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4,4'-Bipyridine

4,4'-Bipyridine Structure
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
MOL File:
553-26-4.mol
MSDS File:
SDS
Modify Date:
2024/5/11 20:10:50

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)
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) 
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(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 289426 4,4′−Dipyridyl 98% 553-26-4 5G ₹3832.05 2022-06-14 Buy
Sigma-Aldrich(India) 8.20158 4,4′-Bipyridine for synthesis 553-26-4 10G ₹6610.01 2022-06-14 Buy
Sigma-Aldrich(India) 289426 4,4′−Dipyridyl 98% 553-26-4 25G ₹9839.93 2022-06-14 Buy
TCI Chemicals (India) B0469 4,4'-Bipyridyl min. 98.0 % 553-26-4 25G ₹5900 2022-05-26 Buy
TCI Chemicals (India) B0469 4,4'-Bipyridyl min. 98.0 % 553-26-4 100G ₹14700 2022-05-26 Buy
Product number Packaging Price Buy
289426 5G ₹3832.05 Buy
8.20158 10G ₹6610.01 Buy
289426 25G ₹9839.93 Buy
B0469 25G ₹5900 Buy
B0469 100G ₹14700 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'.

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.]

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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