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N-methylbiphenyl-2-amine

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N-methylbiphenyl-2-amine Basic information

Product Name:
N-methylbiphenyl-2-amine
Synonyms:
  • N-methylbiphenyl-2-amine
  • N-Methyl-(1,1'-biphenyl)-2-aMine
  • 2-(Methylamino)biphenyl
  • N-Methyl-2-biphenylylamine
  • o-(N-Methylamino)biphenyl
  • 2-(N-Methylamino)-1,1'-biphenyl
  • [1,1'-Biphenyl]-2-amine, N-methyl-
  • 2-(N-METHYLAMINO)-1,1'-BIPHENYL,MIN.95%
CAS:
14925-09-8
MF:
C13H13N
MW:
183.25
Product Categories:
  • Achiral Nitrogen
Mol File:
14925-09-8.mol
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N-methylbiphenyl-2-amine Chemical Properties

Boiling point:
330.0±21.0 °C(Predicted)
Density 
1.052
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
4.17±0.10(Predicted)
form 
liquid
color 
pale-yellow
Sensitive 
air sensitive
InChI
InChI=1S/C13H13N/c1-14-13-10-6-5-9-12(13)11-7-3-2-4-8-11/h2-10,14H,1H3
InChIKey
CARILLOXVAEKID-UHFFFAOYSA-N
SMILES
C1(C2=CC=CC=C2)=CC=CC=C1NC
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Safety Information

HS Code 
2921420090
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N-methylbiphenyl-2-amine Usage And Synthesis

Synthesis

N-methylbiphenyl-2-amine synthesis: To a stirred solution of biphenyl-2-amine (0.029 mol) in 2-propanol (125 mL) a solution 37% of formaldehyde in water (0.059 mol) was added and the solution was stirred for 1 h. In another flask, to a suspension of palladium on activated charcoal (0.003 mol) in 2-propanol (125 mL), a solution of ammonium formate (0.29 mol) in water (50 mL) was added. The two solutions were combined and the new suspension was stirred overnight at r.t. and then refluxed for 1 h. After cooling, the suspension was filtered over a Celite pad and the solvent was evaporated. The residue was dissolved in dichloromethane and washed with water. The organic layer was dried over Na2SO4 and evaporated[1].

References

[1] Sozio, P., Marinelli, L., Cacciatore, I., Fontana, A., Türkez, H., Giorgioni, G., Ambrosini, D., Barbato, F., Grumetto, L., Pacella, S., Cataldi, A., Stefano, A. D. (2013). New flurbiprofen derivatives: synthesis, membrane affinity and evaluation of in vitro effect on β-amyloid levels. Molecules, 18 9, 10747–10767. https://doi.org/10.3390/molecules180910747

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