Chloroxylenol

Base Information

• Chemical Name: Chloroxylenol
• CAS No.: 88-04-0
• Molecular Formula: C8H9ClO
• Molecular Weight: 156.612
• Hs Code.: DERIVATION
• European Community (EC) Number: 201-793-8
• NSC Number: 756683,4971
• UNII: 0F32U78V2Q
• DSSTox Substance ID: DTXSID0032316
• Nikkaji Number: J4.285D
• Wikipedia: Chloroxylenol
• Wikidata: Q426460
• NCI Thesaurus Code: C76743
• RXCUI: 20877
• Metabolomics Workbench ID: 152456
• ChEMBL ID: CHEMBL398440
• Mol file: 88-04-0.mol

Synonyms:2-chloro-5-hydroxy-1,3-dimethylbenzene;3,5-dimethyl-4-chlorophenol;4-chloro-3,5-dimethylphenol;4-chloro-3,5-dimethylphenol sulfonate;chloroxylenol;chloroxylenol, potassium salt;chloroxylenol, sodium salt;Dettol;Ice-O-Derm;Micro-Guard;p-chloro-m-xylenol;parachlorometaxylenol;PCMX;Sween Prep

Chemical Property of Chloroxylenol

Chemical Property:

• Appearance/Colour: white or cream crystalline powder with a characteristic odour
• Vapor Pressure: 0.0177mmHg at 25°C
• Melting Point: 114-116 °C(lit.)
• Refractive Index: 1.558
• Boiling Point: 246 °C at 760 mmHg
• PKA: 9.76±0.23(Predicted)
• Flash Point: 105.9 °C
• PSA: 20.23000
• Density: 1.183 g/cm³
• LogP: 2.66240
• Storage Temp.: 2-8°C
• Solubility.: methanol: soluble1g/10 mL, clear to faintly turbid, colorless to
• Water Solubility.: 0.3 g/L (20 ºC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 156.0341926
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-3,5-dimethylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/38-43
• Safety Statements: 24-37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Biocides/Disinfectants
• Canonical SMILES: CC1=CC(=CC(=C1Cl)C)O
• Uses: antibacterial, topical and urinary antiseptic 4-Chloro-3,5-dimethylphenol is an antiseptic and germicide. Chloroxylenol is used for mildew prevention. Chloroxylenol is also an antibacterial; antiseptic (topical and urinary). Antiseptic and germicide; for mildew prevention. Claimed to be about 60 times as potent as phenol.
• Therapeutic Function: Topical antiseptic; Disinfectant
• Clinical Use: p-Chloro-m-xylenol (PC-MX; Metasep) is a nonirritating antiseptic agent with broad-spectrum antibacterial and antifungal properties. It is marketed in a 2% concentration as a shampoo. It has also been used topically for the treatment of tinea (ringworm) infections such as athlete s foot (tinea pedis) and jock itch (tinea cruris).

Technology Process of Chloroxylenol

There total 15 articles about Chloroxylenol 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: 98.9%

3,5-Dimethylphenol (108-68-9,50356-23-5) → 4-Chloro-3,5-dimethylphenol (88-04-0)

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:

3,5-Dimethylphenol (108-68-9,50356-23-5) → 4-Chloro-3,5-dimethylphenol (88-04-0) + 2,4-dichloro-3,5-dimethylphenol (133-53-9)

Guidance literature:

With N-chlorotriethylammonium chloride; In trifluoroacetic acid; Yield given. Yields of byproduct given; Ambient temperature;

Reference yield:

3,5-Dimethylphenol (108-68-9,50356-23-5) → 4-Chloro-3,5-dimethylphenol (88-04-0) + 2,4-dichloro-3,5-dimethylphenol (133-53-9) + o-chloro-m-xylenol (5538-41-0)

Guidance literature:

With iron(III) chloride; sulfuryl dichloride; 1,3-bis(methylthio)propane; In dichloromethane; at 20 ℃; for 4h; Reagent/catalyst; regioselective reaction;

DOI:10.1080/17415993.2018.1493111

upstream raw materials:

4-chloro-3,5-dimethylanisole

4-chloro-3, 5, dimethyl phenyl acetate

3,5-Dimethylphenol

chlorine

Downstream raw materials:

4-chloro-3,5-dimethyl-2-pyrrolidinomethyl-phenol

4-chloro-3,5-dimethyl-2-piperidinomethyl-phenol

4-chloro-3,5-dimethyl-2-(N-morpholinyl)methylphenol

4-chloro-3,5-dimethyl-2,6-bis-morpholinomethyl-phenol

Refernces

• 1、 -. "Method for preparing 4-chloro-3, 5-dimethylphenol". Paragraph 0043-0044; 0047-0084. . Retrieved 2021/07/14.
• 2、 -. "Synthesis method of 4-chloro-3, 5-dimethylphenol". Paragraph 0023-0059. . Retrieved 2020/08/02.