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6,6-DIBROMO-2,2:6,2-TERPYRIDINE is a substituted terpyridine compound that can be synthesized from 2,6-dibromopyridine. It is characterized by its unique chemical structure and properties, making it a versatile molecule for various applications.

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  • 100366-66-3 Structure
  • Basic information

    1. Product Name: 6,6-DIBROMO-2,2:6,2-TERPYRIDINE
    2. Synonyms: 6,6``-DibroMo-2,2`:6`,2``-terpyridine,90%;6,6''-Dibromo-2,2':6',2''-terpyridine 90%;2,6-bis(6-bromopyridin-2-yl)pyridine;6,6''-DIBROMO-2,2':6',2''-TERPYRIDINE;6,6-DIBROMO-2,2:6,2-TERPYRIDINE
    3. CAS NO:100366-66-3
    4. Molecular Formula: C15H9Br2N3
    5. Molecular Weight: 391.06
    6. EINECS: N/A
    7. Product Categories: C9 to C46Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines
    8. Mol File: 100366-66-3.mol
  • Chemical Properties

    1. Melting Point: 257-263 °C(lit.)
    2. Boiling Point: 473 °C at 760 mmHg
    3. Flash Point: 239.9 °C
    4. Appearance: /
    5. Density: 1.685 g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 0.17±0.41(Predicted)
    10. CAS DataBase Reference: 6,6-DIBROMO-2,2:6,2-TERPYRIDINE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 6,6-DIBROMO-2,2:6,2-TERPYRIDINE(100366-66-3)
    12. EPA Substance Registry System: 6,6-DIBROMO-2,2:6,2-TERPYRIDINE(100366-66-3)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 100366-66-3(Hazardous Substances Data)

100366-66-3 Usage

Uses

Used in Chemical Synthesis:
6,6-DIBROMO-2,2:6,2-TERPYRIDINE is used as a key intermediate in the synthesis of a novel disubstituted terpyridine ligand. Its unique chemical structure allows for the creation of new compounds with potential applications in various fields.
Used in Pharmaceutical Industry:
6,6-DIBROMO-2,2:6,2-TERPYRIDINE is used as a building block for the development of new pharmaceutical compounds. Its versatile chemical properties enable the design and synthesis of innovative drugs with potential therapeutic benefits.
Used in Material Science:
6,6-DIBROMO-2,2:6,2-TERPYRIDINE can be utilized in the development of new materials with specific properties, such as optical, electronic, or magnetic characteristics. Its unique structure can contribute to the creation of advanced materials for various applications.
Used in Research and Development:
6,6-DIBROMO-2,2:6,2-TERPYRIDINE serves as a valuable compound for research and development purposes. Its unique properties and potential applications make it an interesting subject for further investigation and exploration in various scientific fields.

Check Digit Verification of cas no

The CAS Registry Mumber 100366-66-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,0,3,6 and 6 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 100366-66:
(8*1)+(7*0)+(6*0)+(5*3)+(4*6)+(3*6)+(2*6)+(1*6)=83
83 % 10 = 3
So 100366-66-3 is a valid CAS Registry Number.

100366-66-3 Well-known Company Product Price

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  • Aldrich

  • (494070)  6,6′′-Dibromo-2,2′:6′,2′′-terpyridine  90%

  • 100366-66-3

  • 494070-250MG

  • 804.96CNY

  • Detail
  • Aldrich

  • (494070)  6,6′′-Dibromo-2,2′:6′,2′′-terpyridine  90%

  • 100366-66-3

  • 494070-1G

  • 2,432.43CNY

  • Detail

100366-66-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,6-bis(6-bromopyridin-2-yl)pyridine

1.2 Other means of identification

Product number -
Other names 6,6'-dibromo-2,2':6',2''-terpyridine

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:100366-66-3 SDS

100366-66-3Relevant articles and documents

The Preparation and Co-ordination Chemistry of 2,2':6',2"-Terpyridine Macrocycles. Part 5. Unsubstituted Fifteen-membered-ring Macrocycles containing 2,2':6',2"-Terpyridine

Constable, Edwin C.,Holmes, Jeremy M.,McQueen, Roderick C. S.

, p. 5 - 8 (1987)

The preparation of a simple unsubstituted quinquedentate macrocycle incorporating a 2,2':6',2"-terpyridine moiety by a transient template reaction is described.The cobalt(II), nickel(II), copper(II), and zinc(II) complexes of the ligand are described, as is the oxidation-reduction chemistry of these compounds.E.s.r. studies indicate that pentagonal-bipyramidal complexes, with solvent molecules occupying the axial sites, are formed.

