ChemicalBook > CAS DataBase List > 6,6'-Dibromo-2,2'-bipyridyl

6,6'-Dibromo-2,2'-bipyridyl

Product Name: 6,6'-Dibromo-2,2'-bipyridyl
CAS No.: 49669-22-9
Chemical Name: 6,6'-Dibromo-2,2'-bipyridyl
Synonyms: 6,6'-Dibrom-2,2'-bipyridin;6,6'-Dibromo-2,2'-bipyridyl;6,6'-DIBROMO-2,2'-DIPYRIDYL;6,6'-Dibromo-2,2'-bipyridine;2,2'-Bipyridine, 6,6'-dibromo-;6,6'-Dibromo-2,2'-bipyridyl>6,6'-dibroMo-2,2'-bipyridine 97%;2-BROMO-6-(6-BROMOPYRIDIN-2-YL)PYRIDINE
CBNumber: CB2679855
Molecular Formula: C10H6Br2N2
Formula Weight: 313.98
MOL File: 49669-22-9.mol

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6,6'-Dibromo-2,2'-bipyridyl Property

Melting point:: 220-223 °C(lit.)
Boiling point:: 369.4±37.0 °C(Predicted)
Density: 1.809±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
form: powder to crystal
pka: -0.44±0.22(Predicted)
color: White to Light yellow
λmax: 304nm(EtOH)(lit.)
InChI: InChI=1S/C10H6Br2N2/c11-9-5-1-3-7(13-9)8-4-2-6-10(12)14-8/h1-6H
InChIKey: WZVWSOXTTOJQQQ-UHFFFAOYSA-N
SMILES: C1(C2=NC(Br)=CC=C2)=NC(Br)=CC=C1

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 29333990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 513881
Product name: 6,6′-Dibromo-2,2′-dipyridyl
Purity: 90%
Packaging: 500mg
Price: $123
Updated: 2025/07/31

TCI Chemical

Product number: D3988
Product name: 6,6'-Dibromo-2,2'-bipyridyl
Purity: >95.0%(GC)
Packaging: 1g
Price: $139
Updated: 2025/07/31

TCI Chemical

Product number: D3988
Product name: 6,6'-Dibromo-2,2'-bipyridyl
Purity: >95.0%(GC)
Packaging: 5g
Price: $430
Updated: 2025/07/31

TCI Chemical

Product number: D3988
Product name: 6,6'-Dibromo-2,2'-bipyridyl
Purity: >95.0%(GC)
Packaging: 25g
Price: $1488
Updated: 2025/07/31

TRC

Product number: D426293
Product name: 6,6''-Dibromo-2,2''-bipyridine
Packaging: 50mg
Price: $45
Updated: 2021/12/16

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6,6'-Dibromo-2,2'-bipyridyl Chemical Properties,Usage,Production

Uses

6,6''-Dibromo-2,2''-bipyridine is used as a catalyst for the preparation of iodoesters through copper-catalyzed [2,3]-and [1,2]-rearrangements of diazoesters and allylic iodides.

Synthesis

626-05-1

49669-22-9

GENERAL STEPS: Example 42 Synthesis of 6,6'-dibromo-2,2'-bipyridine 52b. In a dry three-necked round-bottomed flask, 2,6-dibromopyridine (42) (2.32 g, 10 mmol) was dissolved in 250 mL of anhydrous diethyl ether and cooled to -78°C. The solution was prepared in a dry, three-necked round-bottomed flask. The apparatus was equipped with a solid charging funnel for pre-dried copper(II) chloride (2 g, 14.9 mmol). Butyllithium (2.4 M hexane solution, 4.6 mL, 11 mmol) was slowly added dropwise at -78 °C and the reaction mixture was stirred for 2 h at this temperature. Subsequently, copper (II) chloride was added slowly over 30 minutes and stirring was continued at -78 °C for 30 minutes. The reaction system was bubbled through dry oxygen at -78 °C for 1 h, then raised to room temperature and continued to bubble for 1 h. The reaction system was then purged with 200 mL of dry oxygen. Upon completion of the reaction, the reaction was quenched with 200 mL of water and 50 mL of 1 M HCl solution and a precipitate was observed to form. The reaction mixture was filtered and the solid product was collected and recrystallized with THF. The brown solid obtained was dissolved in THF and filtered through Millipore filter. The filtrate was concentrated in vacuum to afford the target product 6,6'-dibromo-2,2'-bipyridine as a white powder in 79% yield. The product characterization data were as follows: 1H NMR (CDCl3) δ (ppm): 7.50 (dd, J = 0.6, 8.1 Hz, 2H, Hpyridine), 7.66 (t, J = 7.8 Hz, 2H, Hpyridine), 8.37 (dd, J = 0.6, 8.4 Hz, 2H, Hpyridine). 13C NMR (CDCl3) δ (ppm): 119.71, 128.15, 138.86, 141.15, 155.16. mass spectrum (MS), m/z (relative abundance): 314 (M++2, 100%), 312 (M+, 45%), 233 (M+-Br, 54%), 153 (M+-2Br, 32%).

