6134-56-1

Basic information

• Product Name: 2-bromotetralin
• Synonyms: 2-bromotetralin;6-Bromotetralin
• CAS NO: 6134-56-1
• Molecular Formula: C₁₀H₁₁Br
• Molecular Weight: 211.1
• Mol File: 6134-56-1.mol

Chemical Properties

• Boiling Point: 260.9°C at 760 mmHg
• Flash Point: 113°C
• Appearance: /
• Density: 1.384g/cm³
• Vapor Pressure: 0.0193mmHg at 25°C
• Refractive Index: 1.579
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-bromotetralin(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromotetralin(6134-56-1)
• EPA Substance Registry System: 2-bromotetralin(6134-56-1)

Safety Data

• Hazardous Substances Data: 6134-56-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-Bromotetralin is used as a building block for the synthesis of various organic compounds and pharmaceuticals. Its unique structure and reactivity make it a valuable intermediate in the production of more complex molecules.
Used in Pharmaceutical R&D:
2-Bromotetralin serves as a research tool in chemical and pharmaceutical research and development. It aids in the development of new synthetic strategies for organic chemistry and contributes to the discovery and development of new drugs.
Used in Drug Discovery and Development:
Due to its potential applications in drug discovery and development, 2-Bromotetralin plays a crucial role in medicinal chemistry. Its unique properties and reactivity make it a promising candidate for the design and synthesis of novel drug molecules.
Used in Academic and Industrial Research:
2-Bromotetralin is extensively studied in both academic and industrial research settings. Its high chemical reactivity and unique structure contribute to the advancement of knowledge in organic chemistry and the development of innovative applications in various industries.

InChI:InChI=1/C10H11Br/c11-10-6-5-8-3-1-2-4-9(8)7-10/h5-7H,1-4H2

Upstream product

• 119-64-2 tetralin 
• 6340-79-0 4-oxo-4-(4-bromophenyl)butanoic acid 
• 108-86-1 bromobenzene 
• 35656-89-4 4-(4-bromophenyl)butanoic acid 
• 32281-97-3 7-bromo-3,4-dihydro-2H-naphthalen-1-one 
• 5350-41-4 trimethylbenzylammonium bromide 
• 2217-43-8 6-amino-1,2,3,4-tetrahydronaphthalene 

Downstream Products

• 405888-56-4 (5,6,7,8-tetrahydronaphthalen-2-yl)boronic acid 
• 627526-54-9 4,4,5,5-tetramethyl-2-(5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,2-dioxaborolane 
• 580-13-2 2-bromonaphthalene 
• 1181381-85-0 4-[5,6,7,8-tetrahydro-naphthalen-2-yl]phenol 
• 17104-67-5 6-cyano-1,2,3,4-tetrahydronaphthalene 
• 29809-13-0 5,6,7,8-tetrahydronaphthalene-1-carbonitrile 
• 4242-18-6 5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid 
• 1131-63-1 1,2,3,4-tetrahydro-2-naphthoic acid 
• 6968-28-1 4-bromophthalic acid 

Relevant articles and documents

Triptycenyl Sulfide: A Practical and Active Catalyst for Electrophilic Aromatic Halogenation Using N-Halosuccinimides

A Lewis base catalyst Trip-SMe (Trip = triptycenyl) for electrophilic aromatic halogenation using N-halosuccinimides (NXS) is introduced. In the presence of an appropriate activator (as a noncoordinating-anion source), a series of unactivated aromatic compounds were halogenated at ambient temperature using NXS. This catalytic system was applicable to transformations that are currently unachievable except for the use of Br2 or Cl2: e.g., multihalogenation of naphthalene, regioselective bromination of BINOL, etc. Controlled experiments revealed that the triptycenyl substituent exerts a crucial role for the catalytic activity, and kinetic experiments implied the occurrence of a sulfonium salt [Trip-S(Me)Br][SbF6] as an active species. Compared to simple dialkyl sulfides, Trip-SMe exhibited a significant charge-separated ion pair character within the halonium complex whose structural information was obtained by the single-crystal X-ray analysis. A preliminary computational study disclosed that the πsystem of the triptycenyl functionality is a key motif to consolidate the enhancement of electrophilicity.

Visible-light-induced oxidation/[3 + 2] cycloaddition/oxidative aromatization to construct benzo[ a]carbazoles from 1,2,3,4-tetrahydronaphthalene and arylhydrazine hydrochlorides

An efficient synthesis of benzo[a]carbazoles via visible-light-induced tandem oxidation/[3 + 2] cycloaddition/oxidative aromatization reactions was reported. The benzylic C(sp3)-H of tetrahydronaphthalene was activated through visible-light photoredox catalyst with oxygen as the clean oxidant under mild reaction conditions. This protocol proceeds efficiently with broad substrate scope, and the mechanism study was performed.