Synthesis, Structure, and Catalysis of Palladium Complexes Bearing a Group 13 Metalloligand: Remarkable Effect of an Aluminum-Metalloligand in Hydrosilylation of CO2

Takaya, Jun,Iwasawa, Nobuharu

, p. 6074 - 6077 (2017)

Efficient synthesis and catalysis of a series of palladium complexes having a group 13 metalloligand (Al, Ga, In) are reported utilizing 6,6-bis(phosphino)terpyridine as a new scaffold for Pd-E bonds (E = Al, Ga, In). Systematic investigation revealed unique characteristics of the Al-metalloligand in both structure and reactivity, which exhibited the highest catalytic activity for hydrosilylation of CO2 ever reported (TOF = 19 300 h-1). This study demonstrated fine-tuning of catalyst activity by the precisely designed metalloligand is a promising approach for new catalyst development in synthetic organometallic chemistry.

Synthesis of Halogenated Terpyridines and Incorporation of the Terpyridine Nucleus into a Polyetheral Macrocycle

Newkome, George R.,Hager, David C.,Kiefer, Garry E.

, p. 850 - 853 (1986)

Two synthetic approaches to haloterpyridines are herein described.The first method involved direct halogenation of terpyridine N-oxides with POCl3 to generate a mixture of polyhalogenated terpyridines.A more efficient approach to 6,6''-dibromo-2,2':6',2''-terpyridine utilized the Kroehnke synthesis to form the terpyridine moiety from appropriately halosubstituted precursors.Direct nucleophilic substitution on terpyridine was found to give low yields of macrocyclic products; however, if 1,5-bis(6-bromo-2-pyridyl)-1,5-dioxopentane was employed, macrocyclization afforded improved yields of the desired terpyridines.

Electrochemical coupling of mono and dihalopyridines catalyzed by nickel complex in undivided cell

Oliveira, Jadson L.,Silva, Maria J.,Florêncio, Tupolevck,Urgin, Karne,Sengmany, Stéphane,Léonel, Eric,Nédélec, Jean-Yves,Navarro, Marcelo

experimental part, p. 2383 - 2390 (2012/04/17)

One step nickel-catalyzed electroreductive homocoupling among 2-bromopicolines and 2-bromopyridine has been investigated by our group in an undivided cell and using zinc or iron as sacrificial anode. In this work, it was developed mono and dihalopyridines coupling to obtain possible products from heterocoupling. A series of reactions were carried out in order to develop a synthetic method for the preparation of unsymmetrical 2,2′-bipyridines and 2,2′:6′,2″-terpyridines. Statistical yields (50%) were observed for 2-bromopyridines/2-bromo-6-methylpyridine heterocoupling. In a preliminary study devoted to terpyridines preparation, good results were obtained for 2,6-dihalopyridines homocoupling, affording 2,6-dichloro-2, 2′-bipyridine (46%) and 2,6-dibromo-2,2′-bipyridine (56%), at controlled reaction time. At major reaction time, it was observed that the direct electroreduction of the 2,6′-dihalo-2,2′-bipyridines intermediates and 2,6″-dihalo-2,2′:6′,2″-terpyridines products on the cathode surface. A reasonable isolated product yield of 6,6″-dimethyl-2,2′:6′,2″-terpyridine (10%) was only observed in the reaction between 2,6-dichloropyridine and 2-bromo-6- methylpyridine (1:2).

Synthesis of some 2,2′:6′,2″-terpyridines disubstituted in positions 6 and 6″ with head-to-tail oriented amino acids and dipeptides: A simple entry to a reversible inducer of folding in amino acid sequences

Annunziata, Rita,Benaglia, Maurizio,Puglisi, Alessandra,Raimondi, Laura,Cozzi, Franco

body text, p. 3976 - 3983 (2009/04/10)

The 2,2′:6′,2″-terpyridine scaffold has been identified as a conformationally discrete structural element potentially capable of inducing reversible folding in substituents, attached through suitable spacers to its 6,6″-positions, by metal complexation/de

A novel one-pot synthesis of 6,6''-dibromo-2,2': 6'2''-terpyridine

Uchida,Okabe,Kobayashi,Oae

, p. 939 - 940 (2007/10/02)

Dibromo-2,2': 6'2''-terpyridine was obtained in a moderate yield by lithiation of four molar amounts of 2,6-dibromopyridine with butyllithium followed by treatment with phosphorus trichloride in diethyl ether.

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