3-Acetyl-4-hydroxybenzoic acid

Base Information

• Chemical Name: 3-Acetyl-4-hydroxybenzoic acid
• CAS No.: 16357-40-7
• Molecular Formula: C9H8O4
• Molecular Weight: 180.16
• Hs Code.: 2918990090
• European Community (EC) Number: 861-741-0
• DSSTox Substance ID: DTXSID00429373
• Nikkaji Number: J988.921C
• Wikidata: Q72483044
• Mol file: 16357-40-7.mol

Synonyms:3-acetyl-4-hydroxybenzoic acid;16357-40-7;3-acetyl-4-hydroxy-benzoic Acid;MFCD00532680;Benzoic acid, 3-acetyl-4-hydroxy-;3-acetyl-4-hydroxybenzoicacid;4-hydroxy-3-acetylbenzoic acid;SCHEMBL1162134;DTXSID00429373;FPBXWXGOFQSROI-UHFFFAOYSA-N;AKOS000145940;DS-10247;CS-0102036;FT-0725261;EN300-72031;J-010061;Z316120698

Chemical Property of 3-Acetyl-4-hydroxybenzoic acid

Chemical Property:

• Melting Point: 241-242 oC
• Boiling Point: 374.9±32.0 °C(Predicted)
• PKA: 4.19±0.10(Predicted)
• PSA: 74.60000
• Density: 1.365
• LogP: 1.29300
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• 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:

97% ^*data from raw suppliers

3-Acetyl-4-hydroxybenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C=CC(=C1)C(=O)O)O
• Uses: 3-Acetyl-4-hydroxybenzoic Acid can be used in methods to treat epilepsy.

Technology Process of 3-Acetyl-4-hydroxybenzoic acid

There total 14 articles about 3-Acetyl-4-hydroxybenzoic 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: 98.0%

acetyl chloride (75-36-5) + 4-hydroxy-benzoic acid (99-96-7) → 3-acetyl-4-hydroxybenzoic acid (16357-40-7)

Guidance literature:

4-hydroxy-benzoic acid; With aluminum (III) chloride; nitrobenzene; at 150 ℃; for 14h;

acetyl chloride; With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1139/V10-143

Reference yield: 93.0%

6-ethoxycarbonyl-4-oxochromene-3-carboxylic acid (102297-90-5) → 3-acetyl-4-hydroxybenzoic acid (16357-40-7)

Guidance literature:

With sodium hydroxide; for 24h;

Reference yield: 88.3%

methyl 4-acetoxybenzoate (24262-66-6) → 3-acetyl-4-hydroxybenzoic acid (16357-40-7)

Guidance literature:

methyl 4-acetoxybenzoate; With aluminum (III) chloride; potassium chloride; at 120 - 170 ℃; for 1.5h;

With hydrogenchloride; In ethanol; for 0.5h; Reflux;

DOI:10.1021/acs.jmedchem.8b00103

upstream raw materials:

4-acetyloxy-benzoic acid

methyl 3-acetyl-4-hydroxybenzoate

4-ethoxy-3-(2,2,2-trichloro-1-hydroxy-ethyl)-benzoic acid

3-dichloroacetyl-4-hydroxy-benzoic acid

Downstream raw materials:

methyl 3-acetyl-4-hydroxybenzoate

3-ethyl-4-hydroxybenzoic acid

2-hydroxy-5-carboxy-acetophenone oxime

ethyl 3-acetyl-4-hydroxybenzoate