2,3-Dichlorophenol

Base Information

• Chemical Name: 2,3-Dichlorophenol
• CAS No.: 576-24-9
• Molecular Formula: C6H4Cl2O
• Molecular Weight: 163.003
• Hs Code.: 29081000
• European Community (EC) Number: 209-399-8,246-693-5
• NSC Number: 60646
• UN Number: 2020
• UNII: IZM39U444L
• DSSTox Substance ID: DTXSID7025001
• Nikkaji Number: J2.673E
• Wikidata: Q27280968
• ChEMBL ID: CHEMBL16656
• Mol file: 576-24-9.mol

Synonyms:2,3-dichlorophenol

Chemical Property of 2,3-Dichlorophenol

Chemical Property:

• Appearance/Colour: Brown crystals (from ligroin, benzene).
• Melting Point: 56 °C
• Refractive Index: 1.4430 (estimate)
• Boiling Point: 206 °C at 760 mmHg
• PKA: 7.44(at 25℃)
• Flash Point: 101.6 °C
• PSA: 20.23000
• Density: 1.458 g/cm³
• LogP: 2.69900
• Storage Temp.: 0-6°C
• Solubility.: 3600mg/l (experimental)
• Water Solubility.: <0.1 g/100 mL at 20℃
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 161.9639201
• Heavy Atom Count: 9
• Complexity: 97.1
• Transport DOT Label: Poison

Purity/Quality:

98% ^*data from raw suppliers

2,3-Dichlorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; Xi; N; C
• Hazard Codes: Xn,Xi,N,C
• Statements: 22-36/38-51/53-34
• Safety Statements: 26-28-61-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Chlorophenols
• Canonical SMILES: C1=CC(=C(C(=C1)Cl)Cl)O
• Uses: 2,3-Dichlorophenol is a chemical reagent used in the synthesis of a small molecule IL-2 inhibitor.

Technology Process of 2,3-Dichlorophenol

There total 23 articles about 2,3-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: 90.0%

1,2-dichloro-benzene (95-50-1) → 3,4-dichlorophenol (95-77-2) + 2,3-dichlorophenol (576-24-9)

Guidance literature:

With wild-type cytochrome P_450cam; In ethanol; at 30 ℃; for 0.0333333h; pH=7.4; Further Variations:; Reagents; Enzyme kinetics;

DOI:10.1039/a909536e

Reference yield: 88.0%

2,3-dichlorobenzeneboronic acid (151169-74-3) → 2,3-dichlorophenol (576-24-9)

Guidance literature:

With 10-methylacridine-3(10H)-one; oxygen; N-ethyl-N,N-diisopropylamine; In water; at 20 ℃; for 42h; Irradiation; Green chemistry;

DOI:10.1021/acs.joc.7b00487

Reference yield: 50.0%

2,3-dichloroanisole (1984-59-4) → 2,3-dichlorophenol (576-24-9)

Guidance literature:

With sodium methylate; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 120 ℃;

DOI:10.1016/S0040-4020(01)97647-1

upstream raw materials:

2-amino-3-chlorophenol

2-chloro-3-aminophenol

methanol

sodium methylate

Downstream raw materials:

2,3-dichloro-4-hydroxybenzaldehyde

2,3-dichlorophenoxide ion

acetic acid

N,N-Bis-[2-(2,3-dichloro-phenoxy)-ethyl]-propionamide

Refernces

• 1、 Jones, Jonathan P.,O'Hare, Ellen J.,Wong, Luet-Lok. "The oxidation of polychlorinated benzenes by genetically engineered cytochrome P450(cam): Potential applications in bioremediation". . p. 247 - 248. Retrieved 2000.
• 2、 Xiong, Xiaodong,Yeung, Ying-Yeung. "Ammonium Salt-Catalyzed Highly Practical Ortho-Selective Monohalogenation and Phenylselenation of Phenols: Scope and Applications". . p. 4033 - 4043. Retrieved 2018/05/22.
• 3、 Zheng, Yi-Wen,Chen, Bin,Ye, Pan,Feng, Ke,Wang, Wenguang,Meng, Qing-Yuan,Wu, Li-Zhu,Tung, Chen-Ho. "Photocatalytic Hydrogen-Evolution Cross-Couplings: Benzene C-H Amination and Hydroxylation". supporting information. p. 10080 - 10083. Retrieved 2016/09/04.