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4,4'-Bipyridine

CAS No.
553-26-4
Chemical Name:
4,4'-Bipyridine
Synonyms
4,4-BIPYRIDINE;4,4-DIPYRIDYL;4,4'-BIPYRIDYL;4,4'-DIPYRIDYL;GAMMA,GAMMA-DIPYRIDYL;'LGC' (1608);γ,γ'-Dipyridy;g,g'-Dipyridyl;4,4'-Bipyridyl;4,4'Bipyridinyl
CBNumber:
CB1671180
Molecular Formula:
C10H8N2
Molecular Weight:
156.18
MDL Number:
MFCD00006416
MOL File:
553-26-4.mol
MSDS File:
SDS
Last updated:2024-04-08 17:36:13

4,4'-Bipyridine Properties

Melting point 109-112 °C(lit.)
Boiling point 305 °C(lit.)
Density 1.2814 (rough estimate)
refractive index 1.6057 (estimate)
Flash point 304-305°C
storage temp. Store below +30°C.
solubility 4.5g/l
pka pK1:3.17(+2);pK2:4.82(+1) (25°C)
form Powder
color Off-white to beige
Water Solubility slightly soluble
Sensitive Hygroscopic
λmax 300nm(CH3CN)(lit.)
Merck 14,3348
BRN 113176
Stability Stable. Incompatible with strong oxidizing agents, strong acids.
InChIKey MWVTWFVJZLCBMC-UHFFFAOYSA-N
CAS DataBase Reference 553-26-4(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII X4O2OD61CB
NIST Chemistry Reference 4,4'-Bipyridine(553-26-4)
EPA Substance Registry System 4,4'-Bipyridine (553-26-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310+P330
Hazard Codes  T,Xi
Risk Statements  25-36/37/38-20/21-23/24/25
Safety Statements  26-36/37/39-45
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  DW1760000
Hazard Note  Irritant
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29333999
Toxicity LD50 orally in Rabbit: 172 mg/kg
NFPA 704
1
3 1

4,4'-Bipyridine price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 289426 4,4′?Dipyridyl 98% 553-26-4 5g $38.3 2024-03-01 Buy
Sigma-Aldrich 8.20158 4,4′-Bipyridine for synthesis 553-26-4 10g $75.7 2024-03-01 Buy
Sigma-Aldrich 289426 4,4′?Dipyridyl 98% 553-26-4 25g $126 2024-03-01 Buy
TCI Chemical B0469 4,4'-Bipyridyl >98.0%(GC)(T) 553-26-4 25g $83 2024-03-01 Buy
TCI Chemical B0469 4,4'-Bipyridyl >98.0%(GC)(T) 553-26-4 100g $252 2024-03-01 Buy
Product number Packaging Price Buy
289426 5g $38.3 Buy
8.20158 10g $75.7 Buy
289426 25g $126 Buy
B0469 25g $83 Buy
B0469 100g $252 Buy

4,4'-Bipyridine Chemical Properties,Uses,Production

Chemical Properties

off-white to tan powder

Uses

4,4'-Bipyridine is used in transition-metal complex catalyst chemistry for uniform polymerization, in luminescence chemistry and in spectrophotometric analysis. It plays an important role as a photosensitizer and luminescent material. It is also used as a precursor to paraquat viz. N,N'-dimethyl-4,4'-bipyridinium.

Definition

ChEBI: A bipyridine in which the two pyridine moieties are linked by a bond between positions C-4 and C-4'.

Synthesis Reference(s)

Tetrahedron Letters, 26, p. 1655, 1985 DOI: 10.1016/S0040-4039(00)98576-9

General Description

4,4′-Dipyridyl (BPY) is an organic linker mainly used in the preparation of coordination polymers. It is a pyridine derivative in which pyridyl groups can rotate along the carbon-carbon structure. It can be used as a catalyst for photoelectrochemical reduction.