References

[1] Patent: US2010/298562, 2010, A1. Location in patent: Page/Page column 48
[2] Dalton Transactions, 2013, vol. 42, # 45, p. 16006 - 16013
[3] Heterocycles, 2005, vol. 65, # 2, p. 293 - 301
[4] Organometallics, 2012, vol. 31, # 10, p. 3825 - 3828
[5] Synthesis, 2005, # 3, p. 458 - 464

6,6'-Dibromo-2,2'-bipyridyl Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 6,6'-Dibromo-2,2'-bipyridyl manufacturers

Shanghai UCHEM Inc.

Product: 6,6’-Dibromo-2,2’-bipyridine 49669-22-9
Price: US $61.00-281.00/g
Min. Order: 5g
Purity: 0.98
Supply Ability: 25kg
Release date: 2024-10-25

Career Henan Chemical Co

Product: 6,6'-DIBROMO-2,2'-DIPYRIDYL 49669-22-9
Price: US $1.00/KG
Min. Order: 1G
Purity: 99%
Supply Ability: 100kg
Release date: 2018-08-12

49669-22-9, 6,6'-Dibromo-2,2'-bipyridylRelated Search:

6,6'-DICYANO-2,2'-BIPYRIDINE 6,6'-BIS(CHLOROMETHYL)-2,2'-BIPYRIDINE 2,2'-BIPYRIDINE-6,6'-DIAMINE 5,5'-DIMETHYL-2,2'-DIPYRIDYL 5,5'-Bis(trifluoromethyl)-2,2'-bipyridine 6,2'-DIBROMO-[3,4']-BIPYRIDINE 6,6'-DIBROMO-[3,3']-BIPYRIDINE 6,6'-DIBROMO-[2,3']-BIPYRIDINE 4,6'-DIBROMO-[2,3']-BIPYRIDINE 4,4'-DIBROMO-2,2'-BIPYRIDINE 6,6'-DIBROMO-2,2'-BIPYRIDINE-1,1'-DIOXIDE 6,6'-DIBROMO-2,2'-BIPYRIDINE-1-OXIDE 6,6'-DIBROMO-2,2'-DIPYRIDYL 6,6'-DIBROMO-4,4'-DIMETHYL-2,2'-BIPYRIDINE-1-OXIDE 6,6'-DIBROMO-4,4'-DIMETHYL-2,2'-BIPYRIDINE-1,1'-DI-OXIDE

6,6'-DIBROMO-2,2'-DIPYRIDYL

2-BROMO-6-(6-BROMOPYRIDIN-2-YL)PYRIDINE

6,6'-dibroMo-2,2'-bipyridine 97%

6,6'-Dibromo-2,2'-bipyridyl&gt

2,2'-Bipyridine, 6,6'-dibromo-

6,6'-Dibromo-2,2'-bipyridyl

6,6'-Dibromo-2,2'-bipyridine

6,6'-Dibrom-2,2'-bipyridin

49669-22-9

C10H6N2Br2

C10H6Br2N2

Building Blocks

Pyridines

Heterocyclic Building Blocks

Halogenated Heterocycles

Heterocyclic Building Blocks

Pyridines

Heterocyclic Compounds

C9 to C46Heterocyclic Building Blocks