50672-84-9

Usage

Uses

Used in Pharmaceutical Industry:
1-BROMO-4-NAPHTHALDEHYDE is used as a synthetic intermediate for the production of various pharmaceutical compounds. Its unique chemical structure allows for the creation of a wide range of molecules with potential therapeutic applications.
Used in Chemical Synthesis:
1-BROMO-4-NAPHTHALDEHYDE is used as a key building block in the synthesis of various organic compounds, including chalcones and flavones. These compounds have been found to possess significant antimicrobial activity, making them valuable in the development of new antimicrobial agents.
Used in Antimicrobial Applications:
1-BROMO-4-NAPHTHALDEHYDE is used as a precursor in the development of chalcones and flavones, which exhibit antimicrobial properties. These compounds can be employed in the creation of new antimicrobial drugs to combat resistant bacterial strains and other pathogens.

Upstream product

• 79996-99-9 1-bromo-4-bromomethyl-naphthalene 
• 107-13-1 acrylonitrile 
• 832716-12-8 3-methyl-2-(bromo-1-naphthyl)-2H-azirine 
• 1008361-70-3 1-bromo-4-(dibromomethyl)naphthalene 
• 83-53-4 1,4-dibromonaphthalene 
• 68-12-2 N,N-dimethyl-formamide 
• 4885-02-3 Dichloromethyl methyl ether 
• 90-11-9 1-Bromonaphthalene 
• 144-55-8 sodium hydrogencarbonate 
• 56052-26-7 (4-bromonaphthalen-1-yl)methanol 
• 16650-55-8 4-bromonaphthalene-1-carboxylic acid 
• 3163-27-7 2-(bromomethyl)naphthalene 
• 90-12-0 1-Methylnaphthalene 
• 6627-78-7 1-bromo-4-methylnaphthalene 

Downstream Products

• 799765-96-1 4-(3-fluoro-4-methoxyphenyl)-naphthalene-1-carbaldehyde 
• 1125812-60-3 methyl 4-[5-[3-chloro-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]naphthalene-1-carboxylate 
• 133550-74-0 4-phenyl-1-naphthaldehyde 
• 35615-97-5 4-bromo-naphthalene-1-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Aggregation-induced emission active D-π-A binaphthyl luminophore with dual-mode fluorescence

A novel aggregation-induced emission active dye consisting of a simple and highly solvatochromic D-π-A type 1,1′-binaphthyl chromophore was synthesised. The new dye exhibited dual-mode fluorescence in response to different types of restriction of intramolecular rotation; aggregation induces green emission, and blue emission is observed in a glassy matrix. the Partner Organisations 2014.

Palladium-Catalyzed Regiospecific peri- And ortho-C-H Oxygenations of Polyaromatic Rings Mediated by Tunable Directing Groups

An efficient divergent approach of Pd-catalyzed C-H oxygenation of polyaromatic rings is described. Reversible directing groups enable regiospecific peri- and ortho-oxygenation to readily access a wide array of polyaromatic phenols without pre- and postmanipulation of directing groups. The systematic mechanistic investigation, including deuterium-labeling experiments, palladacycle trapping, and DFT calculations, reveals that the tunable ligand-assisted C-H bond cleavage played a crucial role during the reaction process.

A new 2D Cu-MOF constructed from carboxylate ligands containing C-H?π interactions as a recyclable responsive luminescent sensor for VOCs

A new type of 2D metal-organic framework (MOF), namely Cu-MOF, was constructed from Cu(NO3)2·3H2O and the novel ligand 1,4-bis(4-naphthoic acid)benzene. The C-H?π interactions in the Cu-MOF effectively reduced aggregation-caused quenching (ACQ) due to restrictions in intramolecular motion (RIM), increased fluorescence, and controlled crystal packing properties, resulting in low dimensional parallelogram channels and a responsive “turn-on” fluorescence. The activated Cu-MOF exhibited excellent chemical sensing properties to various volatile organic compounds (VOCs) and showed excellent recyclability.

Twofold π-Extension of Polyarenes via Double and Triple Radical Alkyne peri-Annulations: Radical Cascades Converging on the Same Aromatic Core

A versatile synthetic route to distannyl-substituted polyarenes was developed via double radical peri-annulations. The cyclization precursors were equipped with propargylic OMe traceless directing groups (TDGs) for regioselective Sn-radical attack at the triple bonds. The two peri-annulations converge at a variety of polycyclic cores to yield expanded difunctionalized polycyclic aromatic hydrocarbons (PAHs). This approach can be extended to triple peri-annulations, where annulations are coupled with a radical cascade that connects two preexisting aromatic cores via a formal C-H activation step. The installed Bu3Sn groups serve as chemical handles for further functionalization via direct cross-coupling, iodination, or protodestannylation and increase solubility of the products in organic solvents. Photophysical studies reveal that the Bu3Sn-substituted PAHs are moderately fluorescent, and their protodestannylation results in an up to 10-fold fluorescence quantum yield enhancement. DFT calculations identified the most likely possible mechanism of this complex chemical transformation involving two independent peri-cyclizations at the central core.

