2,6-Dichlorohydroquinone

Base Information

• Chemical Name: 2,6-Dichlorohydroquinone
• CAS No.: 20103-10-0
• Molecular Formula: C6H4Cl2O2
• Molecular Weight: 179.003
• Hs Code.: 2908199090
• European Community (EC) Number: 243-513-7
• NSC Number: 36936
• UNII: W2H9QF4CGP
• DSSTox Substance ID: DTXSID40173924
• Nikkaji Number: J82.929C
• Wikidata: Q27103235
• Metabolomics Workbench ID: 67972
• Mol file: 20103-10-0.mol

Synonyms:2,6-DiCH;2,6-dichloro-4-hydroquinone;2,6-dichloro-p-hydroquinone

Chemical Property of 2,6-Dichlorohydroquinone

Chemical Property:

• Vapor Pressure: 0.00276mmHg at 25°C
• Melting Point: 157-158 °C
• Refractive Index: 1.642
• Boiling Point: 277 °C at 760 mmHg
• PKA: 7.75±0.23(Predicted)
• Flash Point: 121.3 °C
• PSA: 40.46000
• Density: 1.624 g/cm³
• LogP: 2.40460
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 177.9588348
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 22-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Cl)O)Cl)O
• Uses: 2,6-Dichlorohydroquinone is a halogenated dihydric phenol. The chlorination of the hydroquinone ring in 2,6-dichlorohydroquinone leads to increased antioxidative activity. 2,6-Dichlorohydroquinone is a metabolite of pentachlorophenate sodium in microorganisms.

Technology Process of 2,6-Dichlorohydroquinone

There total 31 articles about 2,6-Dichlorohydroquinone 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: 99.0%

2,6-dichloro-1,4-benzoquinone (697-91-6) → 2,6-dichloro-1,4-benzenediol (20103-10-0)

Guidance literature:

With ascorbic acid; In aq. phosphate buffer; ethyl acetate; for 0.0833333h; pH=7;

DOI:10.3762/bjoc.9.311

Reference yield: 76.0%

3,5-dichloro-4-hydroxybenzaldehyde (2314-36-5) → 2,6-dichloro-1,4-benzenediol (20103-10-0)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; In methanol; water; at 17 - 80 ℃;

Reference yield: 60.0%

2,6-dichloro-1,4-benzoquinone (697-91-6) → 2,6-dichloro-1,4-benzenediol (20103-10-0) + 3,5-dichloro-4-ethoxyphenol (89748-18-5)

Guidance literature:

With ethylaluminum dichloride; In toluene; at -78 ℃; for 2h;

DOI:10.1016/0022-328X(83)87156-3

upstream raw materials:

2,6-Dichlorophenol

ethanol

2,5,6-trichloro-cyclohex-2-ene-1,4-dione

2-Chloro-1,4-benzoquinone

Downstream raw materials:

2,4-dichloro-3,6-dimethoxynitrobenzene

{3,5-Bis-[2,6-dichloro-4-(2-methoxy-ethoxymethoxy)-phenoxy]-4-methoxy-phenoxy}-tert-butyl-dimethyl-silane

bis 2,6-[(2',6'-dichloro-4'-methoxy ethoxy methoxy)phenoxy]-1,4-dimethoxybenzene

4-(tert-Butyl-dimethyl-silanyloxy)-2,6-bis-[2,6-dichloro-4-(2-methoxy-ethoxymethoxy)-phenoxy]-phenol

Refernces

• 1、 Faust. "-". . p. 153. Retrieved 1869.
• 2、 Inami, Keiko,Iizuka, Yuko,Furukawa, Miyuki,Nakanishi, Ikuo,Ohkubo, Kei,Fukuhara, Kiyoshi,Fukuzumi, Shunichi,Mochizuki, Masataka. "Chlorine atom substitution influences radical scavenging activity of 6-chromanol". . p. 4049 - 4055. Retrieved 2012.
• 3、 Dodgson. "-". . p. 2498,2500. Retrieved 1930.
• 4、 Dong, Linchang,Hu, Shuheng,Lu, Jun,Peng, Shuchuan,Zhu, Chengzhu,Zhu, Mengyu. "Photochemical transformations of 2, 6-dichlorophenol and 2-chlorophenol with superoxide ions in the atmospheric aqueous phase". . . Retrieved 2022/04/03.
• 5、 Babakov, Vladimir N.,Bardin, Alexander A.,Gorbunov, Alexander Yu.,Keltsieva, Olga A.,Krasnov, Konstantin A.,Podolskaya, Ekaterina P.. "TiO2-modified MALDI target for in vitro modeling of the oxidative biotransformation of diclofenac". . p. 220 - 222. Retrieved 2020/05/25.