2-(4-Chlorophenyl)-1,4-benzoquinone

Base Information

• Chemical Name: 2-(4-Chlorophenyl)-1,4-benzoquinone
• CAS No.: 20307-43-1
• Molecular Formula: C12H7ClO2
• Molecular Weight: 218.639
• NSC Number: 54748
• DSSTox Substance ID: DTXSID30942449
• Nikkaji Number: J465.578H
• Wikidata: Q82919469
• Mol file: 20307-43-1.mol

Synonyms:2-(4-chlorophenyl)-1,4-benzoquinone;20307-43-1;CCRIS 9446;2,5-Cyclohexadiene-1,4-dione, 2-(4-chlorophenyl)-;NSC 54748;2-(4-chlorophenyl)cyclohexa-2,5-diene-1,4-dione;2-(4-Chloro-phenyl)-[1,4]benzoquinone;NSC54748;2-p-chlorophenylbenzoquinone;DTXSID30942449;HMS1673E19;NSC-54748;STK739769;AKOS000567115;4'-Chloro[1,1'-biphenyl]-2,5-dione;4'-Chloro-[1,1'-biphenyl]-2,5-dione;CS-0336539

Chemical Property of 2-(4-Chlorophenyl)-1,4-benzoquinone

Chemical Property:

• Vapor Pressure: 2.28E-05mmHg at 25°C
• Refractive Index: 1.622
• Boiling Point: 360 °C at 760 mmHg
• Flash Point: 152.1 °C
• PSA: 34.14000
• Density: 1.365 g/cm³
• LogP: 2.43140
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 218.0134572
• Heavy Atom Count: 15
• Complexity: 347

Purity/Quality:

99% ^*data from raw suppliers

2-(4-CHLOROPHENYL)CYCLOHEXA-2,5-DIENE-1,4-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC(=O)C=CC2=O)Cl

Technology Process of 2-(4-Chlorophenyl)-1,4-benzoquinone

There total 6 articles about 2-(4-Chlorophenyl)-1,4-benzoquinone 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:

2-iodo-propane (75-30-9) + p-chlorobenzenediazonium tetrafluoroborate (673-41-6) + p-benzoquinone (106-51-4) → 1-Chloro-4-iodobenzene (637-87-6) + 2-isopropyl-1,4-benzoquinone (15232-10-7) + 2,5-diisopropylcyclohexa-2,5-diene-1,4-dione (33685-58-4) + 2,6-diisopropyl-1,4-benzoquinone (1988-11-0) + 2-(p-chlorophenyl)-p-quinone (20307-43-1) + 2,3-diisopropylcyclohexa-2,5-diene-1,4-dione

Guidance literature:

copper; In dimethyl sulfoxide; at 20 ℃; for 1h; Rate constant; Mechanism; Product distribution; other catalyst, other time;

Reference yield:

p-chlorobenzenediazonium tetrafluoroborate (673-41-6) + hydroquinone (123-31-9,8027-02-9) → 2-(p-chlorophenyl)-p-quinone (20307-43-1) + chlorobenzene (108-90-7) + p-benzoquinone (106-51-4)

Guidance literature:

With phosphate buffer; water; In acetonitrile; at 25 ℃; Rate constant; Mechanism; var. pH;

DOI:10.1021/jo00249a021

Reference yield:

p-chlorobenzenediazonium tetrafluoroborate (673-41-6) + p-benzoquinone (106-51-4) → 2-isopropyl-1,4-benzoquinone (15232-10-7) + 2,5-diisopropylcyclohexa-2,5-diene-1,4-dione (33685-58-4) + 2,6-diisopropyl-1,4-benzoquinone (1988-11-0) + 2-(p-chlorophenyl)-p-quinone (20307-43-1)

Guidance literature:

With 2-iodo-propane; copper; In dimethyl sulfoxide; for 3h; Yield given. Further byproducts given. Yields of byproduct given; Ambient temperature;

upstream raw materials:

p-chlorobenzenediazonium tetrafluoroborate

hydroquinone

2-iodo-propane

p-benzoquinone

Downstream raw materials:

7-(4-chlorophenyl)-5-hydroxy-1,3-benzoxathiole-2-thione

C₁₂H₁₀ClO₂

Refernces

• 1、 Citterio, Attilio,Vismara, Elena,Bernardi, Rosanna. "ABSOLUTE RATE CONSTANT FOR ADDITION OF ARYL RADICALS TO 1,4-BENZOQUINONE AND 2,3-BUTANEDIONE. A NEW METHOD FOR HOMOLYTIC ALKYLATION OF QUINONES.". . p. 876 - 890. Retrieved 2007/10/02.