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5-Bromo-2-ethynylpyridine is an organic compound characterized by the presence of a bromine atom at the 5-position and an ethynyl group at the 2-position on a pyridine ring. This unique molecular structure endows it with specific chemical properties that make it a valuable intermediate in the synthesis of various pharmaceutical compounds.

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  • 111770-86-6 Structure
  • Basic information

    1. Product Name: 5-BROMO-2-ETHYNYLPYRIDINE
    2. Synonyms: 5-BROMO-2-ETHYNYLPYRIDINE;2-Ethynyl-5-bromopyridine;Pyridine,5-bromo-2-ethynyl-
    3. CAS NO:111770-86-6
    4. Molecular Formula: C7H4BrN
    5. Molecular Weight: 182.02
    6. EINECS: N/A
    7. Product Categories: Pyridine;Pyridines
    8. Mol File: 111770-86-6.mol
  • Chemical Properties

    1. Melting Point: 84-86℃
    2. Boiling Point: 212℃
    3. Flash Point: 82℃
    4. Appearance: Light yellow liquid
    5. Density: 1.60
    6. Vapor Pressure: 0.256mmHg at 25°C
    7. Refractive Index: 1.609
    8. Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
    9. Solubility: N/A
    10. PKA: -0.09±0.22(Predicted)
    11. CAS DataBase Reference: 5-BROMO-2-ETHYNYLPYRIDINE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 5-BROMO-2-ETHYNYLPYRIDINE(111770-86-6)
    13. EPA Substance Registry System: 5-BROMO-2-ETHYNYLPYRIDINE(111770-86-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 111770-86-6(Hazardous Substances Data)

111770-86-6 Usage

Uses

Used in Pharmaceutical Industry:
5-Bromo-2-ethynylpyridine is used as a key intermediate in the synthesis of anti-infective agents for the treatment of infectious diseases. Its unique structure allows for the development of new drugs that can target and combat a wide range of pathogens, including bacteria, viruses, and fungi, thereby contributing to the advancement of modern medicine and healthcare.

Check Digit Verification of cas no

The CAS Registry Mumber 111770-86-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,1,7,7 and 0 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 111770-86:
(8*1)+(7*1)+(6*1)+(5*7)+(4*7)+(3*0)+(2*8)+(1*6)=106
106 % 10 = 6
So 111770-86-6 is a valid CAS Registry Number.
InChI:InChI=1/C7H4BrN/c1-2-7-4-3-6(8)5-9-7/h1,3-5H

111770-86-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Bromo-2-ethynylpyridine

1.2 Other means of identification

Product number -
Other names 5-BROMO-2-ETHYNYLPYRIDINE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:111770-86-6 SDS

111770-86-6Relevant articles and documents

Palladium nanoparticles catalyzed Sonogashira reactions for the one-pot synthesis of symmetrical and unsymmetrical diarylacetylenes

Mandali, Pavan Kumar,Chand, Dillip Kumar

, p. 40 - 44 (2014/02/14)

A variety of symmetrical and unsymmetrical diarylacetylenes are synthesized by ligand-free palladium nanoparticles catalyzed copper-free and amine-free Sonogashira cross-coupling reactions between aryl iodides and trimethylsilylacetylene (TMSA) under mild reaction conditions.

Acid-base responsive switching between 3+1 and 2+2 platinum complexes

Sooksawat, Dhassida,Pike, Sarah J.,Slawin, Alexandra M.Z.,Lusby, Paul J.

supporting information, p. 11077 - 11079 (2013/11/19)

We report that the acid-base induced changes to a cyclometallated platinum complex can be used to drive the exchange of accompanying ligands with different denticities.

N -Heterocyclic donor- and acceptor-type ligands based on 2-(1 H -[1,2,3]Triazol-4-yl)pyridines and their ruthenium(II) complexes

Happ, Bobby,Escudero, Daniel,Hager, Martin D.,Friebe, Christian,Winter, Andreas,Goerls, Helmar,Altuntas, Esra,Gonzalez, Leticia,Schubert, Ulrich S.

experimental part, p. 4025 - 4038 (2010/08/06)

New 2-(1H-[1,2,3]triazol-4-yl)pyridine bidentate ligands were synthesized as bipyridine analogs, whereas different phenylacetylene moieties of donor and acceptor nature were attached at the 5-position of the pyridine unit. The latter moieties featured a crucial influence on the electronic properties of those ligands. The N-heterocyclic ligands were coordinated to ruthenium(II) metal ions by using a bis(4,4′-dimethyl-2,2′-bipyridine)ruthenium(II) precursor. The donor or acceptor capability of the 2-(1H-[1,2,3]triazol-4-yl) pyridine ligands determined the quantum yield of the resulting ruthenium(II) complexes remarkably. Separately, 2-([1,2,3]triazol-4-yl)pyridine ligands are known to be potential quenchers, but using these new ligand systems led to room temperature emission of the corresponding ruthenium(II) complexes. The compounds have been fully characterized by elemental analysis, high-resolution ESI mass spectrometry, 1H and 13C NMR spectroscopy, and X-ray crystallography. Theoretical calculations for two ruthenium(II) complexes bearing a donor and acceptor unit, respectively, were performed to gain a deeper understanding of the photophysical behavior.

