46010-98-4

Basic information

• Product Name: 2,5-DICHLORO-3,6-DIMETHYL-P-BENZOQUINONE
• Synonyms: 2,5-DICHLORO-3,6-DIMETHYL-P-BENZOQUINONE
• CAS NO: 46010-98-4
• Molecular Formula: C₈H₆Cl₂O₂
• Molecular Weight: 205.04
• Mol File: 46010-98-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 262.1°Cat760mmHg
• Flash Point: 108.2°C
• Appearance: /
• Density: 1.4g/cm³
• Vapor Pressure: 0.0111mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: 2,5-DICHLORO-3,6-DIMETHYL-P-BENZOQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DICHLORO-3,6-DIMETHYL-P-BENZOQUINONE(46010-98-4)
• EPA Substance Registry System: 2,5-DICHLORO-3,6-DIMETHYL-P-BENZOQUINONE(46010-98-4)

Safety Data

• Hazardous Substances Data: 46010-98-4(Hazardous Substances Data)

Usage

General Description

2,5-dichloro-3,6-dimethyl-p-benzoquinone is a chemical compound with the molecular formula C10H8Cl2O2. It is a quinone derivative, which means it contains a six-membered carbon ring with two ketone groups and two chlorine atoms attached. 2,5-DICHLORO-3,6-DIMETHYL-P-BENZOQUINONE is used in industry as a precursor for the production of dyes, pigments, and other organic compounds. It is also used as a photographic developer and in some pesticide formulations. However, due to its potential toxicity and environmental impact, its use is regulated in many countries. In addition, it is important to handle this compound with care as it can cause irritation to the skin, eyes, and respiratory system if not properly handled.

InChI:InChI=1/C8H6Cl2O2/c1-3-5(9)8(12)4(2)6(10)7(3)11/h1-2H3

Upstream product

• 95-87-4 2,5-Dimethylphenol 
• 134724-61-1 2,5-dichloro-3,6-dimethyl-hydroquinone 
• 7210-71-1 2,5-dichloro-3,6-dimethoxy-1,4-benzoquinone 
• 917-54-4 methyllithium 
• 137-18-8 2,5-Dimethyl-1,4-benzoquinone 
• 7697-37-2 nitric acid 
• 2674-32-0 1,4-dimethoxy-2,5-dimethylbenzene 

Downstream Products

• 95-93-2 1,2,4,5-tetramethylbenzene cation radical 
• 87-85-4 hexamethylbenzene radical cation 
• 106-42-3 p-xylene cation radical 
• 95-63-6 1,2,4-trimethylbenzene radical cation 
• 700-12-9 pentamethylbenzene radical cation 
• 108-88-3 toluene radical cation 
• 108-67-8 mesitylene cation radical 

Relevant articles and documents

Direct observation and structural characterization of the encounter complex in bimolecular electron transfers with photoactivated acceptors

The encounter complex between photoexcited quirtones Q* and various aromatic donors (ArH) is observed directly by time-resolved ps spectroscopy immediately before it undergoes electron transfer to the ion-radical pair [Q(°-) ArH(°+)]. The encounter complex (EC) is spectrally characterized by distinctive (near IR) absorption bands, and its temporal evolution is established by quantitative kinetics analysis. The structural characterization of the 1:1 encounter complex [Q*, ArH] identifies the cofacial juxtaposition of the donor and acceptor moieties for optimal overlap of their π-orbitals. Further comparisons of the (excited-state) encounter complex with the corresponding (ground-state) EDA complex of aromatic donors and quinones establish its charge-transfer character, which directly relates to electron transfer within the encounter complex. The mechanistic significance of the encounter complex to bimolecular electron transfer is discussed (Scheme 1).

Synthesis of Substituted Quinones. 2,5-Disubstituted 1,4-Benzoquinones

Synthetic methodology is presented which allows the facile synthesis of 2,5-disubstituted 1,4-benzoquinones.This involves the initial 1,2-addition of an alkynyllithium reagent to one of the carbonyl groups of 2,5-diethoxy- or 2,5-dichloro-3,6-dimethoxy-1,4-benzoquinone.This is followed by an analogous addition of an alkyl-, aryl-, or alkynyllithium to the remaining carbonyl to give a cyclohexa-2,5-diene-1,4-diol derivative.Acid hydrolysis of these adducts results in the 2,5-dialkylated 1,4-benzoquinones.This methodology was employed to prepare 7-chloro-6-methyl-1,2,5,8-tetrahydro-3H-pyrroloindole-5,8-dione (14), a compound having the basic ring systeme of the mitomycin antineoplastic antibiotics.