5-Methylsalicylic acid

Base Information

• Chemical Name: 5-Methylsalicylic acid
• CAS No.: 89-56-5
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 29182110
• European Community (EC) Number: 201-918-6
• NSC Number: 38518
• UNII: 6GAI2MTV5V
• DSSTox Substance ID: DTXSID20237472
• Nikkaji Number: J4.305B
• Wikipedia: 5-Methylsalicylic_acid
• Wikidata: Q27264861
• ChEMBL ID: CHEMBL1161012
• Mol file: 89-56-5.mol

Synonyms:5-methyl salicylic acid;5-methylsalicylic acid;5mS acid

Chemical Property of 5-Methylsalicylic acid

Chemical Property:

• Appearance/Colour: odorless white crystals
• Vapor Pressure: 0.00052mmHg at 25°C
• Melting Point: 163-165 °C(lit.)
• Refractive Index: 1.4945 (estimate)
• Boiling Point: 299.8 °C at 760 mmHg
• PKA: pK1:4.08 (25°C)
• Flash Point: 149.3 °C
• PSA: 57.53000
• Density: 1.304 g/cm³
• LogP: 1.39880
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 21.9g/L(100 oC)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

99.9% ^*data from raw suppliers

5-Methyl salicylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41-36/37/38
• Safety Statements: 26-36/39-22-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)O)C(=O)O
• Uses: Toxicity is similar to salicylic acid. 5-Methylsalicylic acid is used in manufacturing of dyes. 5-Methylsalicylic acid was used in generation of o-sulfate conjugates in situ and their analysis by ultra-performance liquid chromatography-time-of-flight mass spectrometry.

Technology Process of 5-Methylsalicylic acid

There total 95 articles about 5-Methylsalicylic 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: 88.0%

p-cresol (106-44-5) + sodium ethyl carbonate (17201-44-4) → 5-Methylsalicylic acid (89-56-5)

Guidance literature:

With carbon dioxide; at 185 ℃; for 7h; under 7600.51 Torr; Temperature; Pressure; Concentration; regioselective reaction; Autoclave;

DOI:10.1134/S0965544116070161

Reference yield: 87.0%

2-chloro-5-methyl-benzoic acid (6342-60-5) → 5-Methylsalicylic acid (89-56-5)

Guidance literature:

With pyridine; copper; potassium carbonate; In water; for 2h; Heating;

DOI:10.1081/SCC-120004857

Reference yield: 85.0%

m-Toluic acid (99-04-7) → 5-Methylsalicylic acid (89-56-5)

Guidance literature:

With tert.-butylhydroperoxide; (2S,3S)-N-acetyl-2-amino-3-methylpentanoic acid; potassium acetate; palladium diacetate; p-benzoquinone; In 1,2-dimethoxyethane; water; at 100 ℃;

DOI:10.1016/j.tetlet.2021.153434

upstream raw materials:

tetrachloromethane

p-cresol

2-Amino-5-methylbenzoic acid

p-methylanizole

Downstream raw materials:

2-hydroxy-5-methyl-benzoic acid-(4-chloro-anilide)

N-(3,4-Dichloro-phenyl)-2-hydroxy-5-methyl-benzamide

C₂₉H₂₆NO₄P

5-methylsalicylate mono-anion

Refernces

• 1、 Luo, Feihua,He, Shuhua,Gou, Quan,Chen, Jinyang,Zhang, mingzhong. "Palladium-catalyzed ortho-C-H hydroxylation of benzoic acids". . . Retrieved 2021/10/06.
• 2、 Pan, Shulei,Zhou, Bo,Zhang, Yanghui,Shao, Changdong,Shi, Guangfa. "A versatile approach for the synthesis of para -substituted arenes via palladium-catalyzed C-H functionalization and protodecarboxylation of benzoic acids". supporting information. p. 277 - 281. Retrieved 2016/01/20.