151600-02-1

Basic information

• Product Name: TRIFLUOROMETHANESULFONIC ACID 6-BROMO-2-NAPHTHYL ESTER
• Synonyms: TRIFLUOROMETHANESULFONIC ACID 6-BROMO-2-NAPHTHYL ESTER;6-BROMO-2-NAPHTHYL TRIFLATE;6-BROMO-2-NAPHTHYL TRIFLUOROMETHANESULFONATE;6-BROMO-2-NAPHTHYL TRIFLUOROMETHANESULPHONATE;6-Bromo-2-naphthyl Triflate Trifluoromethanesulfonic Acid 6-Bromo-2-naphthyl Ester;6-bromo-2-naphthalenyl trifluoromethanesulfonate;6-Bromonaphthalen-2-yl trifluoromethanesulfonate
• CAS NO: 151600-02-1
• Molecular Formula: C₁₁H₆BrF₃O₃S
• Molecular Weight: 355.13
• Mol File: 151600-02-1.mol

Chemical Properties

• Melting Point: 54 °C
• Boiling Point: 394°C at 760 mmHg
• Flash Point: 192.1°C
• Appearance: /
• Density: 1.765g/cm³
• Vapor Pressure: 4.65E-06mmHg at 25°C
• Refractive Index: 1.586
• Solubility: soluble in Toluene
• CAS DataBase Reference: TRIFLUOROMETHANESULFONIC ACID 6-BROMO-2-NAPHTHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: TRIFLUOROMETHANESULFONIC ACID 6-BROMO-2-NAPHTHYL ESTER(151600-02-1)
• EPA Substance Registry System: TRIFLUOROMETHANESULFONIC ACID 6-BROMO-2-NAPHTHYL ESTER(151600-02-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 151600-02-1(Hazardous Substances Data)

Usage

Uses

Used in Scientific Research:
TRIFLUOROMETHANESULFONIC ACID 6-BROMO-2-NAPHTHYL ESTER is used as a research compound for its unique chemical properties and potential applications in various scientific studies. Its distinctive molecular structure allows for exploration in fields such as organic chemistry, materials science, and pharmaceutical research.
Used in Chemical Synthesis:
TRIFLUOROMETHANESULFONIC ACID 6-BROMO-2-NAPHTHYL ESTER is used as a reagent in chemical synthesis processes, particularly in the formation of new compounds and materials. Its ester functionality makes it a valuable intermediate in the synthesis of complex organic molecules and pharmaceuticals.
Used in Material Science:
TRIFLUOROMETHANESULFONIC ACID 6-BROMO-2-NAPHTHYL ESTER is used as a component in the development of new materials with specific properties, such as improved stability, reactivity, or selectivity. Its unique molecular structure can contribute to the creation of advanced materials for various applications, including electronics, coatings, and catalysts.
Used in Pharmaceutical Development:
TRIFLUOROMETHANESULFONIC ACID 6-BROMO-2-NAPHTHYL ESTER is used as a precursor in the synthesis of potential drug candidates. Its chemical properties may offer new avenues for the development of novel therapeutic agents, particularly in the areas of medicinal chemistry and drug discovery.

InChI:InChI=1/C11H6BrF3O3S/c12-9-3-1-8-6-10(4-2-7(8)5-9)18-19(16,17)11(13,14)15/h1-6H

Upstream product

• 15231-91-1 6-bromo-naphthalen-2-ol 
• 1493-13-6 trifluorormethanesulfonic acid 
• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 
• 358-23-6 trifluoromethylsulfonic anhydride 

Downstream Products

• 91065-17-7 6-bromo-naphthalene-2-carbonitrile 
• 905593-79-5 6-benzamidonaphthalen-2-yl trifluoromethanesulfonate 
• 1590-25-6 1-(6-bromonaphthalen-2-yl)ethanone 
• 1185251-08-4 3-(6-acetylnaphthalen-2-ylamino)-2-aminopropanoic acid 
• 1313516-26-5 (S)-3-(6-acetylnaphthalen-2-ylamino)-2-aminopropanoic acid 
• 1313516-28-7 (S)-methyl 3-(N-(6-acetylnaphthalen-2-yl)-2-nitrophenylsulfonamido)-2-(tritylamino)propanoate 
• 7470-88-4 1-(6-aminonaphthalen-2-yl)ethanone 
• 1225374-96-8 C₄₃H₂₇N₃ 
• 1225374-95-7 C₃₂H₃₀BNO₂ 
• 1225374-91-3 C₂₇H₁₈F₃NO₃S 
• 62156-75-6 6-bromo-2,2'-binaphthyl 
• 37796-78-4 2-bromo-6-methylnaphthalene 
• 5773-80-8 6-bromo-2-naphthoic acid 
• 59305-32-7 1,3,5-tris((trimethylsilyl)methyl)benzene 

Relevant articles and documents

New Fluorescent Conjugates Displaying Solvatochromic Properties

Four new fluorescent dyes based on bis(phenyl-ethynyl-)-2-naphthyl (BPEN) were designed and synthesized. To improve the solvatochromic property and enhance the brightness of the fluorescent BPEN, an electron-donating unit of azetidine and/or an electron deficient group of -NO2 was introduced. The corresponding fluorophores are denoted as T1, T2, T3 and T4, respectively. Moreover, to facilitate derivatization of the probes, two ethoxy carbonyl residues were grafted onto the side positions of BPEN. Spectroscopic studies demonstrated that introduction of azetidine leads to superior solvatochromic properties and largely enhanced fluorescence quantum yields as evidenced by the fact that T3 shows more than 150 nm shift in its maximum emission when dissolved in solvents of very different polarities and displays high fluorescence quantum yields in the solvents studied. However, T2, which is the one bearing a -NO2 group, is non-fluorescent. Theoretical analysis and Lippert-Mataga modeling revealed the intra-molecular charge transfer (ICT) nature of the solvatochromic behavior of the compounds. Further test reveals that the fluorophores, in particular T3, are sensitive to the presence of trace water in less polar solvents, such as THF and 1,4-dioxane. Moreover, it is believed that the new fluorophores may serve as building blocks for creating environment-sensitive fluorescent sensors.

