46010-98-4

Usage

Uses

Used in Chemical Industry:
2,5-DICHLORO-3,6-DIMETHYL-P-BENZOQUINONE serves as a precursor for the production of dyes, pigments, and other organic compounds. Its unique structure allows it to be a key component in the synthesis of a wide range of colorants and specialty chemicals.
Used in Photography:
In the field of photography, 2,5-DICHLORO-3,6-DIMETHYL-P-BENZOQUINONE is utilized as a photographic developer. Its chemical properties enable it to play a crucial role in the development process of photographic films and papers.
Used in Pesticide Formulations:
2,5-DICHLORO-3,6-DIMETHYL-P-BENZOQUINONE also finds application in some pesticide formulations, where it contributes to the effectiveness of the product in controlling pests and protecting crops.
However, due to its potential toxicity and environmental impact, the use of 2,5-DICHLORO-3,6-DIMETHYL-P-BENZOQUINONE is regulated in many countries. It is essential to handle 2,5-DICHLORO-3,6-DIMETHYL-P-BENZOQUINONE with care, as it can cause irritation to the skin, eyes, and respiratory system if not properly managed.

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 
• 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 
• 134724-61-1 2,5-dichloro-3,6-dimethyl-hydroquinone 
• 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 academic research and scientific papers

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).

Reactive dyestuffs

Triphendioxazine reactive dyestuffs of the general formula STR1 with the substituent definition given in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups or amide groups. They give red dyeings with high wet- and light-fastnesses.

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.