4,4'-Bipyridine
Synonym(s):γ,γ′-Dipyridyl;4,4′-Bipyridine;4,4′-Bipyridyl
- CAS NO.:553-26-4
- Empirical Formula: C10H8N2
- Molecular Weight: 156.18
- MDL number: MFCD00006416
- EINECS: 209-036-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-28 13:16:12
What is 4,4'-Bipyridine?
Chemical properties
off-white to tan powder
The Uses of 4,4'-Bipyridine
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.
What are the applications of Application
4,4′-Bipyridyl is used in the preparation of nanostructures
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.]
Properties of 4,4'-Bipyridine
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 |
form | Powder |
pka | pK1:3.17(+2);pK2:4.82(+1) (25°C) |
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. |
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 information for 4,4'-Bipyridine
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H301:Acute toxicity,oral |
Computed Descriptors for 4,4'-Bipyridine
InChIKey | MWVTWFVJZLCBMC-UHFFFAOYSA-N |
4,4'-Bipyridine manufacturer
Dr. Silviu Pharmachem Pvt., Ltd.
DeFINE CHEMICALS
Madin Life Sciences Pvt Ltd
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