4-Acetylbenzoic acid

Base Information

• Chemical Name: 4-Acetylbenzoic acid
• CAS No.: 586-89-0
• Molecular Formula: C9H8O3
• Molecular Weight: 164.161
• Hs Code.: 29183000
• European Community (EC) Number: 209-588-5
• NSC Number: 16644
• DSSTox Substance ID: DTXSID30207323
• Nikkaji Number: J95.014I
• Wikidata: Q72434808
• Metabolomics Workbench ID: 123279
• ChEMBL ID: CHEMBL130010
• Mol file: 586-89-0.mol

Synonyms:4-acetylbenzoic acid

Chemical Property of 4-Acetylbenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 3.45E-05mmHg at 25°C
• Melting Point: 208-210 °C(lit.)
• Refractive Index: 1.5380 (estimate)
• Boiling Point: 339.9 °C at 760 mmHg
• PKA: pK1: 3.70 (25°C)
• Flash Point: 173.6 °C
• PSA: 54.37000
• Density: 1.229 g/cm³
• LogP: 1.58740
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: soluble
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 164.047344113
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99.9% ^*data from raw suppliers

4-Acetylbenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-37/38-36
• Safety Statements: 37/39-26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)C(=O)O
• Uses: 4-Acetylbenzoic Acid is an intermediate used to prepare Curcumin Analogs with anti-oxidant activities. It is also used in the synthesis of quinuclidine benzamides as agonists of α7 nicotinic acetylcholine receptors. 4-Acetylbenzoic acid was used in the preparation of an ester-derivative of paclitaxel.

Technology Process of 4-Acetylbenzoic acid

There total 101 articles about 4-Acetylbenzoic 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: 100.0%

p-(Benzyloxycarbonyl)acetophenone (119838-69-6) → 4-acetyl-benzoic acid (586-89-0)

Guidance literature:

With hydrogen; In ethyl acetate; at 60 ℃; for 7h;

Reference yield: 99.0%

p-formylacetophenone (3457-45-2) → 4-acetyl-benzoic acid (586-89-0)

Guidance literature:

With copper acetylacetonate; oxygen; sodium hydroxide; 1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene; In water; at 50 ℃; for 12h; under 760.051 Torr; Sealed tube;

DOI:10.1002/anie.201604847

Reference yield: 99.0%

carbon dioxide (124-38-9,18923-20-1) + 1-(4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)ethan-1-one (460088-33-9) → 4-acetyl-benzoic acid (586-89-0)

Guidance literature:

carbon dioxide; 1-(4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)ethan-1-one; With copper(l) iodide; 5,5-bis(4,5-dihydrooxazol-2-yl)nonane; cesium fluoride; In N,N-dimethyl-formamide; at 90 ℃; for 10h; under 760.051 Torr;

With hydrogenchloride; water; In N,N-dimethyl-formamide;

DOI:10.1021/ol800829q

upstream raw materials:

4-(4-methylphenyl)pentan-2-one

4-methylisopropylbenzene

4-cyanophenyl methyl ketone

4-(prop-1-en-2-yl)benzoic acid

Downstream raw materials:

methyl 4-acetylbenzoate

4-(1-hydroxyethyl)benzoic acid

4-(2-bromoacetyl)benzoic acid

4,4'-(1,2-Dihydroxy-1,2-dimethylethylen)dibenzoesaeure