Safety Profile

Poison by ingestion. When heatedto decomposition it emits toxic vapors of NOx.

Purification Methods

It crystallises from water, *benzene/pet ether, ethyl acetate and sublimes in vacuo at 70o. Also purify it by dissolving in 0.1M H2SO4 and twice precipitating by addition of 1M NaOH to pH 8. Then recrystallise it from EtOH. For the dihydrochloride see Viologen below. [Collman et al. J Am Chem Soc 109 4606 1987, Beilstein 23 H 800, 23 III/IV 1371, 23/8 V 28.]

110-86-1
553-26-4
Synthesis of 4,4'-Bipyridine from Pyridine
Global( 495)Suppliers
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Hebei Mojin Biotechnology Co., Ltd
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View Lastest Price from 4,4'-Bipyridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4,4'-Bipyridine pictures 2024-04-12 4,4'-Bipyridine
553-26-4
US $6.00 / KG 25KG More than 99% 2000KG/Month Hebei Saisier Technology Co., LTD
4,4′-bipyridine pictures 2024-04-08 4,4′-bipyridine
553-26-4
US $0.00-0.00 / Kg 1Kg 99.9% 200tons airuikechemical co., ltd.
4,4'-Bipyridine pictures 2024-02-23 4,4'-Bipyridine
553-26-4
US $65.00-495.00 / g 1g 0.98 25kg Shanghai UCHEM Inc.
  • 4,4'-Bipyridine pictures
  • 4,4'-Bipyridine
    553-26-4
  • US $6.00 / KG
  • More than 99%
  • Hebei Saisier Technology Co., LTD
4,4’-Bipyridine,dihydrate Bipyridine, 4,4'- gamma,gamma’-bipyridyl gamma,gamma'-Bipyridyl 4,4'Bipyridinyl 4,4'-BIPYRIDINE ANHYDROUS PESTANAL 4,4'-Bipyridyl,98% 4,4'-Bipyridine,98% 4,4'-BIPYRIDINE ANHYDROUS 4,4'-Dipyridyl, anhydrous, 98% 4,4-DIPYRIDYL, 4,4-BIPYRIDINE 4,4''-DIPYRIDINE / 4,4''-DIPYRIDYL 4,4''-DIPYRIDYL, 98%, ANHYDROUS 4,4μ-Bipyridine, 4,4μ-Bipyridyl 4,4'-Dipyridyl ,99% g,g'-Dipyridyl 4,4′-Bipyridyl,4,4′-Bipyridine 4,4'-Bipyridyl dihydrate 4,4'-Dipyridyl 98% 4, 4 - al pyridine 4,4'-Bipyridine SynonyMs 4,4'-Dipyridyl γ,γ'-Dipyridy 4,4'-Dipyridyl≥ 99% (Assay) 4,4'-Bipyridine for synthesis 'LGC' (1608) GAMMA,GAMMA'-DIPYRIDYL 4, 4'-DIPYRIDINE 4,4'-BIPYRIDINE 4,4'-BIPYRIDYL HYDRATE 4,4,4'-DIPYRIDYL 4-PYRIDIN-4-YLPYRIDINE 4-(4-Pyridyl)pyridine 4,4'-Dipyridyl, 99%, for synthesis 4,4'-Bipyridyl > 4, 4 '- pyridine 4,4,-Bipyridyl, GR 98% 4,4-DIPYRIDYL 4,4-BIPYRIDINE GAMMA,GAMMA-DIPYRIDYL 4,4'-BIPYRIDYL 4,4'-DIPYRIDYL 4,4'-Bipyridine (8CI, 9CI, ACI) Metamitron Impurity 7 4,4'-Bipyridine 4,4'-Bipyridyl 553-26-4 53-26-4 -C5H4N22H2O Photochromic Compounds Viologens (Photochromic, Related Compounds) C9 C9 to C46 Carbonyl Compounds Building Blocks Pyridines Ketones Organic Building Blocks Heterocyclic Building Blocks