A highly efficient synthesis of a naphthalenoid histamine-3 antagonist

A highly efficient synthesis of the potent and selective histamine-3 receptor antagonist 1A was accomplished in four chemical steps and a salt formation step in 36% overall yield from 6-bromo-2naphthalenol 9. The key features are a regioselective Suzuki coupling protocol for selective vinylation of 12 with potassium vinyltrifluoroborate in high yield (92%) with excellent regioselectivity (90:2) and a base-catalyzed hydroamination reaction of 11 in an anti-Markovnikov fashion under mild reaction conditions. An optimized copper-catalyzed cross coupling reaction is used to incorporate the pyridazinone 4.

An electroluminescen compound and an electroluminescent device comprising the same

The present invention relates to an organic light-emitting compound represented by chemical formula 1. An organic electroluminescent device comprising the organic light-emitting compound in the present invention has excellent power efficiency, light-emitting efficiency, and long life cycle because the present invention can be operated by a lower driving-voltage in comparison to a device comprising conventional phosphorescent host materials. [Chemical formula 1].

An electroluminescen compound and an electroluminescent device comprising the same

The present invention relates to an organic light-emitting compound represented by chemical formula 1. An organic electroluminescent device comprising the organic light-emitting compound in the present invention has excellent power efficiency, light-emitting efficiency, and long life cycle because the present invention can be operated by a lower driving-voltage in comparison with a device comprising conventional phosphorescent host materials.

Ligand- and Solvent-Tuned Chemoselective Carbonylation of Bromoaryl Triflates

The palladium-catalyzed chemoselective carbonylation of bromoaryl triflates is reported. The selective C?Br bond versus C?OTf (OTf=triflate) bond functionalization can be remarkably tuned by the combination of the ligand [4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos) vs. 1,1′-bis(diphenylphosphino)ferrocene (DPPF)] and the solvent (toluene vs. DMSO). The respective ligand and solvent effects are rationalized by DFT calculations. In contrast, the monodentate ligands BuPAd2 and tBu3P prefer the selective C?Br bond activation and are solvent insensitive.

The liquid crystal medium and high frequency components of the compound used for the compound

The present invention relates to compounds containing at least three ring systems, at least one of which is a 2,6-naphthylene group, and two unsaturated bridging groups between the ring systems, and to the use of the compounds for high-frequency components, in particular antennae, especially for the gigahertz region. The liquid-crystalline media comprising these compounds serve, for example, for the phase shifting of microwaves for tuneable ‘phased-array’ antennae.

CONDENSED CYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME

An organic light-emitting device includes a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer and a condensed cyclic compound of Formula 1. The emi

Aromatic amine compound, organic electroluminescent element including the same, and display device including organic electroluminescent element

An aromatic amine compound is represented by general formula [I]: wherein X1 and X2 each represent a group selected from an alkyl group, an aryl group, an allyl group, an alkoxy group, and an aryloxy group, X1 and X2 may be the same or different, Ar1 and Ar2 each represent an arylene group, n≧1, at least one of substituents Y is a substituent selected from a trifluoromethyl group, a cyano group, and a halogen group, and other substituents Y are groups each selected from a hydro group, an alkyl group, an aryl group, an allyl group, an alkoxy group, and an aryloxy group.

Enantiospecific synthesis of genetically encodable fluorescent unnatural amino acid l-3-(6-acetylnaphthalen-2-ylamino)-2-aminopropanoic acid

Fluorescent unnatural amino acids (UAAs), when genetically incorporated into proteins, can provide unique advantages for imaging biological processes in vivo. Synthesis of optically pure l-enantiomer of fluorescent UAAs is crucial for their effective application in live cells. An efficient six-step synthesis of l-3-(6-acetylnaphthalen-2-ylamino)-2-aminopropanoic acid (l-Anap), a genetically encodable and polarity-sensitive fluorescent UAA, has been developed. The synthesis takes advantage of a high-yield and enantiospecific Fukuyama-Mitsunobu reaction as the key transformation.

PROCESS FOR THE PREPARATION OF AROMATIC DERIVATIVES OF 1-ADAMANTANE

Process for the obtaining of 1 -adamantane (tricycle[3.3.1.1 (3,7)]decane) derivatives, or of a pharmaceutically acceptable salt thereof, based on a carboxylation reaction, via metallation, of a precursor compound with an adequate leaving group. It also comprises the preparation of the precursor compound by means of a selective coupling of the corresponding boron, magnesium or zinc derivative with the corresponding disubstitute aromatic derivative. It is especially useful for the obtaining of Adapalene at industrial scale with good yield and high purity.