4-Chloro-3-methylphenol

Base Information

• Chemical Name: 4-Chloro-3-methylphenol
• CAS No.: 59-50-7
• Molecular Formula: C7H7ClO
• Molecular Weight: 142.585
• Hs Code.: 29081000
• European Community (EC) Number: 200-431-6
• ICSC Number: 0131
• NSC Number: 756680,4166
• UN Number: 2669
• UNII: 36W53O7109
• DSSTox Substance ID: DTXSID4021717
• Nikkaji Number: J4.604C
• Wikipedia: P-Chlorocresol
• Wikidata: Q302865
• NCI Thesaurus Code: C77039
• RXCUI: 20823
• ChEMBL ID: CHEMBL1230222
• Mol file: 59-50-7.mol

Synonyms:4-chloro-3-cresol;4-chloro-3-methylphenol;4-chloro-meta-cresol;chlorocresol;chlorocresol sodium salt

Chemical Property of 4-Chloro-3-methylphenol

Chemical Property:

• Appearance/Colour: white or pink crystals
• Vapor Pressure: 0.291mmHg at 25°C
• Melting Point: 63-65 °C
• Refractive Index: 1.565
• Boiling Point: 235 °C at 760 mmHg
• PKA: pKa 9.55(t = 25) (Uncertain)
• Flash Point: 93.4 °C
• PSA: 20.23000
• Density: 1.228 g/cm³
• LogP: 2.35400
• Storage Temp.: -20°C
• Solubility.: methanol: soluble1g/10 mL, clear, colorless
• Water Solubility.: 4 g/L (20 ºC)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 142.0185425
• Heavy Atom Count: 9
• Complexity: 94.9
• Transport DOT Label: Poison

Purity/Quality:

99.5% ^*data from raw suppliers

4-Chloro-3-methylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; N; T; F
• Hazard Codes: Xn,N,T,F
• Statements: 21/22-41-43-50-39/23/24/25-23/24/25-11-38
• Safety Statements: 26-36/37/39-61-45-36/37-16-7-28

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Biocides/Disinfectants
• Canonical SMILES: CC1=C(C=CC(=C1)O)Cl
• Recent ClinicalTrials: Efficacy and Safety of IGN-ES001 in Chronic Widespread Pain With or Without Fibromyalgia
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.
• Physical properties: Colorless, white, or pinkish crystals with a slight phenolic odor. On exposure to air it slowly becomes light brown.
• Uses: 4-Chloro-3-methylphenol has been used in paint formulations. P-chloro-m-cresol is used as a preservative in a wide number of topical preparations and is a rare cause of allergic contact dermatitis and CoU, the mechanism of which remains uncertain. Disinfectant; pharmaceutic aid (preservative).

Technology Process of 4-Chloro-3-methylphenol

There total 40 articles about 4-Chloro-3-methylphenol 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: 98.3%

3-methyl-phenol (108-39-4) → 4-Chloro-3-methylphenol (59-50-7)

Guidance literature:

With N-chloro-N-(benzenesulfonyl)benzenesulfonamide; In acetonitrile; at 20 - 25 ℃; for 0.166667h; Green chemistry;

DOI:10.1016/j.tetlet.2020.152689

Reference yield: 98.0%

2-amino-benzenethiol (137-07-5) + 2,2-dimethyl-propionic acid 4-chloro-3-methyl-phenyl ester → 4-Chloro-3-methylphenol (59-50-7) + 2-(tert-butyl)benzo[d]thiazole (17626-88-9)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; potassium carbonate; at 100 ℃; for 2h;

DOI:10.1021/jo990780y

Reference yield: 95.0%

toluene-4-sulfonic acid-(4-chloro-3-methyl-phenyl ester) (599-85-9) → 4-Chloro-3-methylphenol (59-50-7)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; potassium carbonate; thiophenol; for 1h; Heating;

DOI:10.1021/jo990780y

upstream raw materials:

2,5-dichlorotoluene

sodium methylate

methanol

3-methyl-phenol

Downstream raw materials:

trimethyl(4-chloro-3-methylphenoxy)silane

5-chloro-4-methyl-2-hydroxybenzaldehyde

5-chloro-2-hydroxy-4-methyl-1,3-benzene dicarboxaldehyde

5-chloro-2-hydroxy-6-methylbenzaldehyde

Refernces

• 1、 Smith, Keith,Hegazy, Amany S.,El-Hiti, Gamal A.. "para-Selective chlorination of cresols and m-xylenol using sulfuryl chloride in the presence of poly(alkylene sulfide)s". . p. 345 - 356. Retrieved 2020/03/23.
• 2、 Lee, Bernadette,Mihai, Madalina T.,Stojalnikova, Violeta,Phipps, Robert J.. "Ion-Pair-Directed Borylation of Aromatic Phosphonium Salts". . p. 13124 - 13134. Retrieved 2019/06/17.