2-Chloro-1,4-benzoquinone

Base Information

• Chemical Name: 2-Chloro-1,4-benzoquinone
• CAS No.: 695-99-8
• Molecular Formula: C6H3ClO2
• Molecular Weight: 142.542
• Hs Code.: 29147000
• European Community (EC) Number: 625-615-7
• NSC Number: 526777
• UNII: 2M5BFC679H
• DSSTox Substance ID: DTXSID50878857
• Nikkaji Number: J43.295D
• Wikidata: Q72517258
• ChEMBL ID: CHEMBL1373950
• Mol file: 695-99-8.mol

Synonyms:2-chloro-1,4-benzoquinone

Chemical Property of 2-Chloro-1,4-benzoquinone

Chemical Property:

• Appearance/Colour: yellow to brown crystals
• Vapor Pressure: 0.196mmHg at 25°C
• Melting Point: 52-57 °C
• Refractive Index: 1.551
• Boiling Point: 210.1 °C at 760 mmHg
• Flash Point: 83.2 °C
• PSA: 34.14000
• Density: 1.4 g/cm³
• LogP: 0.81710
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 141.9821570
• Heavy Atom Count: 9
• Complexity: 225

Purity/Quality:

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

2-Chloro-1,4-Benzoquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn,F
• Statements: 36/37/38-15-10
• Safety Statements: 26-37/39-43-36-7/8

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)C(=CC1=O)Cl
• Uses: 2-Chloro-1,4-benzoquinone may be used in the preparation of chloro derivatives of prenylnaphthohydroquinone.

Technology Process of 2-Chloro-1,4-benzoquinone

There total 51 articles about 2-Chloro-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: 100.0%

chloro-p-hydroquinone (615-67-8) → 2-Chloro-1,4-benzoquinone (695-99-8)

Guidance literature:

With nitric acid; bentonite; for 0.166667h; Further Variations:; Reagents; reaction times; types of irradiation; Product distribution; Irradiation;

DOI:10.1080/00397910008086896

Reference yield: 98.0%

2-chloro-p-phenylenediamine (615-66-7) → 2-Chloro-1,4-benzoquinone (695-99-8)

Guidance literature:

With sodium periodate; In water; ethyl acetate; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2010.05.103

Reference yield: 95.0%

2-chlorobenzamide (609-66-5) → 2-Chloro-1,4-benzoquinone (695-99-8)

Guidance literature:

With iodobenzene; oxone; water; In acetonitrile; at 20 ℃;

DOI:10.1021/ol101993q

upstream raw materials:

p-chloro-o-nitrophenol

4-amino-3-chlorophenol

chloro-p-hydroquinone

p-benzoquinone

Downstream raw materials:

2,5-bis-dimethylamino-[1,4]benzoquinone

2,5-dichlorohydroquinone diacetate

chloro-[1,4]benzoquinone; compound of chloroquinone with chlorohydroquinone

2-chloro-6-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosylthio)benzo-1,4-quinone

Refernces

• 1、 Hunter,Northey. "-". . p. 875,877, 878. Retrieved 1933.
• 2、 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.
• 3、 Bernadat, Guillaume,Gelis, Coralie,Masson, Géraldine,Neuville, Luc,Retailleau, Pascal,Varlet, Thomas. "Enantioselective Redox-Divergent Chiral Phosphoric Acid Catalyzed Quinone Diels–Alder Reactions". supporting information. p. 8491 - 8496. Retrieved 2020/04/10.