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

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
Molecular Weight:
313.98
MDL Number:
MFCD00234587
MOL File:
49669-22-9.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:47
Product description Number Pack Size Price
6,6′-Dibromo-2,2′-dipyridyl 90% 513881 500mg $123
6,6'-Dibromo-2,2'-bipyridyl >95.0%(GC) D3988 1g $139
6,6'-Dibromo-2,2'-bipyridyl >95.0%(GC) D3988 5g $430
6,6'-Dibromo-2,2'-bipyridyl >95.0%(GC) D3988 25g $1488
6,6''-Dibromo-2,2''-bipyridine D426293 50mg $45
More product size

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

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
pka -0.44±0.22(Predicted)
form powder to crystal
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
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
HS Code  29333990
NFPA 704
0
2 0

6,6'-Dibromo-2,2'-bipyridyl price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 513881 6,6′-Dibromo-2,2′-dipyridyl 90% 49669-22-9 500mg $123 2025-07-31 Buy
TCI Chemical D3988 6,6'-Dibromo-2,2'-bipyridyl >95.0%(GC) 49669-22-9 1g $139 2025-07-31 Buy
TCI Chemical D3988 6,6'-Dibromo-2,2'-bipyridyl >95.0%(GC) 49669-22-9 5g $430 2025-07-31 Buy
TCI Chemical D3988 6,6'-Dibromo-2,2'-bipyridyl >95.0%(GC) 49669-22-9 25g $1488 2025-07-31 Buy
TRC D426293 6,6''-Dibromo-2,2''-bipyridine 49669-22-9 50mg $45 2021-12-16 Buy
Product number Packaging Price Buy
513881 500mg $123 Buy
D3988 1g $139 Buy
D3988 5g $430 Buy
D3988 25g $1488 Buy
D426293 50mg $45 Buy

6,6'-Dibromo-2,2'-bipyridyl Chemical Properties,Uses,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

2,6-Dibromopyridine

626-05-1

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

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

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6,6’-Dibromo-2,2’-bipyridine pictures 2025-12-01 6,6’-Dibromo-2,2’-bipyridine
49669-22-9
US $61.00-281.00 / g 5g 0.98 25kg Shanghai UCHEM Inc.
6,6'-DIBROMO-2,2'-DIPYRIDYL pictures 2019-07-06 6,6'-DIBROMO-2,2'-DIPYRIDYL
49669-22-9
US $1.00 / KG 1G 99% 100kg Career Henan Chemical Co

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

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> 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 Halogenated Heterocycles Heterocyclic Building Blocks Pyridines Heterocyclic Compounds C9 to C46Heterocyclic Building Blocks