Acetic acid, 2-(4-acetyl-2-methylphenoxy)-, methyl ester

Base Information

• Chemical Name: Acetic acid, 2-(4-acetyl-2-methylphenoxy)-, methyl ester
• CAS No.: 166953-80-6
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• DSSTox Substance ID: DTXSID00598230
• Wikidata: Q82493961
• Mol file: 166953-80-6.mol

Synonyms:166953-80-6;METHYL 2-(4-ACETYL-2-METHYLPHENOXY)ACETATE;Acetic acid, 2-(4-acetyl-2-methylphenoxy)-, methyl ester;Acetic acid, (4-acetyl-2-methylphenoxy)-, methyl ester;methyl 4-acetyl-2-methylphenoxyacetate;Methyl (4-acetyl-2-methylphenoxy)acetate;SCHEMBL1245355;Acetic acid,2-(4-acetyl-2-methylphenoxy)-,methyl ester;DTXSID00598230;CAOUTCDDAKSUJP-UHFFFAOYSA-N;CS-B0470;AKOS005216828;CS-14066;DB-325723;methyl (4-acetyl-2-methyl-phenoxy)-acetate;METHYL2-(4-ACETYL-2-METHYLPHENOXY)ACETATE

Chemical Property of Acetic acid, 2-(4-acetyl-2-methylphenoxy)-, methyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 344.938oC at 760 mmHg
• Flash Point: 152.167oC
• PSA: 52.60000
• Density: 1.124g/cm3
• LogP: 1.74940
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 262

Purity/Quality:

99.90% ^*data from raw suppliers

Methyl2-(4-Acetyl-2-methylphenoxy)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Acetic acid, 2-(4-acetyl-2-methylphenoxy)-, methyl ester

There total 3 articles about Acetic acid, 2-(4-acetyl-2-methylphenoxy)-, methyl ester 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: 99.0%

4-hydroxy-3-methylphenyl methyl ketone (876-02-8) + bromoacetic acid methyl ester (96-32-2) → (4-acetyl-2-methylphenoxy)acetic acid methyl ester (166953-80-6)

Guidance literature:

With caesium carbonate; In acetonitrile; at 20 ℃; for 16h;

DOI:10.1016/S0960-894X(03)00207-5

Reference yield:

methyl 2-methylphenoxy acetate (2989-17-5) + acetyl chloride (75-36-5) → (4-acetyl-2-methylphenoxy)acetic acid methyl ester (166953-80-6)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at -5 - 0 ℃; for 2h;

DOI:10.1016/j.bmc.2014.11.016

Reference yield:

ortho-cresol (95-48-7,77504-84-8) → (4-acetyl-2-methylphenoxy)acetic acid methyl ester (166953-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C

2: aluminum (III) chloride / dichloromethane / 2 h / -5 - 0 °C

With aluminum (III) chloride; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; 2: |Friedel-Crafts Acylation;

DOI:10.1016/j.bmc.2014.11.016

upstream raw materials:

4-hydroxy-3-methylphenyl methyl ketone

bromoacetic acid methyl ester

methyl 2-methylphenoxy acetate

acetyl chloride

Downstream raw materials:

[4-(5-bromo-4'-methoxy-biphenyl-3-ylmethoxy)-2-methyl-phenoxy]-acetic acid methyl ester

Refernces

• 1、 Li, Zheng,Chen, Yueming,Zhou, Zongtao,Deng, Liming,Xu, Yawen,Hu, Lijun,Liu, Bing,Zhang, Luyong. "Discovery of first-in-class thiazole-based dual FFA1/PPARδ agonists as potential anti-diabetic agents". . p. 352 - 365. Retrieved 2019/01/04.
• 2、 -. "Novel compounds, their preparation and use". Page/Page column 21. . Retrieved 2011/04/13.