2-Phenylquinoline

• CAS: 612-96-4
• Catalog Number: ACM612964-1
• Category: Quinolines
• Molecular Weight: 205.25
• Molecular Formula: C15H11N
• Synonyms: Quinoline, 2-Phenyl-
• IUPAC Name: 2-phenylquinoline
• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=CC=CC=C3C=C2
• InChI: FSEXLNMNADBYJU-UHFFFAOYSA-N
• InChI Key: InChI=1S/C15H11N/c1-2-6-12(7-3-1)15-11-10-13-8-4-5-9-14(13)16-15/h1-11H
• Boiling Point: 363.0 °C
• Melting Point: 84-85 °C-lit.
• Appearance: White powder
• Complexity: 220
• Covalently-Bonded Unit Count: 1
• EC Number: 210-326-7
• Exact Mass: 205.089149g/mol
• Formal Charge: 0
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Heavy Atom Count: 16
• Isomeric SMILES: C1=CC=C(C=C1)C2=NC3=CC=CC=C3C=C2
• LogP: 3.9 (LogP)
• Monoisotopic Mass: 205.089149g/mol
• NSC Number: 118137
• Rotatable Bond Count: 1
• XLogP3: 3.9

Custom Q&A

What is the molecular weight of 2-Phenylquinoline?

The molecular weight of 2-Phenylquinoline is 205.25.

What are the synonyms for 2-Phenylquinoline?

The synonyms for 2-Phenylquinoline include alpha-Phenylquinoline and a-Phenylquinoline.

What is the melting point of 2-Phenylquinoline?

The melting point of 2-Phenylquinoline is 84-85 °C.

What is the water solubility of 2-Phenylquinoline?

2-Phenylquinoline is slightly soluble in water.

What is the boiling point of 2-Phenylquinoline?

The boiling point of 2-Phenylquinoline is 363 °C.

What is the color of 2-Phenylquinoline?

2-Phenylquinoline is white to light yellow in color.

What is the hazard code for 2-Phenylquinoline?

The hazard code for 2-Phenylquinoline is Xi.

What is the description of 2-Phenylquinoline?

2-Phenylquinoline is the major quinoline alkaloid of Galipea iongiflora, a Bolivian plant used for treatment against cutaneous leishmaniasis.

How is 2-Phenylquinoline used in quantitative structure-activity relationship (QSAR) analyses?

2-Phenylquinoline is used in QSAR analyses of estrogen receptor β-selective ligands.

What is the synthesis reference for 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%).

Synthetic Use

Upstream Synthesis Route 1

• 91-22-5
• 108-86-1

• 612-96-4

Reference: [1]Berman, Ashley M.; Lewis, Jared C.; Bergman, Robert G.; Ellman, Jonathan A.
[Journal of the American Chemical Society, 2008, vol. 130, # 45, p. 14926 - 14927]
[2]Berman, Ashley M.; Bergman, Robert G.; Ellman, Jonathan A.
[Journal of Organic Chemistry, 2010, vol. 75, # 22, p. 7863 - 7868]
[3]Oddo
[Gazzetta Chimica Italiana, 1907, vol. 37 I, p. 574]
Oddo
[Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1907, vol. <5> 16 I, p. 544]

Downstream Synthesis Route 1

• 612-96-4

• 579-93-1

Reference: [1]Chemische Berichte,1886,vol. 19,p. 1198

Downstream Synthesis Route 2

• 612-96-4

• 1570-04-3
• 24005-23-0

Reference: [1]Skupinska, Krystyna A.; McEachern, Ernest J.; Skerlj, Renato T.; Bridger, Gary J.
[Journal of Organic Chemistry, 2002, vol. 67, # 22, p. 7890 - 7893]
[2]Protiva et al.
[Collection of Czechoslovak Chemical Communications, 1950, vol. 15, p. 532,536]

* For details of the synthesis route, please refer to the original source to ensure accuracy.