5-Phenylnicotinaldehyde

Base Information

• Chemical Name: 5-Phenylnicotinaldehyde
• CAS No.: 113118-84-6
• Molecular Formula: C12H9NO
• Molecular Weight: 183.21
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70573579
• Wikidata: Q82462330
• Mol file: 113118-84-6.mol

Synonyms:5-Phenylnicotinaldehyde;113118-84-6;5-phenylpyridine-3-carbaldehyde;3-Phenylpyridine-5-carboxaldehyde;5-Phenylpyridine-3-carboxaldehyde;3-Pyridinecarboxaldehyde, 5-phenyl-;SCHEMBL2106457;DTXSID70573579;ACFVOZGSDCHVGJ-UHFFFAOYSA-N;MFCD03086178;AKOS016845158;DS-7081;SB52782;s11520;CS-0060512;EN300-239865;A894488;A1-15033;J-517926;F2167-2410

Chemical Property of 5-Phenylnicotinaldehyde

Chemical Property:

• Boiling Point: 355.8±30.0 °C(Predicted)
• PKA: 3.05±0.20(Predicted)
• PSA: 29.96000
• Density: 1.147±0.06 g/cm3(Predicted)
• LogP: 2.56110
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 183.068413911
• Heavy Atom Count: 14
• Complexity: 187

Purity/Quality:

97% ^*data from raw suppliers

5-Phenylnicotinaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CN=CC(=C2)C=O

Technology Process of 5-Phenylnicotinaldehyde

There total 7 articles about 5-Phenylnicotinaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

5-bromopyridine-3-carbaldehyde (113118-81-3) + phenylboronic acid (98-80-6) → 5-phenyl-3-pyridinecarboxaldehyde (113118-84-6)

Guidance literature:

With sodium carbonate; In water; for 1.25h; Catalytic behavior; Reflux; Green chemistry;

DOI:10.1002/aoc.5668

Reference yield: 51.0%

5-Formyl-3-phenyl-2H-pyridine-1-carboxylic acid phenyl ester (113118-76-6) → 5-phenyl-3-pyridinecarboxaldehyde (113118-84-6)

Guidance literature:

With sulfur; In decalin; for 2h; Heating;

Reference yield:

3-Bromopyridine (626-55-1,163928-56-1) → 5-phenyl-3-pyridinecarboxaldehyde (113118-84-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 35 percent / NaBH₄ / methanol / -78 °C

2: 67 percent / bis(1,3-diphenylphosphino)propanenickel(II) chloride / benzene; tetrahydrofuran / 2 h / Ambient temperature

3: 1.) POCl₃, 2.) KOAc / 1.) CH₂Cl₂, RT, 4.5 h, 2.) CH₂Cl₂, water, reflux, 20 min

4: 51 percent / sulfur / decahydronaphthalene / 2 h / Heating

With sodium tetrahydroborate; [1,3-bis(diphenylphosphino)propane]nickel(II) dichloride; potassium acetate; sulfur; trichlorophosphate; In tetrahydrofuran; methanol; decalin; benzene;

upstream raw materials:

5-Formyl-3-phenyl-2H-pyridine-1-carboxylic acid phenyl ester

3-Bromopyridine

3-bromo-1-(phenoxycarbonyl)-1,2-dihydropyridine

3-phenyl-1-(phenoxycarbonyl)-1,2-dihydropyridine

Downstream raw materials:

2-methoxy-8-(4-((5-phenylpyridin-3-yl)methyl)piperazin-1-yl)quinoline

8-(4-((5-phenylpyridin-3-yl)methyl)piperazin-1-yl)-3,4-dihydroquinolin-2(1H)-one

6-{4-[(5-phenylpyridin-3-yl)methyl]piperazin-1-yl}-3,4-dihydroquinazolin-2(1H)-one

7-(4-((5-phenylpyridin-3-yl)methyl)piperazin-1-yl)-3,4-dihydroquinazolin-2(1H)-one