Acetylsalicylsalicylic acid

Base Information

• Chemical Name: Acetylsalicylsalicylic acid
• CAS No.: 530-75-6
• Molecular Formula: C16H12O6
• Molecular Weight: 300.268
• Hs Code.: 29182900
• European Community (EC) Number: 208-493-6
• UNII: VBE72MCP5L
• DSSTox Substance ID: DTXSID5074977
• Nikkaji Number: J6.705I
• Wikidata: Q26840909
• RXCUI: 1858285
• ChEMBL ID: CHEMBL350343
• Mol file: 530-75-6.mol

Synonyms:acetylsalicylsalicylic acid

Chemical Property of Acetylsalicylsalicylic acid

Chemical Property:

• Appearance/Colour: White to almost white fine crystalline powder
• Vapor Pressure: 1.7E-12mmHg at 25°C
• Melting Point: 153-160 °C
• Refractive Index: 1.4600 (estimate)
• Boiling Point: 540.1 °C at 760 mmHg
• PKA: 2.94±0.36(Predicted)
• Flash Point: 203.9 °C
• PSA: 89.90000
• Density: 1.346 g/cm³
• LogP: 2.52930
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Sparingly), DMSO (Sparingly), Methanol (Slightly)
• Water Solubility.: 20mg/L(21 oC)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 300.06338810
• Heavy Atom Count: 22
• Complexity: 432

Purity/Quality:

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

AcetylsalicylsalicylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=CC=C1C(=O)OC2=CC=CC=C2C(=O)O
• Recent EU Clinical Trials: A Multicenter, Randomized, Parallel-Group, Active-Controlled Double-Blind Study Conducted Under In-House Blinding Conditions to Determine the Incidence of Gastroduodenal Ulcers in Patients With Osteoarthritis or Rheumatoid Arthritis After 12 Weeks of Treatment With L-001069957 21 mg Plus Low-Dose Aspirin, L- 01069957 42 mg Plus Low-Dose Aspirin, Celecoxib 400 mg Plus Low-Dose Aspirin, or Low-Dose Aspirin Alone
• Uses: analgesic, antipyretic Acetylsalicylic Acid Impurity C

Technology Process of Acetylsalicylsalicylic acid

There total 25 articles about Acetylsalicylsalicylic acid 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: 84.0%

2-hydroxy-benzoic acid, 2-carboxyphenyl ester (552-94-3) + acetic anhydride (108-24-7) → acetylsalicylsalicylic acid (530-75-6)

Guidance literature:

With sulfuric acid; 1.) 20 min; 2.) 40 min, 80 deg C;

DOI:10.1248/cpb.33.2158

Reference yield:

aspirin (50-78-2,98201-60-6) → 2-hydroxy-benzoic acid, 2-carboxyphenyl ester (552-94-3) + acetylsalicylsalicylic acid (530-75-6) + salicylic acid (69-72-7,25496-36-0,8052-31-1)

Guidance literature:

With magnesium stearate; at 60 ℃; Product distribution;

DOI:10.1002/jps.2600711004

Reference yield:

aspirin (50-78-2,98201-60-6) → 2-hydroxy-benzoic acid, 2-carboxyphenyl ester (552-94-3) + acetylsalicylsalicylic acid (530-75-6) + 2-{2-[2-(2-acetoxy-benzoyloxy)-benzoyloxy]-benzoyloxy}-benzoic acid (85539-30-6) + tri-salicylic acid (85531-17-5) + C23H16O8 (85531-16-4) + salicylic acid (69-72-7,25496-36-0,8052-31-1)

Guidance literature:

With magnesium carbonate; at 85 ℃; for 2h; Product distribution; also in benzene or toluene with or without magnesium carbonate;

DOI:10.1002/jps.2600720331

upstream raw materials:

pyridine

aspirin anhydride

(2-acetoxy-benzoyl)-carbonic acid ethyl ester

aspirin

Downstream raw materials:

[2-(2-acetoxy-benzoyloxy)-benzoic acid ]-acetic acid-anhydride

2-hydroxy-benzoic acid, 2-carboxyphenyl ester

2-(chlorocarbonyl)phenyl 2-(acetyloxy)benzoate

2-(2-acetoxy-benzoyloxy)-benzoic acid-anhydride

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR THE TREATMENT OF DIABETES AND PRE-DIABETES". Paragraph 00125; 00126. . Retrieved 2015/01/06.
• 2、 Reepmeyer. "Thermal decomposition of aspirin: Formation of linear oligomeric salicylate esters". . p. 322 - 323. Retrieved 2007/10/02.