Modular Synthesis of Di- A nd Trisubstituted Imidazoles from Ketones and Aldehydes: A Route to Kinase Inhibitors

A one-pot and modular approach to the synthesis of 2,4(5)-disubstituted imidazoles was developed based on ketone oxidation, employing catalytic HBr and DMSO, followed by imidazole condensation with aldehydes. This methodology afforded twenty-nine disubstituted NH-imidazoles (23%-85% yield). A three-step synthesis of 20 kinase inhibitors was achieved by employing this oxidation-condensation protocol, followed by bromination and Suzuki coupling in the imidazole ring to yield trisubstituted NH-imidazoles (23%-69%, three steps). This approach was also employed in the synthesis of known inhibitor GSK3037619A.

Acceptorless Dehydrogenation of Hydrocarbons by Noble-Metal-Free Hybrid Catalyst System

A hybrid catalysis that comprises an acridinium photoredox catalyst, a thiophosphate organocatalyst, and a nickel catalyst-enabled acceptorless dehydrogenation of hydrocarbons is reported. The cationic nickel complex played a critical role in the reactivity. This is the first example of acceptorless dehydrogenation of hydrocarbons by base metal catalysis under mild reaction conditions of visible light irradiation at room temperature.

One-pot synthesis of tetralin derivatives from 3-benzoylpropionic acids: Indium-catalyzed hydrosilylation of ketones and carboxylic acids and intramolecular cyclization

This reducing system was composed of a small amount (1 mol%) of In(OAc)3, Me2PhSiH, and I2 that effectively catalyzed the hydrosilylation of two different carbonyl groups, a ketone and a carboxylic acid found in 3-benzoylpropionic acids, followed by a subsequent intramolecular cyclization that led to the one-pot preparation of tetralin derivatives.

FUSED HETEROCYCLIC COMPOUNDS AND THROMBOPOIETIN RECEPTOR ACTIVATORS

Fused heterocyclic compounds useful for prevention, treatment or improvement of diseases against which activation of the thrombopoietin receptor is effective are provided. A compound represented by the formula (I) (wherein R1 is an aryl group fused to a saturated ring or the like, A, B, L1, R2, L2, L3, Y, L4, R3 and X are defined in the description), a tautomer, prodrug or a pharmaceutically acceptable salt of the compound or a solvate thereof.

SUBSTITUTED PARA-BIPHENYLOXYMETHYL DIHYDRO OXAZOLOPYRIMIDINONES, PREPARATION AND USE THEREOF

The present invention relates to a series of substituted para-biphenyloxymethyl dihydro oxazolopyrimidinones of formula (I) as defined herein. This invention also relates to methods of making these compounds including novel intermediates. The compounds of

A PROCESS FOR THE PREPARATION OF 3-CYANO-1-NAPHTHOIC ACID AND SOME ANALOGUES THEREOF

The present invention is related to a process for the preparation of 3-cyano-1-naphthoic acid and some analogues thereof of formula (1), the intermediate 1-halo-3-cyano naphthalene and some analogues thereof used in this process and a process for the preparation of said intermediate.

Luminescence device, display apparatus and metal coordination compound

A luminescence device is principally constituted by a pair of electrodes and an organic compound layer disposed therebetween. The layer contains a metal coordination compound represented by the following formula (1): wherein M denotes Ir, Rh or Pd; n is 2 or 3; and X1 to X8 independently denote hydrogen atom or a substituent selected from the group consisting of halogen atom; nitro group; trifluoromethyl group trialkylsilyl group having three linear or branched alkyl groups each independently having 1-8 carbon atoms; and a linear or branched alkyl group having 2-20 carbon atoms capable of including one or at least two non-neighboring methylene groups which can be replaced with —O—, —S—, —CO—, —CO—O—, —O—CO—, —CH═CH— or —C≡C— and capable of including hydrogen atom which can be replaced with fluorine atom; with the proviso that at least one of X1 to X8 is a substituent other than hydrogen atom, and X2 and X3 cannot be fluorine atom at the same time.

Halogenation Using Quaternary Ammonium Polyhalides. XIV. Aromatic Bromination and Iodination of Arenes by Use of Benzyltrimethylammonium Polyhalides-Zinc Chloride System

The reaction of arenes with benzyltrimethylammonium tribromide or benzyltrimethylammonium dichloroiodate in acetic acid in the presence of ZnCl2 at room temperature or at 70 deg C gave brome- or iodo-substituted arenes in good yield, respectively.