UREA INHIBITORS OF MAP KINASES

-

Page/Page column 26, (2010/03/04)

Urea containing compounds that inhibit MAP kinases, pharmaceutical compositions including such compounds and methods for using these compounds to treat inflammatory diseases and cancer are described herein.

ANTIMICROBIAL INDOLINE COMPOUNDS FOR TREATMENT OF BACTERIAL INFECTIONS

-

Page/Page column 38-39, (2010/04/23)

The present invention provides indoline heterocyclic compounds of the following formula I: or pharmaceutically acceptable salts, prodrugs, solvates, or hydrates thereof useful as antibacterial agents, pharmaceutical compositions containing them, methods f

One-pot synthesis of 5,5′-dibromo-2,2′-dipyridylacetylene and its boronic acid derivative

Jeon, Hyung Joon,Choi, Jung Hoon,Kang, Jeung Ku

scheme or table, p. 6243 - 6245 (2011/01/04)

5,5′-Dibromo-2,2′-dipyridylacetylene was prepared from 2,5-dibromopyridine and (trimethylsilyl)acetylene via the new one-pot synthesis approach using a regioselective palladium-catalyzed coupling reaction with a 60% yield. Several protocols of lithium-hal

High-efficiency solution processable electrophosphorescent iridium complexes bearing polyphenylphenyl dendron ligands

Huang, Chun,Zhen, Chang-Gua,Su, Siew Ping,Chen, Zhi-Kuan,Liu, Xiao,Zou, De-Chun,Shi, Yan-Rong,Loh, Kian Ping

experimental part, p. 1317 - 1324 (2009/09/06)

We report the synthesis and electrophosphorescent behavior of a series of novel iridium complex materials (Complexes A-F), which are composed of ligands bearing polyphenylphenyl dendron groups and acetylacetonate. Yellow to saturated red organic light-emitting diodes (OLEDs) based on these newly developed Ir complexes were fabricated through solution process by doping the complex materials into polyvinyl carbazole (PVK)/2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (PBD) matrices. The emission wavelengths of the materials could be effectively tuned from 549 nm to 640 nm by changing the conjugation of the ligands either through incorporating additional aromatic segment (e.g. phenyl or fluorenyl group) onto the basic dendron ligand or fusing two of the phenyl rings on the polyphenylphenyl dendron group. High performance devices with the configuration of ITO/poly(3,4-ethylenedioxythiophene):poly(styrenesulfonic acid) (PEDOT:PSS) (50 nm)/PVK:PBD (40%):Ir complex (6%) (70 nm)/2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP) (12 nm)/Alq3 (20 nm)/Mg:Ag (150 nm) have been demonstrated. For example, when Complex B was used as the emissive layer, maximum current efficiency of 34.0 cd/A and external quantum efficiency of 10.3% have been achieved. When 1,3,5-tris(N-phenylbenzimidazol-2-yl) benzene (TPBI) was used as the block layer, the efficiencies can be further improved to 46.3 cd/A and 13.9%, respectively. These solution processed OLED devices demonstrated quite stable EL efficiencies over a large range of current density, which indicated that triplet-triplet annihilation in electrophosphorescence could be effectively suppressed by incorporation of the polyphenylphenyl dendron structure into iridium complexes.

ANTIVIRAL 2-CARBOXY-THIOPHENE COMPOUNDS

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Page/Page column 85-86, (2008/06/13)

Anti-viral agents of compounds of Formula (I) : wherein A, R1, R2 and R3 are as defined in the specification, processes for their preparation and their use in HCV treatment are provided.

Solution-processable polyphenylphenyl dendron bearing molecules for highly efficient blue light-emitting diodes

Huang, Chun,Zhen, Chang-Gua,Siew, Ping Su,Kian, Ping Loh,Chen, Zhi-Kuan

, p. 391 - 394 (2007/10/03)

(Chemical Equation Presented) Novel solution-processable blue light-emitting materials Blue A-D, bearing a polyphenylphenyl dendron, have been synthesized and characterized. The energy levels and band gaps can be facilely tuned by changing the central aro

A Convenient Palladium-Catalyzed Coupling Approach to 2,5-Disubstituted Pyridines

Tilley, Jefferson W.,Zawoiski, Sonja

, p. 386 - 390 (2007/10/02)

2,5-Dibromopyridine has been found to undergo a regioselective palladium-catalyzed coupling reaction with terminal acetylenes and arylzinc halides to give the corresponding 2-alkynyl-5-bromo- and 2-aryl-5-bromopyridines, respectively, in 70percent-90percent isolated yields.To complement this chemistry, the triflate derived from 2-methyl-5-pyridinol was found to participate in a palladium-catalyzed reaction with terminal acetylenes leading to the corresponding 5-alkynyl-2-methylpyridines.These intermediates can be further manipulated to afford a broad range of 2,5-disubstituted pyridines.

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