33170-68-2

Usage

Appearance

Yellow crystalline solid

Usage

Reagent in organic synthesis

Application

Precursor in the production of pharmaceuticals and agrochemicals

Environmental impact

Potential environmental pollutant

Classification

Hazardous substance

Toxicity

Studied for potential toxic effects on aquatic organisms

Bioaccumulation

Potential to bioaccumulate in the environment

Upstream product

• 100965-18-2 (2RS,3SR)-2,3-dibromo-1,3-bis-(4-bromo-phenyl)-propan-1-one 
• 100965-18-2 (2RS,3RS)-2,3-dibromo-1,3-bis-(4-bromo-phenyl)-propan-1-one 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 99-90-1 para-bromoacetophenone 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 100965-18-2 1,3-bis(4-bromophenyl)-2,3-dibromopropanone 
• 5471-96-5 (E)-1,3-bis(4-bromophenyl)prop-2-en-1-one 
• 1122-91-4 4-bromo-benzaldehyde 
• 586-76-5 4-Bromobenzoic acid 
• 586-75-4 4-chlorobenzoyl chloride 
• 5471-96-5 4,4'-dibromo-cis-chalcone 
• 1107549-18-7 cis-1,2-bis(trimethylsiloxy)-1,2-bis(4-bromophenyl)cyclopropane 
• 99-73-0 para-bromophenacyl bromide 
• 57699-28-2 methyl 4-bromophenylglyoxalate 

Downstream Products

• 101422-91-7 4,4'-dibromo-β-methoxy-trans-chalcone 
• 1116046-70-8 1,3-bis(4-bromophenyl)-2-(1-phenylethyl)propane-1,3-dione 
• 35578-47-3 4,4'-dibromobenzil 
• 1393092-74-4 (2S,4S)-2,4-bis(4-bromophenyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine 

Relevant academic research and scientific papers

Intermolecular locking design of red thermally activated delayed fluorescence molecules for high-performance solution-processed organic light-emitting diodes

Design of high-performance red thermally activated delayed fluorescence (TADF) materials remains a great challenge owing to their small energy bandgaps with severe nonradiative decay for low luminous efficiency. Introducing rigid and fused moieties is an

NOVEL HETEROAROMATIC COMPOUNDS EXHIBITING ANTIFUNGAL ACTIVITY AND THEIR METHOD OF USE

Pharmaceutical compositions of the invention comprise herteroaromatic compounds having a disease-modifying action in the treatment of fungal infections and diseases associated with fungal infection.

1,3-Diradicals Embedded in Curved Paraphenylene Units: Singlet versus Triplet State and In-Plane Aromaticity

Curved π-conjugated molecules and open-shell structures have attracted much attention from the perspective of fundamental chemistry, as well as materials science. In this study, the chemistry of 1,3-diradicals (DRs) embedded in curved cycloparaphenylene (

Chiral thermally-activated delayed fluorescence material, and preparation method and application thereof

The invention discloses a chiral thermally-activated delayed fluorescence material, and a preparation method and application thereof. Through molecular design, an axial chiral induction center, an electron withdrawing group boric acid ester and a pluralit

I2-Promoted [3+2] Cyclization of 1,3-Diketones with Potassium Thiocyanate: a Route to Thiazol-2(3H)-One Derivatives

An I2-promoted strategy has been developed for the synthesis of thiazol-2(3H)-one derivatives from 1,3-diketones with potassium thiocyanate. This [3+2] cyclization reaction involves C?S and C?N bond formation and exhibits good functional group tolerance. A series of thiazol-2(3H)-one derivatives are obtained in moderate to good yields. (Figure presented.).

1,2-Diazacyclopentane-3,5-diyl Diradicals: Electronic Structure and Reactivity

Localized singlet diradicals are key intermediates in bond homolysis. A thorough study of the reactive species is needed to clarify the mechanisms of the homolytic bond cleavage and formation processes. In general, the singlet diradicals are quite short-lived because of the fast radical-radical coupling reactions. The short-lived characteristic has retarded the thorough study on bond homolysis. In this study, a new series of long-lived singlet diradicals, viz., 1,2-diazacyclopentane-3,5-diyl, were identified, and their electronic structures and novel reactivities were thoroughly studied using laser-flash photolysis (LFP), product analysis, and computational studies. A direct observation of the thermal equilibration (fast process) between the singlet diradicals and the corresponding ring-closing compounds was undertaken on the submicrosecond time scale. The solvent and substituent effects on the equilibration constant and rate constants for the ring-closing reaction and ring-opening reaction clarify the novel nitrogen-atom effect on the localized singlet 1,3-diyl diradicals. Two types of alkoxy-migrated compounds, 9 and 10, were isolated with high yields as the final products. Crossover, spin-trapping, and LFP experiments for the formation of alkoxy-group migration products (i.e., 9 versus 10) revealed the unique temperature effect on the product ratio of the two types of alkoxy-migration products. The temperature-insensitive intersystem crossing process (slow process, millisecond time scale) was found to be a key step in the formation of 9, which is an entropy-controlled pathway. An intramolecular migration process was identified for the formation of 10 that was accelerated by a polar solvent in an enthalpy-controlled process. This unique heteroatom effect has opened up a new series of localized singlet diradicals that are crucial intermediates in bond homolysis.

Room-Temperature Coupling/Decarboxylation Reaction of α-Oxocarboxylates with α-Bromoketones: Solvent-Controlled Regioselectivity for 1,2- and 1,3-Diketones

A transition-metal-free and room-temperature coupling/decarboxylation reaction between α-oxocarboxylates and α-bromoketones is reported herein. It represents the first mild and regioselective synthesis of either 1,2- or 1,3-diketones from the same starting materials. Notably, the regioselectivity is simply controlled by solvents. The preliminary experimental data and DFT calculations suggest sequential Darzens-type coupling, alkaline hydrolysis, KOH-promoted oxirane opening and decarboxylation in one pot. This method is efficient for the synthesis of α,β-epoxy-γ-butyrolactone and curcuminoids.

Organic base-catalysed solvent-tuned chemoselective carbotrifluoromethylation and oxytrifluoromethylation of unactivated alkenes

An unprecedented and efficient organic base-catalysed highly chemoselective carbo- and oxytrifluoromethylation of unactivated alkenes with Togni's reagent was developed. The switchable chemoselectivity was tuned by simply changing the organic base catalyst and solvent. Mechanistic studies indicated that a radical cyclization pathway for carbotrifluoromethylation in DMSO and a carbocation pathway for oxytrifluoromethylation in DCE were probably involved.

Regioselective Rhodium-Catalyzed Addition of 1,3-Dicarbonyl Compounds to Terminal Alkynes

A new method for the rhodium-catalyzed regioselective C-C bond formation using terminal alkynes and 1,3-dicarbonyl compounds to achieve valuable branched α-allylated 1,3-dicarbonyl products is reported. With a Rh(I)/DPEphos/p-CF3-benzoic acid as the catalyst system, the desired products can be obtained in good to excellent yields and with perfect regioselectivity. A broad range of functional groups were tolerated, and first experimental insights of a plausible reaction mechanism were obtained.

2,2-Difluoro-1,3-diketones as gem-Difluoroenolate Precusors for Asymmetric Aldol Addition with N-Benzylisatins

2,2-Difluoro-1,3-diketones are introduced as gem-difluoroenolate precursors for the first example of an organocatalytic asymmetric aldol addition with N-benzylisatins to form 3-difluoroalkyl-3-hydroxyoxindoles. (Figure presented.).