5-Acetylsalicylic acid

Base Information

• Chemical Name: 5-Acetylsalicylic acid
• CAS No.: 13110-96-8
• Molecular Formula: C9H8O4
• Molecular Weight: 180.16
• Hs Code.: 2918990090
• European Community (EC) Number: 236-037-6
• DSSTox Substance ID: DTXSID20156896
• Nikkaji Number: J317.812I
• Wikidata: Q83025015
• ChEMBL ID: CHEMBL3765165
• Mol file: 13110-96-8.mol

Synonyms:5-Acetylsalicylic acid;5-acetyl-2-hydroxybenzoic acid;13110-96-8;Benzoic acid,5-acetyl-2-hydroxy-;5-acetyl-2-hydroxy-benzoic acid;Benzoic acid, 5-acetyl-2-hydroxy-;EINECS 236-037-6;5-acetyl salicylic acid;5-ACETYLSALICYLICACID;5-acetyl-2-hydroxybenzoicacid;SCHEMBL458033;CHEMBL3765165;5-acetyl-2 -hydroxybenzoic acid;DTXSID20156896;CHEBI:182973;5-Acetylsalicylic acid, AldrichCPR;MFCD00013978;s4789;AKOS015892758;CCG-266429;TS-02514;HY-107831;AM20020389;CS-0030707;FT-0619938;T70201;A806202;W-110314

Chemical Property of 5-Acetylsalicylic acid

Chemical Property:

• Vapor Pressure: 1.46E-07mmHg at 25°C
• Melting Point: 214-216 °C
• Boiling Point: 413.007 °C at 760 mmHg
• PKA: 2.62±0.10(Predicted)
• Flash Point: 217.732 °C
• PSA: 74.60000
• Density: 1.366 g/cm³
• LogP: 1.29300
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 180.04225873
• Heavy Atom Count: 13
• Complexity: 224

Purity/Quality:

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

5-Acetylsalicylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=C(C=C1)O)C(=O)O

Technology Process of 5-Acetylsalicylic acid

There total 14 articles about 5-Acetylsalicylic 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: 85.0%

3-acetylbenzoic acid (586-42-5) → 5-acetylsalicylic acid (13110-96-8)

Guidance literature:

With oxygen; potassium acetate; palladium diacetate; p-benzoquinone; In N,N-dimethyl acetamide; at 115 ℃; for 15h; under 3800.26 Torr;

DOI:10.1021/ja907198n

Reference yield: 82.0%

aspirin (50-78-2,98201-60-6) → 5-acetylsalicylic acid (13110-96-8)

Guidance literature:

With aluminium trichloride; In nitrobenzene; for 1h;

DOI:10.1021/jm00181a008

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + aluminium trichloride (7446-70-0) + methyl acetylsalicylate (580-02-9) → 5-acetylsalicylic acid (13110-96-8) + salicylic acid (69-72-7,25496-36-0,8052-31-1)

Guidance literature:

anschliessendes Behandeln mit kaltem Wasser;

upstream raw materials:

phenyl 2-acetoxybenzoate

estere metilico dell'acido 5-acetilsalicilico

acetyl chloride

salicylic acid

Downstream raw materials:

5-trans-cinnamoyl-2-hydroxy-benzoic acid

5-acetyl-2-methoxybenzoic acid methyl ester

5-acetyl-2-methoxy-benzoic acid ethyl ester

5-(1-[2-(aminoiminomethyl)hydrazono]ethyl) salicylic acid hydrochloride

Refernces

• 1、 -. "PD(II)-CATALYZED HYDROXYLATION OF ARENES WITH O2 OR AIR". Page/Page column 14; 19-20. . Retrieved 2011/04/24.
• 2、 -. "Methods and compositions for determining the sequence of nucleic acid molecules". . . Retrieved 2008/06/13.