43100-50-1

Usage

Appearance

Yellow crystalline solid 2,5-dichloro-3-phenylcyclohexa-2,5-diene-1,4-dione is a yellow-colored solid with a crystalline structure.

Usage in organic synthesis

Precursor for various pharmaceuticals and agrochemicals 2,5-dichloro-3-phenylcyclohexa-2,5-diene-1,4-dione is commonly used as a starting material or intermediate in the synthesis of different pharmaceutical and agrochemical products.

Insecticidal properties

Active ingredient in insecticides This chemical has insect-killing properties and is used as an active ingredient in insecticidal products.

Manufacturing of dyes, pigments, and industrial chemicals

Diverse applications 2,5-dichloro-3-phenylcyclohexa-2,5-diene-1,4-dione is also utilized in the production of dyes, pigments, and other industrial chemicals, highlighting its versatility in various industries.

Toxicity to aquatic organisms

Potential harm to marine life 2,5-dichloro-3-phenylcyclohexa-2,5-diene-1,4-dione is considered toxic to aquatic organisms, which means it can cause harm to marine life if released into water bodies.

Environmental impact

Long-term adverse effects The use and disposal of 2,5-dichloro-3-phenylcyclohexa-2,5-diene-1,4-dione may lead to long-term negative effects on the environment, emphasizing the need for proper handling and management.

Upstream product

• 583-78-8 2,5-dichlorophenol 
• 98-80-6 phenylboronic acid 
• 615-93-0 2,5-Dichloro-1,4-benzoquinone 
• 103-84-4 Acetanilid 
• 938-81-8 N-nitrosoacetanilide 
• 62-53-3 aniline 

Downstream Products

• 6172-50-5 3,6-dihydroxy-2-(4-methoxyphenyl)-5-phenyl-1,4-benzoquinone 
• 1242-38-2 3,6-Dihydroxy-5-(4-nitro-phenyl)-2-phenyl-1,4-benzochinon 

Relevant academic research and scientific papers

Generation of arylated quinones by iron-catalyzed oxidative arylation of phenols: Formal synthesis of phellodonin, sarcodonin ε, leucomelone and betulinan A

Biologically and pharmaceutically relevant arylated quinones (Quin-Ar) have been synthesized via direct C-H arylation of a variety of phenols using arylboronic acids. An inexpensive, environmentally friendly iron catalyst, ferric sulphate, Fe2(SO4)3, was employed in this operationally simple and efficient method.

The direct arylation of benzoquinones with arylboronic acid promoted by iron(II) oxalate

Arylations of various quinones with several arylboronic acids have been developed. The reactions proceed readily at ambient temperature using iron(II) oxalate as a catalyst and potassium persulfate as a co-oxidant. The mechanism is presumed to proceed through a nucleophilic radical addition to the quinone with in situ reoxidation of the resulting dihydroquinone.

FeSO4-promoted direct arylation of benzoquinones with ArB(OH)2 or ArBF3K

FeSO4·7H2O was proven to work as effective promoter for the direct arylation of benzoquinones with aryl boronic acids in the presence of K2S2O8. In the arylation, slow addition of iron solution was crucial to efficiently proceed with the reaction. Interestingly, the Fe-mediated arylation could be converted into a catalytic reaction by using hydroquinones, instead of benzoquinones, or addition of ascorbic acid.

Iron-mediated direct arylation with arylboronic acids through an aryl radical transfer pathway

A novel iron-mediated direct C-H arylation of quinones and pyridine analogues with arylboronic acids has been developed using dichloromethane and water as solvents at ambient temperature. FeS is employed and serves as an efficient catalyst. A detailed reaction mechanism is speculated and expounded.

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.

Triphendioxazine dyestuffs

Triphendioxazine dyestuffs of the formula STR1 having the substituent meanings specified in the descriptive part, are highly suitable for dyeing and printing hydroxyl- or amido-containing materials, in particular fibre materials, and produce wash-fast dyeings and prints.