(4-Methylphenoxy)acetyl chloride

Base Information

• Chemical Name: (4-Methylphenoxy)acetyl chloride
• CAS No.: 15516-47-9
• Molecular Formula: C9H9 Cl O2
• Molecular Weight: 184.622
• Hs Code.: 2918990090
• European Community (EC) Number: 844-796-5
• DSSTox Substance ID: DTXSID50450415
• Wikidata: Q82270131
• Mol file: 15516-47-9.mol

Synonyms:15516-47-9;(4-METHYLPHENOXY)ACETYL CHLORIDE;2-(4-methylphenoxy)acetyl Chloride;p-Tolyloxy-acetyl chloride;4-Methyl Phenoxy Acetyl Chloride;MFCD00235216;4-methylphenoxyacetyl chloride;SCHEMBL2717154;DTXSID50450415;VUVSVAJNUZCUFV-UHFFFAOYSA-N;BBL013466;STL183344;AKOS000346242;(4-METHYLPHENOXY)ACETYLCHLORIDE;VS-03848;(4-Methylphenoxy)acetyl chloride, AldrichCPR;D97320;EN300-239812;F2190-0104

Chemical Property of (4-Methylphenoxy)acetyl chloride

Chemical Property:

• Boiling Point: 112 °C(Press: 12 Torr)
• PSA: 26.30000
• Density: 1.193±0.06 g/cm3(Predicted)
• LogP: 2.13920
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

98%Min ^*data from raw suppliers

2-(4-methylphenoxy)acetylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (4-Methylphenoxy)acetyl chloride

There total 11 articles about (4-Methylphenoxy)acetyl chloride 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: 98.0%

2-(4-methylphenoxy)acetic acid (940-64-7) → 2-(4-methylphenoxy)acetyl chloride (15516-47-9)

Guidance literature:

With thionyl chloride; In benzene; at 50 ℃; for 3h;

DOI:10.1081/SCC-120015403

Reference yield:

p-cresol (106-44-5) + chloroacetic acid (79-11-8) → 2-(4-methylphenoxy)acetyl chloride (15516-47-9)

Guidance literature:

p-cresol; chloroacetic acid; With sodium hydroxide; In water; for 3h; Reflux;

With thionyl chloride; In toluene; for 1h; Reflux;

DOI:10.1016/j.bioorg.2018.03.019

Reference yield:

oxalyl dichloride (79-37-8) + 2-(4-methylphenoxy)acetic acid (940-64-7) → 2-(4-methylphenoxy)acetyl chloride (15516-47-9)

Guidance literature:

In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

2-(4-methylphenoxy)acetic acid

p-cresol

ethyl (4-methylphenoxy)acetate

sodium 4-methylphenoxide

Downstream raw materials:

N-(5-phenyl-[1,3,4]thiadiazol-2-yl)-2-p-tolyloxy-acetamide

N-(4-(p-tolyl) thiazol-2-yl)-2-(4-methylphenoxy)acetamide

1-Piperazin-1-yl-2-p-tolyloxy-ethanone

2-(2-p-Tolyloxy-acetylamino)-pentanedioic acid

Refernces

• 1、 Sheng, Xijun,Zhou, Yuan,Zhang, Shasha,Peng, Hao,He, Hongwu. "Synthesis and Biological Activity of 4-[(Substituted Phenoxyacetoxy)methyl]-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane-1-one". . p. 165 - 170. Retrieved 2017.
• 2、 Patel, Shivani,Modi, Palmi,Ranjan, Vishal,Chhabria, Mahesh. "Structure-based design, synthesis and evaluation of 2,4-diaminopyrimidine derivatives as novel caspase-1 inhibitors". . p. 258 - 268. Retrieved 2018/04/05.