4-Methylbenzoic acid

Base Information

• Chemical Name: 4-Methylbenzoic acid
• CAS No.: 99-94-5
• Deprecated CAS: 852148-36-8
• Molecular Formula: C8H8O2
• Molecular Weight: 136.15
• Hs Code.: 29163900
• European Community (EC) Number: 202-803-3
• NSC Number: 2215
• UNII: A26GBX5SSV
• DSSTox Substance ID: DTXSID6021618
• Nikkaji Number: J5.162D
• Wikipedia: P-Toluic_acid
• Wikidata: Q1607905
• Metabolomics Workbench ID: 43946
• ChEMBL ID: CHEMBL21708
• Mol file: 99-94-5.mol

Synonyms:4-methylbenzoate;4-toluic acid;4-toluic acid, barium salt;4-toluic acid, cadmium salt;4-toluic acid, calcium salt;4-toluic acid, potassium salt;4-toluic acid, zinc salt;p-methylbenzoate;p-toluenecarboxylate;p-toluic acid

Chemical Property of 4-Methylbenzoic acid

Chemical Property:

• Appearance/Colour: colourless crystals or white crystalline powder
• Vapor Pressure: 0.00248mmHg at 25°C
• Melting Point: 179 °C
• Refractive Index: 1.5120 (estimate)
• Boiling Point: 275.3 °C at 760 mmHg
• PKA: 4.36(at 25℃)
• Flash Point: 124.7 °C
• PSA: 37.30000
• Density: 1.151 g/cm³
• LogP: 1.69320
• Storage Temp.: Store at RT.
• Solubility.: 0.3g/l
• Water Solubility.: <0.1 g/100 mL at 19℃
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 136.052429494
• Heavy Atom Count: 10
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

p-Toluic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CC1=CC=C(C=C1)C(=O)O
• Uses: p-Toluic Acid is used as a reagent in the synthesis of several organic compounds including that of 2-aryl-1,3,4-oxadiazole derivatives which are potential antibacterial agents. Also used in the synthesis of 4-(bromomethyl) benzoic acid. Intermediates of Liquid Crystals

Technology Process of 4-Methylbenzoic acid

There total 897 articles about 4-Methylbenzoic 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: 96.0%

para-xylene (106-42-3) → terephthalic acid (100-21-0) + p-Toluic acid (99-94-5)

Guidance literature:

With N-hydroxyphthalimide; oxygen; nitric acid; at 110 ℃; for 6h; under 760.051 Torr; Ionic liquid;

DOI:10.1080/00397910902770461

Reference yield:

4-methylethylbenzene (622-96-8) → 1-(4-methylphenyl)ethyl acetate (86561-30-0,19759-40-1) + terephthalic acid (100-21-0) + p-Toluic acid (99-94-5) + para-methylacetophenone (122-00-9)

Guidance literature:

With oxygen; cobalt(II) bromide; In acetic acid; at 140 ℃; for 2.41667h; under 7500.6 Torr; Product distribution; other time, other catalysator;

Reference yield:

4-methylisopropylbenzene (99-87-6) → p-isopropylbenzoic acid (536-66-3) + terephthalic acid (100-21-0) + p-Toluic acid (99-94-5) + para-methylacetophenone (122-00-9)

Guidance literature:

With oxygen; MnBr₂(pyridine)2; dibromobis(pyridine)cobalt(II); In acetic acid; at 140 ℃; for 1h; under 7500.6 Torr; Product distribution; other time;

upstream raw materials:

tetrachloromethane

di(p-tolyl)zinc

methylammonium carbonate

bis(p-methylphenyl)-methanone

Downstream raw materials:

4-methyl-benzoyl chloride

para-methylacetophenone

4'-methylpropiophenone

4-methyl-benzoic acid methyl ester

Refernces

Toluates: unexpectedly versatile reagents

10.1016/j.tet.2009.09.111

The study investigates the monoelectronic reduction mechanism of aromatic esters, with a particular focus on the synthetic utility of the toluate moiety in deoxygenation of alcohols and allylation of ketones. It also explores the use of aromatic esters as protective groups that can be easily removed. Chemicals used in the study include aromatic esters like toluates and benzoates, which serve as reagents and protective groups, and reducing agents such as samarium iodide (SmI2) and hexamethylphosphoramide (HMPA). These chemicals were employed to elucidate the reduction mechanism, develop novel synthetic reactions, and achieve selective deoxygenation and allylation reactions. The study also involved electrochemical techniques to perform metal-free reactions and deprotection of aromatic esters, demonstrating the versatility of toluates in organic synthesis and the potential of electrosynthesis for selective chemical transformations.