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Bipyridine

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Bipyridine manufacturers

  • 4,4′-bipyridine
  • 4,4′-bipyridine pictures
  • 2024-12-24
  • CAS:553-26-4
  • Min. Order: 1Kg
  • Purity: 99.9%
  • Supply Ability: 200tons
  • 2,2'-Bipyridine
  • 2,2'-Bipyridine pictures
  • $100.00
  • 2023-09-12
  • CAS:366-18-7
  • Min. Order: 1bag
  • Purity: 99
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  • 2,2"-Bipyridine
  • 2,2
  • $15.00
  • 2021-07-13
  • CAS:366-18-7
  • Min. Order: 1KG
  • Purity: 99%+ HPLC

Related articles

Bipyridine Chemical Properties
Melting point 70-73 °C(lit.)
Boiling point 273 °C(lit.)
density 1.1668 (rough estimate)
bulk density500kg/m3
vapor pressure 0.584Pa at 25℃
refractive index 1.4820 (estimate)
Fp 121 °C
storage temp. room temp
solubility 5.5g/l
pkapK1:-0.52(+2);pK2:4.352(+1) (20°C)
form Crystalline Powder
color White to almost white
PH7.5 (5g/l, H2O, 25℃)
OdorCharacteristic odour
biological sourcesynthetic (organic)
Water Solubility 5.5 g/L 22 ºC
Merck 14,3347
BRN 113089
Henry's Law Constant1.8×104 mol/(m3Pa) at 25℃, HSDB (2015)
Stability:Stable. Incompatible with strong oxidizing agents, most common metals. May be light sensitive.
InChI1S/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H
InChIKeyROFVEXUMMXZLPA-UHFFFAOYSA-N
SMILESc1ccc(nc1)-c2ccccn2
CAS DataBase Reference366-18-7(CAS DataBase Reference)
NIST Chemistry Reference2,2'-Bipyridine(366-18-7)
EPA Substance Registry System2,2'-Bipyridine (366-18-7)
Safety Information
Hazard Codes T,Xi
Risk Statements 25-36/37/38-20/21-23/24/25-21
Safety Statements 36/37-45-36/37/39-26
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS DW1750000
8
Hazard Note Irritant
TSCA TSCA listed
HazardClass 6.1
PackingGroup III
HS Code 29333999
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 3 Dermal
Acute Tox. 3 Oral
Hazardous Substances Data366-18-7(Hazardous Substances Data)
ToxicityLD50 i.p. in mice: 200 mg/kg (Grady)
MSDS Information
ProviderLanguage
2,2'-Bipyridine English
SigmaAldrich English
ACROS English
ALFA English
Bipyridine Usage And Synthesis
Chemical PropertiesWhite to light red crystalline powder. Soluble in ethanol, ether, benzene, chloroform and petroleum ether, 1 part of this product is about 200 parts of water.
UsesA high-affinity chelator of iron. A reagent used for the determination of iron.
Uses2,2'-bipyridine acts as a bidentate chelating ligand which form complexes with transition metal ions and shows antifungal, antibacterial and antiviral activity. It is used for the colorimetric determination of iron as well as oxidation reduction indicators to confirm the presence of ferrous ion in soils. It forms complexes with ruthenium and platinum, exhibit intense luminescence, which may have practical applications. Copper(I) bipyridine complexes involved in the oxidation of alcohols under aerobic conditions.
DefinitionChEBI: 2,2'-bipyridine is a bipyridine in which the two pyridine moieties are linked by a bond between positions C-2 and C-2'. It has a role as a ferroptosis inhibitor and a chelator.
Preparation2,2'-bipyridine is synthesized by the reaction of pyridine with ferric chloride. Take 70g of anhydrous pyridine and mix with 13g of anhydrous ferric chloride, heat and react at 300℃ in a sealed tube for about 35h. After cooling, the reactant solidified into red-black crystals, the sealing tube was opened, and the red-black solution of the solid was washed out with a small amount of hot water. The oily impurities were removed by extraction with ether. After neutralization with sodium bicarbonate, excess pyridine was removed by heating with steam. The mixture was then made strongly basic, and the 2,2'-bipyridine was distilled off with steam.
Application2,2′-Bipyridine is a very important organic ligand in organic chemistry. Due to its aromatic nature, it can also undergo a range of reduction, oxidation, and C−H bond activation reactions. The corresponding complex can be formed by reacting 2,2′-bipyridine with osmium hexachloride at high temperature overnight.
ReactionsA large number of complexes of 2,2'-bipyridine have been described.It binds metals as a chelating ligand, forming a 5-membered chelate ring.
Synthesis Reference(s)Journal of the American Chemical Society, 100, p. 5567, 1978 DOI: 10.1021/ja00485a053
Synthesis, p. 564, 1986 DOI: 10.1055/s-1986-31705
General Description2,2′-Bipyridyl, is a symmetrical bipyridine commonly used as a neutral ligand for complexation with metal ions. The molecule is planar with trans-conformation and crystallizes in the monoclinic crystal system.
Biochem/physiol ActionsMetalloprotease inhibitor, high-affinity chelator of iron; may inhibit Fe2+ containing enzymes at 108M.
Safety ProfilePoison by ingestion,subcutaneous, and intraperitoneal routes. Experimentalteratogenic data. Questionable carcinogen withexperimental tumorigenic data. Mutation data reported.When heated to decomposition it emits toxic fumes ofNOx.
Source2,2'-Bipyridine is a natural product found in Dichilus strictus, Dichilus gracilis, and other organisms with data available.
Purification Methods2,2'-Bipyridyl crystallises from hexane, or EtOH, or (after charcoal treatment of a CHCl3 solution) from pet ether. Also, it precipitates from a concentrated solution in EtOH by addition of H2O. Dry it in a vacuum over P2O5. It can be further purified by chromatography on Al2O3 or by sublimation. UV (EtOH): at 280nm (log 4.13). max [Airoldi et al. J Chem Soc, Dalton Trans 1913 1986, Beilstein 23 H 199, 23/8 V 16.]
Toxics Screening LevelThe initial threshold screening level (ITSL) for 2,2'-bipyridyl is 0.8 μg/m3 based on an annual averaging time.
Tag:Bipyridine(366-18-7) Related Product Information
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