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772-03-2

772-03-2 Structure

772-03-2 Structure
IdentificationBack Directory
[Name]

2-VINYLQUINOLINE
[CAS]

772-03-2
[Synonyms]

NSC 99356
2-VINYLQUINOLINE
2-ethenyl-quinolin
2-Ethenylquinoline
2-Vinylquinoline 97%
2-Vinylquinoline (stabilised)
2-Vinylquinoline, stabilized,99%
[EINECS(EC#)]

212-246-8
[Molecular Formula]

C11H9N
[MDL Number]

MFCD00041861
[MOL File]

772-03-2.mol
[Molecular Weight]

155.2
Chemical PropertiesBack Directory
[Appearance]

dark orange-brown liquid
[Melting point ]

284-285 °C
[Boiling point ]

269.01°C (rough estimate)
[density ]

1.0300
[refractive index ]

1.6210 (estimate)
[storage temp. ]

2-8°C
[form ]

liquid
[pka]

4.88±0.40(Predicted)
[color ]

Pale yellow
[CAS DataBase Reference]

772-03-2
[EPA Substance Registry System]

Quinoline, 2-ethenyl- (772-03-2)
Hazard InformationBack Directory
[Chemical Properties]

dark orange-brown liquid
[Synthesis]

2-Chloroquinoline

612-62-4

Tributyl(vinyl)tin

7486-35-3

2-VINYLQUINOLINE

772-03-2

1. Synthesis of 2-vinylquinoline (1-2): 2-Chloroquinoline (1-1) (1.00 g, 6.1 mmol) was dissolved in toluene (25 mL) and sprayed with N2 gas for 5 min to deoxidize. Subsequently tributyl (vinyl) stannane (2.52 g, 8.0 mmol) and tetrakis (triphenylphosphine) palladium (0.353 g, 0.31 mmol) were added. The reaction mixture was heated at 125 °C for 1 h. After completion of the reaction it was cooled to room temperature and concentrated under vacuum. The concentrated residue was suspended in dichloromethane (20 mL) and purified by silica gel fast column chromatography (80 g silica gel column) with an elution gradient of 0-30% ethyl acetate/hexanes and an elution time of 20-30 min. Fractions containing the target product 2-vinylquinoline (1-2) were collected, combined and the solvent was removed under vacuum to give 700 mg (74% yield) of a clear, oily product. LC/MS analysis showed m/z (M + H) = 156.0.

[References]

[1] Patent: WO2013/28590, 2013, A1. Location in patent: Page/Page column 33; 34
[2] Patent: EP2714041, 2016, B1. Location in patent: Paragraph 0111
[3] Patent: WO2013/74390, 2013, A1. Location in patent: Page/Page column 34
[4] Organic Letters, 2000, vol. 2, # 4, p. 433 - 436
[5] Patent: EP2621926, 2017, B1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[TSCA ]

TSCA listed
[HS Code ]

2933499090
Spectrum DetailBack Directory
[Spectrum Detail]

2-VINYLQUINOLINE(772-03-2)FT-IR
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