Methyl acetylsalicylate

Base Information

• Chemical Name: Methyl acetylsalicylate
• CAS No.: 580-02-9
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• Hs Code.: 2918229000
• European Community (EC) Number: 209-450-4
• NSC Number: 403847
• UNII: 7FX481V180
• DSSTox Substance ID: DTXSID20206724
• Nikkaji Number: J7.432B
• Wikidata: Q27268210
• Metabolomics Workbench ID: 123752
• ChEMBL ID: CHEMBL163148
• Mol file: 580-02-9.mol

Synonyms:acetylsalicylic acid methyl ester;methyl acetylsalicylic acid;methyl aspirin

Chemical Property of Methyl acetylsalicylate

Chemical Property:

• Appearance/Colour: colorless flake crystals
• Vapor Pressure: 0.0168mmHg at 25°C
• Melting Point: 50 °C
• Refractive Index: 1.51
• Boiling Point: 254.9 °C at 760 mmHg
• Flash Point: 121.4 °C
• PSA: 52.60000
• Density: 1.177 g/cm³
• LogP: 1.39850
• Solubility.: soluble in Methanol
• Water Solubility.: 2.81g/L(21 oC)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl2-Acetyloxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=CC=C1C(=O)OC
• Uses: Fixative for perfumes.

Technology Process of Methyl acetylsalicylate

There total 12 articles about Methyl acetylsalicylate 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%

acetic anhydride (108-24-7) + methyl salicylate (119-36-8,8024-54-2) → methyl acetylsalicylate (580-02-9)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(99)00229-4

Reference yield: 96.0%

acetyl chloride (75-36-5) + methyl salicylate (119-36-8,8024-54-2) → methyl acetylsalicylate (580-02-9)

Guidance literature:

zirconium(IV) oxychloride; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2004.10.164

Reference yield: 86.0%

aspirin (50-78-2,98201-60-6) + methyl iodide (74-88-4) → methyl acetylsalicylate (580-02-9)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide; at 10 - 15 ℃; for 24h;

DOI:10.1021/jo00033a048

upstream raw materials:

diazomethane

aspirin

acetic anhydride

methyl salicylate

Downstream raw materials:

4-hydroxy[1]benzopyran-2-one

methyl-3,5-dinitrosalicylate

estere metilico dell'acido 5-acetilsalicilico

5-acetylsalicylic acid

Refernces

• 1、 G?rtner, Dominik,Stein, André Luiz,Grupe, Sabine,Arp, Johannes,Von Wangelin, Axel Jacobi. "Iron-Catalyzed Cross-Coupling of Alkenyl Acetates". supporting information. p. 10545 - 10549. Retrieved 2015/09/02.
• 2、 Liu, Ye,Liu, Lu,Lu, Yong,Cai, Yue-Qin. "An imidazolium tosylate salt as efficient and recyclable catalyst for acetylation in an ionic liquid". experimental part. p. 633 - 638. Retrieved 2009/08/07.