| Identification | More | [Name]
4,4'-Vinylenedipyridine | [CAS]
13362-78-2 | [Synonyms]
1,2-BIS(4-PYRIDYL)ETHYLENE
1,2-DI(4-PYRIDYL)ETHYLENE
4,4'-VINYLENEDIPYRIDINE
TRANS-1,2-BIS(4-PYRIDYL)ETHYLENE
4-[(E)-2-(4-Pyridinyl)ethenyl]pyridine
4’-(1,2-ethenediyl)bis-(e)-pyridin
Pyridine, 4,4'-Vinylenedi-, (E)-
trans-4,4'-Dipyridylethylene
trans-4,4-vinylenedipyridine
trans-4,4'-(1,2-ethenediyl)bispyridine
1,2-Bis(4-pyridyl)ethylene, 4,4μ-Vinylenedipyridine
1,2-Di-4-pyridylethene
4-[(E)-2-Pyridin-4-ylethenyl]pyridine
Pyridine, 4,4'-(1,2-ethenediyl)bis-, (E)-
1,2-Di(4-pyridyl)ethylene ,98%
4,4'-[(E)-1,2-Ethenediyl]bis(pyridine)
4,4'-[(E)-1,2-Ethenediyl]bispyridine
4,4'-[(E)-Vinylene]bispyridine
4,4'-[(E)-Vinylene]dipyridine
trans-1,2-Di(4-pyridyl)ethylene | [EINECS(EC#)]
236-432-3 | [Molecular Formula]
C12H10N2 | [MDL Number]
MFCD00006448 | [Molecular Weight]
182.22 | [MOL File]
13362-78-2.mol |
| Chemical Properties | Back Directory | [Appearance]
LIGHT BROWN CRYSTALLINE POWDER | [Melting point ]
148-152 °C (lit.) | [Boiling point ]
334.1±11.0 °C(Predicted) | [density ]
1.145±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
5.50±0.26(Predicted) | [color ]
Brown to Dark Brown | [Detection Methods]
HPLC,NMR | [BRN ]
3865 | [InChI]
InChI=1S/C12H10N2/c1(11-3-7-13-8-4-11)2-12-5-9-14-10-6-12/h1-10H/b2-1+ | [InChIKey]
MGFJDEHFNMWYBD-UPHRSURJSA-N | [SMILES]
C(/C1=CC=NC=C1)=C\C1=CC=NC=C1 | [CAS DataBase Reference]
13362-78-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Pyridine, 4,4'-(1,2-ethenediyl)bis-, (E)-(13362-78-2) | [EPA Substance Registry System]
13362-78-2(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [TSCA ]
TSCA listed | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Description]
4,4'-Vinylenedipyridine belongs to dipyridine derivatives. It is used as a ligand in coordination chemistry for the preparation of a variety of organic compounds. It has also been used as a catalyst in polymer synthesis and as a reagent in peptide and peptidomimetic synthesis. | [Chemical Properties]
LIGHT BROWN CRYSTALLINE POWDER | [Uses]
4,4''-Vinylenedipyridine (cas# 13362-78-2) is a compound useful in organic synthesis. | [Uses]
suzuki reaction | [Synthesis]
The general procedure for the synthesis of 1,2-bis(4-pyridyl)ethene from 4-methylpyridine and 4-pyridinecarboxaldehyde was as follows: 400 μL (4.12 mmol) of 4-methylpyridine was reacted with 3.0 mL (4.32 mmol) of a solution of LDA in THF (5 mL) at -70 °C. Under light-avoiding conditions, 465 μL (4.12 mmol) of 4-pyridinecarboxaldehyde was added by continuous stirring and slow dropwise addition. Subsequently, the reaction mixture was refluxed in the presence of 10 mL of acetic acid for 24 h. The reaction mixture was observed to transform into a yellow solution. The light yellow solid product was isolated from this solution by rotary evaporation. Purification of the solid product using column chromatography under similar conditions afforded 368 mg (49% yield) of the target compound.1H NMR (400 MHz, CDCl3, δ): 8.62 (d, J = 4Hz, 4H, Ar-H), 7.61 (d, J = 4Hz, 4H, Ar-H), 7.55 (s, 2H, -CH=CH-). | [Purification Methods]
Crystallise the ethylene from water (1.6g/100mL at 100o). The di-hydrochloride has m 347o, from EtOH. [Beilstein 23/8 V 239.] | [References]
[1] Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2017, vol. 183, p. 45 - 52
[2] Journal of the American Chemical Society, 1948, vol. 70, p. 2330,2333 |
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