3-ACETOXYBENZOIC ACID

Base Information

• Chemical Name: 3-ACETOXYBENZOIC ACID
• CAS No.: 6304-89-8
• Molecular Formula: C9H8 O4
• Molecular Weight: 180.16
• Hs Code.: 2918990090
• European Community (EC) Number: 628-787-1
• NSC Number: 43147
• DSSTox Substance ID: DTXSID90285889
• Nikkaji Number: J136.384K
• Wikidata: Q82021423
• Mol file: 6304-89-8.mol

Synonyms:Benzoicacid, m-hydroxy-, acetate (6CI,8CI); 3-(Acetyloxy)benzoic acid;3-Acetoxybenzoic acid; NSC 43147; m-Acetoxybenzoic acid; m-Carboxyphenylacetate

Chemical Property of 3-ACETOXYBENZOIC ACID

Chemical Property:

• Vapor Pressure: 3.93E-05mmHg at 25°C
• Melting Point: 131-134 °C(lit.)
• Boiling Point: 338.1°C at 760 mmHg
• PKA: pK1: 4.00 (25°C)
• Flash Point: 139°C
• PSA: 63.60000
• Density: 1.29g/cm³
• LogP: 1.31010
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 180.04225873
• Heavy Atom Count: 13
• Complexity: 212

Purity/Quality:

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

3-Acetoxybenzoic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=CC(=C1)C(=O)O
• Uses: 3-Acetoxybenzoic acid (3-aBH) may be used as a ligand to prepare:bis-(3-acetoxybenzoato)triphenylantimony(V)bis-(3-acetoxybenzoato)triphenylbismuth(V)[Ln(3-ab)3(N2H4)2]·xH2O (Ln = La,Ce, Pr, Nd, Sm and Gd; N2H4= hydrazine)It may be used as staring material to synthesize 3-acetoxybenzoyl chloride.

Technology Process of 3-ACETOXYBENZOIC ACID

There total 20 articles about 3-ACETOXYBENZOIC 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: 95.0%

acetic anhydride (108-24-7) + 3-Carboxyphenol (99-06-9) → 3-acetoxybenzoic acid (6304-89-8)

Guidance literature:

With methanesulfonic acid; In neat (no solvent); at 30 - 35 ℃; for 0.0833333h; Green chemistry;

DOI:10.1039/c4ra16916f

Reference yield: 95.0%

3-acetoxybenzoic acid methyl ester (24781-23-5) → 3-acetoxybenzoic acid (6304-89-8)

Guidance literature:

With iodine; aluminium; In acetonitrile; at 80 ℃; for 18h;

DOI:10.1021/acs.joc.1c00034

Reference yield: 85.0%

3-acetoxytoluene (122-46-3) → 3-acetoxybenzoic acid (6304-89-8)

Guidance literature:

With zinc(II) oxide; In N,N-dimethyl-formamide; for 0.1h; microwave irradiation;

DOI:10.1016/j.tetlet.2005.05.104

upstream raw materials:

(3R,4S,5R)-3,4,5-triacetoxycyclohex-1-ene-1-carboxylic acid

acetic anhydride

3-Carboxyphenol

acetyl chloride

Downstream raw materials:

3-acetoxy-benzoic acid-anhydride

3-(chlorocarbonyl)phenyl acetate

Cyclohexanecarboxylic acid

3-acetoxybenzoic acid methyl ester