2,5-Dichlorohydroquinone

Base Information

• Chemical Name: 2,5-Dichlorohydroquinone
• CAS No.: 824-69-1
• Molecular Formula: C6H4Cl2O2
• Molecular Weight: 179.003
• Hs Code.: 2908199090
• European Community (EC) Number: 212-533-8
• NSC Number: 48667
• UNII: D489X4TQVD
• DSSTox Substance ID: DTXSID4061179
• Nikkaji Number: J134.688A
• Wikidata: Q27103188
• Metabolomics Workbench ID: 67387
• Mol file: 824-69-1.mol

Synonyms:2,5-DCH;2,5-DCHQ;2,5-dichlorohydroquinone

Chemical Property of 2,5-Dichlorohydroquinone

Chemical Property:

• Appearance/Colour: almost white to pink-brown crystalline powder
• Vapor Pressure: 0.00332mmHg at 25°C
• Melting Point: 168-171 °C(lit.)
• Refractive Index: 1.642
• Boiling Point: 274 °C at 760 mmHg
• PKA: 7.96±0.23(Predicted)
• Flash Point: 119.5 °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: 106

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

2,5-Dichlorohydroquinone 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2,5-Dichlorohydroquinone

There total 47 articles about 2,5-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: 93.0%

2,5-Dichloro-1,4-benzoquinone (615-93-0) → 2,5-dichloro-1,4-hydroquinone (824-69-1)

Guidance literature:

With 2,5-dihydrotoluene; In toluene; at 30 ℃; for 2h;

DOI:10.1021/acs.joc.9b01898

Reference yield: 91.0%

3,4-dihydro-2H-pyran (110-87-2) + 2,5-Dichloro-1,4-benzoquinone (615-93-0) → 2,5-dichloro-1,4-hydroquinone (824-69-1) + (3R,3aS,3a1R,6aS,7aS)-3a1,5-dichloro-3,3a,7a,9,10,11,11a,11b-octahydro-6a,3-(epoxymethano)benzo[de]pyrano[2,3-b]chromen-4(3a1H)-one

Guidance literature:

With oxygen; toluene-4-sulfonic acid; In 1,2-dichloro-ethane; at 83 ℃; for 1.5h; under 760.051 Torr; Reflux;

DOI:10.1039/C6OB02006B

Reference yield: 91.0%

2-Chloro-1,4-benzoquinone (695-99-8) → 2,5-dichloro-1,4-hydroquinone (824-69-1)

Guidance literature:

With hydrogenchloride; In benzene; at 20 ℃; for 0.666667h;

upstream raw materials:

ethanol

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

2,5-Dichloro-1,4-benzoquinone

1,4-dichloro-2,5-bis-chloromethoxy-benzene

Downstream raw materials:

2,5-Dichloro-1,4-benzoquinone

2,5-dichloro-[1,4]benzoquinone; compound of 2.5-dichloro-quinone with 2.5-dichloro-hydroquinone

1,4-diethoxy-2,5-dichloro-benzene

1,4-bis-(10-bromo-decyloxy)-2,5-dichloro-benzene

Refernces

• 1、 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.
• 2、 Mohan Raj, Radhakrishnan,Balasubramanian, Kalpattu K.,Easwaramoorthy, Deivanayagam. "Diels-Alder trapping of in situ generated dienes from 3,4-dihydro-2H-pyran with p-quinone catalysed by p-toluenesulfonic acid". supporting information. p. 1115 - 1121. Retrieved 2017/02/10.