2,6-Dichlorophenol

Base Information

• Chemical Name: 2,6-Dichlorophenol
• CAS No.: 87-65-0
• Molecular Formula: C6H4Cl2O
• Molecular Weight: 163.003
• Hs Code.: 2908.10
• European Community (EC) Number: 201-761-3
• NSC Number: 60647
• UN Number: 2020,2021
• UNII: Q7E9K52W7E
• DSSTox Substance ID: DTXSID2025004
• Nikkaji Number: J3.540H
• Wikipedia: 2,6-Dichlorophenol
• Wikidata: Q4596801
• Metabolomics Workbench ID: 51724
• ChEMBL ID: CHEMBL282597
• Mol file: 87-65-0.mol

Synonyms:2,6-dichlorophenol

Chemical Property of 2,6-Dichlorophenol

Chemical Property:

• Appearance/Colour: white or light purple crystals
• Vapor Pressure: 0.0828mmHg at 25°C
• Melting Point: 65 °C
• Refractive Index: 1.593
• Boiling Point: 219 °C at 760 mmHg
• PKA: pK1:6.78 (25°C)
• Flash Point: 94.9 °C
• PSA: 20.23000
• Density: 1.458 g/cm³
• LogP: 2.69900
• Storage Temp.: 0-6°C
• Solubility.: 1.9g/l
• Water Solubility.: <0.1 g/100 mL at 20℃
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 161.9639201
• Heavy Atom Count: 9
• Complexity: 87.1
• Transport DOT Label: Poison

Purity/Quality:

99.0% ^*data from raw suppliers

2,6-Dichlorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xi, T, F
• Hazard Codes: C,Xi,T,F
• Statements: 34-36/38-39/23/24/25-23/24/25-11
• Safety Statements: 26-27-36/37/39-37/39-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Chlorophenols
• Canonical SMILES: C1=CC(=C(C(=C1)Cl)O)Cl
• Uses: 2,6-Dichlorophenol is produced as a by-product from the direct chlorination of phenol. It is used primarily as a starting material for the manufacture of trichlorophenols, tetrachlorophenols, and pentachlorophenols. It also acts as a sex pheromone for the Lone Star tick.

Technology Process of 2,6-Dichlorophenol

There total 79 articles about 2,6-Dichlorophenol 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: 86.0%

2,6-dichlorobenzaldehyde (83-38-5) → 2,6-Dichlorophenol (87-65-0) + 2,6-dichlorobenzoic acid (50-30-6)

Guidance literature:

With selenium(IV) oxide; dihydrogen peroxide; In tetrahydrofuran; for 52h; Heating;

DOI:10.1080/00397910008087069

Reference yield: 50.5%

phenol (108-95-2,27073-41-2) → 2,6-Dichlorophenol (87-65-0) + 2-monochlorophenol (95-57-8) + 4-chloro-phenol (106-48-9,82344-39-6) + 2,4-dichlorophenol (120-83-2,40477-79-0)

Guidance literature:

With chloroamine; In water; pH=9.0; Further Variations:; Reagents; pH-values; Product distribution;

DOI:10.1021/es030644h

Reference yield: 18.4%

phenol (108-95-2,27073-41-2) → 2,6-Dichlorophenol (87-65-0) + 2-monochlorophenol (95-57-8) + 4-chloro-phenol (106-48-9,82344-39-6) + 2,4-dichlorophenol (120-83-2,40477-79-0) + 2,4,6-Trichlorophenol (88-06-2,67471-29-8)

Guidance literature:

With aluminium trichloride; diphenyl sulfide; chlorine; In neat (no solvent); at 35 ℃; for 1.5h; Product distribution; others 2-alkylphenols; var. chlorinating agent, temp., and time;

DOI:10.1021/jo00212a029

upstream raw materials:

quinoline

3,5-dichloro-4-hydroxybenzoic acid

tert-butylhypochlorite

2-monochlorophenol

Downstream raw materials:

butyric acid-(2,6-dichloro-phenyl ester)

2,6-dichlorophenyl acetate

2,6-dichloro-4-(2-chloro-benzyl)-phenol

1,2-bis-(2,6-dichloro-phenoxy)-ethane

Refernces

• 1、 -. "Method for catalytically synthesizing dichlorophenol by adopting surfactant catalyst". Paragraph 0032-0033; 0040-0041. . Retrieved 2020/06/09.
• 2、 Tomanová, Monika,Jedinák, Luká?,Canka?, Petr. "Reductive dehalogenation and dehalogenative sulfonation of phenols and heteroaromatics with sodium sulfite in an aqueous medium". supporting information. p. 2621 - 2628. Retrieved 2019/06/03.