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
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
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.
N-Bromosuccinimide Price
- Product number
- 513881
- Product name
- 6,6′-Dibromo-2,2′-dipyridyl
- Purity
- 90%
- Packaging
- 500mg
- Price
- $123
- Updated
- 2025/07/31
- Product number
- D3988
- Product name
- 6,6'-Dibromo-2,2'-bipyridyl
- Purity
- >95.0%(GC)
- Packaging
- 1g
- Price
- $139
- Updated
- 2025/07/31
- Product number
- D3988
- Product name
- 6,6'-Dibromo-2,2'-bipyridyl
- Purity
- >95.0%(GC)
- Packaging
- 5g
- Price
- $430
- Updated
- 2025/07/31
- Product number
- D3988
- Product name
- 6,6'-Dibromo-2,2'-bipyridyl
- Purity
- >95.0%(GC)
- Packaging
- 25g
- Price
- $1488
- Updated
- 2025/07/31
- Product number
- D426293
- Product name
- 6,6''-Dibromo-2,2''-bipyridine
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
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
6,6'-Dibromo-2,2'-bipyridyl Suppliers
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View Lastest Price from 6,6'-Dibromo-2,2'-bipyridyl manufacturers
- 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
- 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