75416-80-7

Basic information

• Product Name: Benzene, 1,1'-[1,2-bis(methylene)-1,2-ethanediyl]bis[4-fluoro-
• CAS NO: 75416-80-7
• Molecular Formula: C16H12F2
• Molecular Weight: 242.268
• Mol File: 75416-80-7.mol

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-[1,2-bis(methylene)-1,2-ethanediyl]bis[4-fluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-[1,2-bis(methylene)-1,2-ethanediyl]bis[4-fluoro-(75416-80-7)
• EPA Substance Registry System: Benzene, 1,1'-[1,2-bis(methylene)-1,2-ethanediyl]bis[4-fluoro-(75416-80-7)

Safety Data

• Hazardous Substances Data: 75416-80-7(Hazardous Substances Data)

Upstream product

• 403-42-9 1-(4-fluorophenyl)ethanone 
• 75230-49-8 N′-(1-(4-fluorophenyl)ethylidene)-4-methylbenzenesulfonohydrazide 
• 1653-19-6 2,3-dichlorobuta-1,3-diene 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 352-13-6 4-flourophenylmagnesium bromide 
• 16356-02-8 1,4-dimethoxy-2-butyne 
• 766-98-3 1-ethynyl-4-fluorobenzene 

Relevant articles and documents

Copper-Catalyzed Dehydrogenative Diels-Alder Reaction

A practical and effective copper-catalyzed dehydrogenative Diels-Alder reaction of gem-diesters and ketone with dienes has been established. The active dienophiles were generated in situ via a radical-based dehydrogenation process, which reacted with a wide variety of dienes to afford various polysubstituted cyclohexene derivatives in good to excellent yields.

Preparation method of conjugated diene compound

The invention belongs to the field of fine chemicals and relevant chemical technologies and provides a preparation method of a butadiene derivative. The preparation method comprises the following steps of by taking phenylacetylene and a derivative thereof as raw materials, under the actions of a metal catalyst and an additive, performing reaction in an anhydrous organic solvent, and converting thephenylacetylene and the derivative thereof to a 2,3-di-substituted-1,3-butadiene compound. The preparation method has the beneficial effects of being simple and convenient to operate and mild in condition, being environmental friendly, having the possibility of realizing industrialization, and preparing the butadiene compound with a higher yield. The butadiene compound synthesized by utilizing the method can perform further functionalization to obtain various compounds, and then the compounds are applied to development and study of natural products, functional materials and the fine chemicals.

Quinonediimines as redox-active organocatalysts for oxidative coupling of aryl- and alkenylmagnesium compounds under molecular oxygen

It is revealed that N,N′-diphenyl-p-benzoquinonediimine works as a redox-active organocatalyst for the oxidative homo-coupling of aryl- and alkenylmagnesium compounds under molecular oxygen. The catalytic cycle was formally monitored by 1H NMR experiments.

Pd-catalyzed cross-coupling reactions of hydrazones: Regioselective synthesis of highly branched dienes

The regioselective formation of highly branched dienes is a challenging task. Design and exploration of alternative working models to achieve such a regioselectivity to accomplish highly branched dienes is considered to be a historical advancement of Heck reaction to construct branched dienes. On the basis of the utility of carbene transfer reactions, in the reaction of hydrazones with Pd(II) under oxidative conditions, we envisioned obtaining a Pd-bis-carbene complex with α-hydrogens, which can lead to branched dienes. Herein, we report a novel Pd-catalyzed selective coupling reaction of hydrazones in the presence of t-BuOLi and benzoquinone to form the corresponding branched dienes. The utility of the Pd catalyst for the cross-coupling reactions for synthesizing branched conjugated dienes is rare. The reaction is very versatile and compatible with a variety of functional groups and is useful in synthesizing heterocyclic molecules. We anticipate that this Pd-catalyzed cross-coupling reaction will open new avenues for synthesizing useful compounds.

Facile synthesis of dibranched conjugated dienes via palladium-catalyzed oxidative coupling of N-tosylhydrazones

A facile and highly regioselective Pd-catalyzed oxidative coupling of N-tosylhydrazones providing efficient access to 2,3-disubstituted-1,3-butadienes has been developed. This process features readily available starting materials and mild reaction conditions. Further transformations of the obtained dibranched 1,3-dienes, through Diels-Alder reactions and indene synthesis, are also demonstrated, which reveal their great potential for synthetic utility.

Utilization of industrially available 2,3-dichloro-1,3-butadiene for direct synthesis of 2,3-diaryl-1,3-butadienes

It is shown that industrially available 2,3-dichloro-1,3-butadiene is a useful starting material for the synthesis of 2,3-diaryl-1,3-butadienes. Ni(II)-catalyzed cross-coupling reaction of 2,3-dichloro-1,3-butadiene with ArMgBr (Ar = 2-thienyl, phenyl, 4-dodecyloxyphenyl, and 4-fluorophenyl) gives the corresponding 2,3-diaryl-1,3-butadienes in good yields.

NOVEL SYNTHESIS OF 2,3-DIARYLBUTA-1,3-DIENES FROM 1,4-DIMETHOXYBUTYNE-2

It was found that 2,3-diarylbuta-1,3-dienes were readily obtained in good to excellent yields through the SN-2' type substitution of 1,4-dimethoxybutyne-2 with aryl Grignard reagents in the presence of a copper(I) salt.