Munir, Rubina,Shahid, Noorma,Younas, Muhammad Tayyab,Zaib, Sumera. "Hybrid quinoline-thiosemicarbazone therapeutics as a new treatment opportunity for Alzheimer’s disease-synthesis, in vitro cholinesterase inhibitory potential and computational modeling analysis". . . Retrieved 2021/12/10.