4'-Chloroacetanilide

Base Information

• Chemical Name: 4'-Chloroacetanilide
• CAS No.: 539-03-7
• Molecular Formula: C8H8ClNO
• Molecular Weight: 169.611
• Hs Code.: 29242990
• European Community (EC) Number: 208-707-8
• NSC Number: 40563,444
• UNII: 6I0LI34G5J
• DSSTox Substance ID: DTXSID0060228
• Nikkaji Number: J79.128H
• Wikidata: Q27105138
• Metabolomics Workbench ID: 52722
• ChEMBL ID: CHEMBL15991
• Mol file: 539-03-7.mol

Synonyms:4-chloroacetanilide;p-chloroacetanilide

Chemical Property of 4'-Chloroacetanilide

Chemical Property:

• Appearance/Colour: white or greyish-beige crystalline powder
• Melting Point: 176-178 °C(lit.)
• Refractive Index: 1.5670 (estimate)
• Boiling Point: 335 °C at 760 mmHg
• PKA: 14.25±0.70(Predicted)
• Flash Point: 156.4 °C
• PSA: 29.10000
• Density: 1.261 g/cm³
• LogP: 2.37140
• Storage Temp.: Store below +30°C.
• Solubility.: dioxane: 50 mg/mL hot, clear
• Water Solubility.: Insoluble in water.
• 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: 141

Purity/Quality:

99% ^*data from raw suppliers

4''-Chloroacetanilide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)Cl
• Uses: 4'-Chloroacetanilide is used in pharmaceutical preparations, using PGC column. And also used in the synthesis of alprazolam.

Technology Process of 4'-Chloroacetanilide

There total 202 articles about 4'-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: 100.0%

acetic anhydride (108-24-7) + 4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)acetamide (539-03-7)

Guidance literature:

In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1039/C6CC08788D

Reference yield: 98.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) + 4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)acetamide (539-03-7)

Guidance literature:

With potassium tert-butylate; at 130 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;

DOI:10.1002/ejoc.201900666

Reference yield: 96.0%

4-chloro-aniline (106-47-8) + acetyl chloride (75-36-5) → N-(4-chlorophenyl)acetamide (539-03-7)

Guidance literature:

bismuth(III) oxychloride; In acetonitrile; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2004.07.044

upstream raw materials:

ethylmagnesium iodide

diethyl ether

1-(4-chlorophenyl)guanidine

tetrachloromethane

Downstream raw materials:

4-chloro-diacetanilide

N-(4-chlorophenyl)aniline

2-bromo-4-chloroacetanilide

p-aminobenzenesulphonamido-4-aniline

Refernces

• 1、 Mills. "-". . . Retrieved 1860.
• 2、 Orton. "-". . p. 236. Retrieved 1912.
• 3、 Kumar, Pushpendra,Patil, Shripad M.,Tandon, Nitin,Tandon, Runjhun. "Magnetically recyclable silica-coated ferrite magnetite-K10montmorillonite nanocatalyst and its applications in O, N, and S-acylation reaction under solvent-free conditions". . p. 21291 - 21300. Retrieved 2021/07/01.
• 4、 Zhao, Chenxi,Tang, Chu,Li, Changhao,Ning, Wentao,Hu, Zhiye,Xin, Lilan,Zhou, Hai-Bing,Huang, Jian. "Novel hybrid conjugates with dual estrogen receptor α degradation and histone deacetylase inhibitory activities for breast cancer therapy". . . Retrieved 2021/05/10.