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ChemicalBook--->CAS DataBase List--->612-96-4

612-96-4

612-96-4 Structure

612-96-4 Structure
IdentificationMore
[Name]

2-Phenylquinoline
[CAS]

612-96-4
[Synonyms]

alpha-Phenylquinoline
2-Phenylquinoline, 99+%
Phenylquinoline,99%
a-Phenylquinoline
[EINECS(EC#)]

210-326-7
[Molecular Formula]

C15H11N
[MDL Number]

MFCD00011568
[Molecular Weight]

205.25
[MOL File]

612-96-4.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystalline powder
[Melting point ]

84-85 °C (lit.)
[Boiling point ]

363 °C
[density ]

1.1155 (rough estimate)
[refractive index ]

1.6550 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

Crystalline Powder
[pka]

4.52±0.10(Predicted)
[color ]

White to light yellow
[Water Solubility ]

SLIGHTLY SOLUBLE
[λmax]

258nm(lit.)
[Detection Methods]

HPLC
[CAS DataBase Reference]

612-96-4(CAS DataBase Reference)
[NIST Chemistry Reference]

Quinoline, 2-phenyl-(612-96-4)
Safety DataBack Directory
[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 .
[WGK Germany ]

3
[HS Code ]

29334900
Raw materials And Preparation ProductsBack Directory
[Raw materials]

1,4-Dioxane-->Bromobenzene-->Quinoline-->Phenylmagnesium bromide-->Phenyllithium
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Phenylquinoline(612-96-4).msds
Hazard InformationBack Directory
[Description]

2-Phenylquinoline is the major quinoline alkaloid of Galipea iongiflora, a Bolivian plant used as treatment for cutaneous leishmaniasis. Antinociceptive properties of 2-phenylquinoline isolated from the bark of Galipea iongiflora against different models of pain in mice were evaluated.
[Chemical Properties]

white to light yellow crystalline powder
[Uses]

2-Phenylquinoline was used in quantitative structure-activity relationship (QSAR) analyses of estrogen receptor β-selective ligands.
[Preparation]

Synthesis of 2-phenylquinoline: Quinoline (1.0 g, 7.742 mmol) and phenyl lithium (2.30 mL, 2 M, 23.22 mmol) were reacted according to general procedure. Purification of the residue by silica gel column chromatography (EtOAc:MeOH:Et3N; 10-30:1:1 or PhMe:MeOH:Et3N; 10:1:1) gave 2-phenylquinoline (0.66 g, 42%) as an orange solid.
Aniline (0.140 g, 1.50 mmol) and cinnamaldehyde (0.132 g, 1.00 mmol) were dissolved in toluene in a reaction vial equipped with a magnetic stirrer bar, followed by the addition of K10 (0.50 g). The reaction mixture was heated at a temperature of 110 ?C for 3 hours. After completion of the reaction, the crude product was purified by column chromatography over silica gel eluting with a mixture of Hexane : Ethyl acetate (20:1) to produce 2-Phenylquinoline as a yellow solid (0.044 g, 21%); (m.p. 82-84 ?C) (lit. 84-85 °C); Rf 0.67 (20:1 hexane:ethyl acetate);
1H NMR (400 MHz, CDCl3) δH 7.46-7.51 (1H, m, H-4’), 7.53-7.56 (3H, m, H-6, 3’, 5’), 7.73- 7.77 (1H, m, H-7), 7.85 (1H, d, J = 8.31 Hz, H-5), 7.88-7.91 (1H, d, J = 8.31 Hz, H-3), 8.18- 8.27 (4H, m, H-4, 8, 2’, 6’)
13C NMR(400 MHz, CDCl3) δC 119.2 (C-3), 126.7 (C-6), 127.2 (C-4a), 127.5 (C-2’, 6’), 127.9 (C-5), 128.4 (C-3’, 5’), 128.7 (C-4’), 128.9 (C-7, 8), 129.8 (C-4), 130.3 (C-1’), 137.9 (C-8a), 157.2 (C-2)
[Synthesis Reference(s)]

Synthetic Communications, 23, p. 1959, 1993 DOI: 10.1080/00397919308009854
Chemical and Pharmaceutical Bulletin, 26, p. 3485, 1978 DOI: 10.1248/cpb.26.3485
Journal of the American Chemical Society, 71, p. 2327, 1949 DOI: 10.1021/ja01175a017
[General Description]

2-Phenylquinoline is the major quinoline alkaloid of Galipea iongiflora, a Bolivian plant used as treatment for cutaneous leishmaniasis. Antinociceptive properties of 2-phenylquinoline isolated from the bark of Galipea iongiflora against different models of pain in mice were evaluated.
Spectrum DetailBack Directory
[Spectrum Detail]

2-Phenylquinoline(612-96-4)MS
2-Phenylquinoline(612-96-4)1HNMR
2-Phenylquinoline(612-96-4)IR1
2-Phenylquinoline(612-96-4)IR2
2-Phenylquinoline(612-96-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Phenylquinoline, 99+%(612-96-4)
[Sigma Aldrich]

612-96-4(sigmaaldrich)
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