Synthesis of 2,6-dimethoxy-9-phenyl-1H-phenalen-1-one and structural revision of the benzoindenone from Eichhornia crassipes

The total synthesis of the natural phytoalexin 2,6-dimethoxy-9-phenyl-1H-phenalen-1-one (3) isolated from Eichhornia crassipes was accomplished in seven steps. The synthetic strategy included a Friedel-Crafts acylation and a Jacobsen-Katsuki epoxidation as the key reactions to obtain the target compound. Based on a comparison of the NMR data and a crystal structure of 3, the previously proposed structure of 2,5-dimethoxy-4-phenyl-benzoindenone (2) isolated from the same plant has been revised.

Synthesis method of 4-bromonaphthalene-1-carbonitrile

The invention discloses a synthesis method of 4-bromonaphthalene-1-carbonitrile. The method comprises the following steps: 1, replacing hydrogen on 1-methyl naphthalene benzene ring with bromine by taking 1-methyl naphthalene as a raw material, so as to obtain 4-bromine-1-methyl naphthalene (I); 2, replacing hydrogen on the methyl of the 4-bromine-1-methyl naphthalene (I) with bromine to obtain 4-bromine-1-bromine methyl naphthalene (II); 3, carrying out a sommelet reaction on the 4-bromine-1-bromine methyl naphthalene (II) to obtain 4-bromine-1-naphthaldehyde (III); 4, oximating the 4-bromine-1-naphthaldehyde (III) to obtain 4-bromine-1-naphthaldehyde oxime (IV); 5, carrying out dehydration on the 4-bromine-1-naphthaldehyde oxime (IV) to obtain the 4-bromonaphthalene-1-carbonitrile (V). The synthesis method has the advantages of being reasonable in process route design, cheap and available in raw and auxiliary materials, high in yield, low in cost, suitable for industrial production, and the like.

Synthesis of Phenalenyl-Fused Pyrylium Cations: Divergent C?H Activation/Annulation Reaction Sequence of Naphthalene Aldehydes with Alkynes

Described herein is the synthesis of stable oxonium-doped polycyclic aromatic hydrocarbons (PAHs) by the rhodium-catalyzed C?H activation/annulations of naphthalene-type aldehydes with internal alkynes. This protocol provides four divergent reaction types, including two unexpected annulations with an oxygen transposition process, which lead to diverse types of phenalenyl-fused pyrylium cations comprising a four-, five-, or six-ring-fused π-conjugated core. The annulations exhibit an exquisite regioselectivity and a high tolerance of sensitive functional groups. These PAHs feature intriguing photophysical properties such as full-color tunable fluorescence emission, high quantum yield, and positively charged core, and can be reduced easily to the phenalenyl radicals.

UiO-67-type Metal-Organic Frameworks with Enhanced Water Stability and Methane Adsorption Capacity

The structure and properties of two new UiO-67-type metal-organic frameworks, along with their linker synthesis and powder and single crystal synthesis, are presented. The new MOFs, UiO-67-Me and UiO-67-BN, are based on 3,3′-dimethylbiphenyl and 1,1′-binaphthyl linker scaffolds, and show a much higher stability to water than the thoroughly investigated UiO-67, which is based on the biphenyl scaffold. On the basis of structure models obtained from single crystal X-ray diffraction, it is seen that these linkers are partly shielding the Zr cluster. The new materials have higher density than UiO-67, but show a higher volumetric adsorption capacity for methane. UiO-67-BN exhibits excellent reversible water sorption properties, and enhanced stability to aqueous solutions over a wide pH range; it is to the best of our knowledge the most stable Zr-MOF that is isostructural to UiO-67 in aqueous solutions.

ANTIPARISITIC AND PESTICIDAL ISOXAZOLINE COMPOUNDS

The present invention relates to novel and inventive isoxazoline of formula (I) and salts thereof: wherein variables D1, D2, D3, D4, D5, R1, B1, B2, B3, R2, R3, R4, R5, R6, Y, Z, L, a and b are described herein are as defined in the description. The invention also relates to parasiticidal and pesticidal compositions comprising the isoxazoline compounds of formula (I), processes for their preparation and their uses to prevent or treat parasitic infections or infestations in animals and as pesticides.

CARBOXAMIDE OR SULFONAMIDE SUBSTITUTED THIAZOLES AND RELATED DERIVATIVES AS MODULATORS FOR THE ORPHAN NUCLEAR RECEPTOR ROR[GAMMA]

The invention provides modulators for the orphan nuclear receptor RORy and methods for treating RORy mediated diseases by administering these novel RORy modulators to a human or a mammal in need thereof. Specifically, the present invention provides carboxamide or sulfonamide containing cyclic compounds of Formula (1), (1'), (100), (100'), (200) and (200') and the enantiomers, diastereomers, tautomers, /V-oxides, solvates and pharmaceutically acceptable salts thereof.