p-Benzoquinone, 2,3,5-trichloro-6-hydroxy-

Base Information

• Chemical Name: p-Benzoquinone, 2,3,5-trichloro-6-hydroxy-
• CAS No.: 877-13-4
• Molecular Formula: C6HCl3O3
• Molecular Weight: 227.431
• DSSTox Substance ID: DTXSID301007757
• Nikkaji Number: J582.049I
• Wikidata: Q83003933
• Mol file: 877-13-4.mol

Synonyms:877-13-4;p-Benzoquinone, 2,3,5-trichloro-6-hydroxy-;2,3,5-Trichloro-6-hydroxy-p-benzoquinone;trichlorohydroxybenzoquinone;SCHEMBL11052798;GYRAKEJGIHEOCC-UHFFFAOYSA-N;2,5-Cyclohexadiene-1,4-dione, 2,3,5-trichloro-6-hydroxy-;DTXSID301007757;NS00132988;2,3,5-Trichloro-6-hydroxy-1,4-benzoquinone;2,3,5-trichloro-6-hydroxycyclohexa-2,5-diene-1,4-dione

Chemical Property of p-Benzoquinone, 2,3,5-trichloro-6-hydroxy-

Chemical Property:

• PSA: 54.37000
• LogP: 1.83580
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 225.899127
• Heavy Atom Count: 12
• Complexity: 340

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1(=C(C(=O)C(=O)C(=C1Cl)Cl)Cl)O

Technology Process of p-Benzoquinone, 2,3,5-trichloro-6-hydroxy-

There total 18 articles about p-Benzoquinone, 2,3,5-trichloro-6-hydroxy- 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: 98.0%

chloranil (118-75-2) → 5-hydroxyl-2,3,6-trichloro-1,4-benzoquinone (877-13-4)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water;

Reference yield:

Pentachlorophenol (87-86-5,67471-28-7) → 3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone (87-88-7) + 5-hydroxyl-2,3,6-trichloro-1,4-benzoquinone (877-13-4) + chloranil (118-75-2)

Guidance literature:

With water; In phosphate buffer; for 0.5h; pH=7; Product distribution; Radiolysis;

Reference yield:

Pentachlorophenol (87-86-5,67471-28-7) + ethanol (64-17-5) → 5-hydroxyl-2,3,6-trichloro-1,4-benzoquinone (877-13-4) + 2,3,5-trichloro-6-ethoxycyclohexa-2,5-diene-1,4-dione (58965-69-8) + chloranil (118-75-2)

Guidance literature:

With microperoxidase-8 from horse heart cytochrome c; dihydrogen peroxide; In water; at 37 ℃; for 0.0166667h; pH=7.0; Further Variations:; Reagents; Product distribution;

DOI:10.1021/tx980037l

upstream raw materials:

2,3,5-trichloro-6-methoxycyclohexa-2,5-diene-1,4-dione

tetrachloro-cyclohex-3-ene-1,2,5-trione

2,3,4,5-tetrachloro-2,5-dimethoxy-cyclohex-3-enone

chloranil

Downstream raw materials:

3,5,6-trichloro-benzene-1,2,4-triol

3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

Refernces

• 1、 Wang, Wei,Qian, Yichao,Li, Jinhua,Moe, Birget,Huang, Rongfu,Zhang, Hongquan,Hrudey, Steve E.,Li, Xing-Fang. "Analytical and toxicity characterization of halo-hydroxyl-benzoquinones as stable halobenzoquinone disinfection byproducts in treated water". . p. 4982 - 4988. Retrieved 2014/06/09.
• 2、 Osman, Ahmed M.,Posthumus, Maarten A.,Veeger, Cees,Van Bladeren, Peter J.,Laane, Colja,Rietjens, Ivonne M.C.M.. "Conversion of pentahalogenated phenols by microperoxidase-8/H2O2 to benzoquinone-type products". . p. 1319 - 1325. Retrieved 2007/10/03.