Tetrachlorocatechol

Base Information

• Chemical Name: Tetrachlorocatechol
• CAS No.: 1198-55-6
• Molecular Formula: C6H2 Cl4 O2
• Molecular Weight: 247.893
• Hs Code.: 2908199090
• European Community (EC) Number: 621-298-4
• NSC Number: 29027
• UNII: 5REG09UJO0
• DSSTox Substance ID: DTXSID4022151
• Nikkaji Number: J13.140G
• Wikipedia: Tetrachlorocatechol
• Wikidata: Q27109925
• Metabolomics Workbench ID: 54011
• Mol file: 1198-55-6.mol

Synonyms:3,4,5,6-tetrachlorocatechol

Chemical Property of Tetrachlorocatechol

Chemical Property:

• Vapor Pressure: 0.000358mmHg at 25°C
• Melting Point: 184-186°C (dec.)
• Refractive Index: 1.4813 (estimate)
• Boiling Point: 309.1°Cat760mmHg
• PKA: 5.68±0.33(Predicted)
• Flash Point: 140.7°C
• PSA: 40.46000
• Density: 1.848g/cm³
• LogP: 3.71140
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Dichloromethane
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 247.877940
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tetrachlorocatechol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/22-41-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1Cl)Cl)Cl)Cl)O)O
• Uses: Tetrachlorocatechol is an intermediate in the synthesis of Heptachlorodibenzo-p-dioxin which is a toxic polychlorinated dibenzo-p-dioxin detected in domestic meat and poultry.

Technology Process of Tetrachlorocatechol

There total 73 articles about Tetrachlorocatechol 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: 94.0%

o-tetrachloroquinone (2435-53-2) + Acetic acid 2-methoxy-4-(2-phenyl-5-p-tolyl-3,4-dihydro-2H-pyrazol-3-yl)-phenyl ester (76455-74-8) → o-chloranil (1198-55-6) + Acetic acid 2-methoxy-4-(2-phenyl-5-p-tolyl-2H-pyrazol-3-yl)-phenyl ester (76455-77-1)

Guidance literature:

In diethyl ether; Ambient temperature;

Reference yield: 90.0%

C18H15AsO*C6H2Cl4O2 → o-chloranil (1198-55-6)

Guidance literature:

at 200 ℃; for 0.5h;

Reference yield: 86.6%

3,5-Bis-(4-fluoro-phenyl)-1-p-tolyl-4,5-dihydro-1H-pyrazole (180998-54-3) → o-chloranil (1198-55-6) + 3,5-Bis-(4-fluoro-phenyl)-1-p-tolyl-1H-pyrazole

Guidance literature:

With o-tetrachloroquinone; In diethyl ether; at 30 - 35 ℃;

upstream raw materials:

methanol

4,5,6,7-tetrachloro-benzo[1,3,2]dioxathiol-2,2-dioxide

o-tetrachloroquinone

diethyl ether

Downstream raw materials:

perchloroxanthrenequinone-2,3

4-ethoxy-3,6-dichloro-5-(2,3,4,5-tetrachloro-6-hydroxy-phenoxy)-[1,2]benzoquinone

o-tetrachloroquinone

tetrachloroguaiacol

Refernces

• 1、 Rott et al.. "". . p. 306,307. Retrieved 1979.
• 2、 Rahman, Sheikh Maksudur,Kobayashi, Tomoshige. "First example of direct transformation of alkylbenzenes to 1,3-benzodioxoles by oxidation with o-chloranil". . p. 840 - 847. Retrieved 2002.
• 3、 Li, Tiejun,Peng, Henian,Tang, Wenjun,Tian, Duanshuai,Xu, Guangqing,Yang, He. "Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water". . p. 4327 - 4337. Retrieved 2021/05/31.
• 4、 Baschieri, Andrea,Amorati, Riccardo,Valgimigli, Luca,Sambri, Letizia. "1-Methyl-1,4-cyclohexadiene as a Traceless Reducing Agent for the Synthesis of Catechols and Hydroquinones". . p. 13655 - 13664. Retrieved 2019/10/28.