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4-Phenylpyridine

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4-Phenylpyridine Basic information

Product Name:
4-Phenylpyridine
Synonyms:
  • TIMTEC-BB SBB008518
  • 4-Aza-1,1'-biphenyl
  • 4-phenyl-pyridin
  • p-Phenylpyridine
  • Pyridine, 4-phenyl-
  • 4-PYRIDYLBENZENE
  • 4-PHENYLPYRIDINE
  • 4-AZABIPHENYL
CAS:
939-23-1
MF:
C11H9N
MW:
155.2
EINECS:
213-357-4
Product Categories:
  • C9 to C46
  • Heterocyclic Building Blocks
  • Pyridine
  • Pyridines derivates
  • Pyridines
Mol File:
939-23-1.mol
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4-Phenylpyridine Chemical Properties

Melting point:
69-73 °C (lit.)
Boiling point:
274-275 °C (lit.)
Density 
1.1088 (rough estimate)
refractive index 
1.6210 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform, Methanol
form 
Crystalline Powder
pka
5.45±0.10(Predicted)
color 
Light yellow to beige
Water Solubility 
SOLUBLE
BRN 
110490
LogP
2.590
CAS DataBase Reference
939-23-1(CAS DataBase Reference)
NIST Chemistry Reference
4-phenyl-pyridine(939-23-1)
EPA Substance Registry System
4-Phenylpyridine (939-23-1)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
UT7141000
10
HazardClass 
IRRITANT, KEEP COLD
HS Code 
29333990

MSDS

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4-Phenylpyridine Usage And Synthesis

Chemical Properties

LIGHT YELLOW TO BEIGE CRYSTALLINE POWDER

Uses

4-Phenylpyridine is a useful synthetic intermediate. 4-Phenylpyridine has been shown to induce inhibition of mitochondrial respiration in mice.

Definition

ChEBI: 4-Phenylpyridine is a phenylpyridine.

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 1702, 1956 DOI: 10.1021/ja01589a060
Synthetic Communications, 21, p. 619, 1991 DOI: 10.1080/00397919108020828
Tetrahedron Letters, 36, p. 5247, 1995 DOI: 10.1016/0040-4039(95)00983-J

Enzyme inhibitor

This substituted pyridine (FW = 155.20 g/mol; CAS 939-23-1; M.P. = 69- 73°C; B.P. = 274-275°C), which occurs naturally and is likewise a manmade pollutant, inhibits human placental aromatase, Ki = 0.36 μM, monoamine oxidase, and NADH dehydrogenase. 4-Phenylpyridine is also an effective inhibitor of mitochondrial complex I. Note that it both occurs naturally and is an environmental pollutant.

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