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

Basic Information

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CAS Number

49669-22-9

Molecular Formula

C10H6Br2N2

Molecular Weight

313.98 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

223.0 to 227.0 deg-C

SMILES

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C1=CC(=NC(=C1)Br)C2=NC(=CC=C2)Br

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

LogP

3.6686000000000014

Topological Polar Surface Area

25.78 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

169

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

2,2'-Bipyridine, 6,6'-dibromo-
CS-W004594
DS-6621
W-202877
6,6-DIBROMO-2,2-DIPYRIDYL
6,6 inverted exclamation mark -Dibromo-2,2 inverted exclamation mark -bipyridyl
SCHEMBL229994
AKOS015916615
6,6'-Dibromo-2,2'-bipyridyl
WZVWSOXTTOJQQQ-UHFFFAOYSA-N
DTXSID60402945
6,6'-Dibromo-2,2'-dipyridyl
AC-27854
2-bromo-6-(6-bromopyridin-2-yl)pyridine
6,6'-dibromo-2,2'-bipyridine
SY052962
D3988
T70964
A846199
YSWG813
MFCD00234587
AC-907/25004973
6,6'-Dibromo-2,2'-dipyridyl, 90%
49669-22-9
6,6'-Dibromo-2,2'-bipyridine
6,6’-DI BROMO 2,2’ BIPYRIDINE
6,6′-Dibromo-2,2′-dipyridyl
AK130229
BPBB21
6,6'-dibroMo-2,2-bipyridine
FCH1321003

MDL Number

MFCD00234587

Customs Code

2933399090

FAQ

What are the physical and chemical properties of 6,6'-Dibromo-2,2'-bipyridine (CAS: 49669-22-9)?

6,6'-Dibromo-2,2'-bipyridine (CAS: 49669-22-9) is a crystalline solid with a molecular weight of approximately 324.07 g/mol. It has low water solubility, with a solubility of about 0.02 g/L at 25°C. This compound exhibits good stability in air but is reactive towards reducing agents. It is commonly used as a ligand in coordination chemistry and as a dopant in organic electronics.

How is 6,6'-Dibromo-2,2'-bipyridine (CAS: 49669-22-9) typically synthesized?

6,6'-Dibromo-2,2'-bipyridine is typically synthesized through the coupling of 2-bromo-1,1'-bipyridine with itself using a coupling agent such as polyphosphoric acid or triphenylphosphine. The reaction is carried out in a solvent like acetic acid, and the product is isolated via filtration and recrystallization. The yield is generally around 70-80%.

What industries use 6,6'-Dibromo-2,2'-bipyridine (CAS: 49669-22-9)?

6,6'-Dibromo-2,2'-bipyridine (CAS: 49669-22-9) is primarily used in the pharmaceutical industry for developing metal-based drugs and in the electronics industry as a dopant in organic semiconductors. It is also utilized in polymer chemistry for the preparation of conductive polymers and in the manufacturing of sensors for detecting toxic gases.

What precautions should be taken when handling 6,6'-Dibromo-2,2'-bipyridine (CAS: 49669-22-9)?

When handling 6,6'-Dibromo-2,2'-bipyridine (CAS: 49669-22-9), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood due to its potential reactivity. Spills should be handled carefully, and the material safety data sheet (MSDS) should be consulted for specific spill cleanup procedures. Storage should be in a cool, dry place, away from heat sources and oxidizers.