6-Ethylpicolinaldehyde

Base Information

• Chemical Name: 6-Ethylpicolinaldehyde
• CAS No.: 153646-82-3
• Molecular Formula: C8H9NO
• Molecular Weight: 135.16
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10441304
• Wikidata: Q82258035
• Mol file: 153646-82-3.mol

Synonyms:6-Ethylpicolinaldehyde;153646-82-3;6-ethylpyridine-2-carbaldehyde;2-Pyridinecarboxaldehyde,6-ethyl-(9CI);6-ethyl-2-pyridinecarboxaldehyde;SCHEMBL249047;DTXSID10441304;ZTWDMEWZCFVRQN-UHFFFAOYSA-N;MFCD18256089;DS-3622;CS-0152489;FT-0737608;EN300-246657;A883802;Z1255375781

Chemical Property of 6-Ethylpicolinaldehyde

Chemical Property:

• Boiling Point: 205.4±28.0 °C(Predicted)
• PKA: 3.93±0.10(Predicted)
• PSA: 29.96000
• Density: 1.063±0.06 g/cm3(Predicted)
• LogP: 1.45650
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

97% ^*data from raw suppliers

6-Ethylpicolinaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=NC(=CC=C1)C=O

Technology Process of 6-Ethylpicolinaldehyde

There total 6 articles about 6-Ethylpicolinaldehyde 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:

6-methyl-2-pyridinecarboxaldehyde (1122-72-1) + aq. NH4 OAc + N,N',N'-trimethylenediamine (142-25-6) + methyl iodide (74-88-4) → 6-ethyl-2-pyridinecarboxaldehyde (153646-82-3)

Guidance literature:

With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; water; ethyl acetate;

Reference yield:

5-hexen-3-ol (688-99-3) → 6-ethyl-2-pyridinecarboxaldehyde (153646-82-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 5.5 g / Et₃N / diethyl ether / 3 h

2: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, 20 min, 2.) CH₂Cl₂, 20 min

3: 48 percent / H₂, 48 percent HBF₄ / Raney Ni / ethanol / 6 h / 760 Torr

4: 870 mg / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

5: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, 20 min, 2.) CH₂Cl₂, 20 min

With lithium aluminium tetrahydride; tetrafluoroboric acid; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; nickel; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1021/jm970636+

Reference yield:

ethyl 5-(2-hydroxybutyl)-2-isoxazoline-3-carboxylate (202817-14-9) → 6-ethyl-2-pyridinecarboxaldehyde (153646-82-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, 20 min, 2.) CH₂Cl₂, 20 min

2: 48 percent / H₂, 48 percent HBF₄ / Raney Ni / ethanol / 6 h / 760 Torr

3: 870 mg / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

4: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, 20 min, 2.) CH₂Cl₂, 20 min

With lithium aluminium tetrahydride; tetrafluoroboric acid; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; nickel; In tetrahydrofuran; ethanol;

DOI:10.1021/jm970636+

upstream raw materials:

6-ethyl-2-(hydroxymethyl)pyridine

5-hexen-3-ol

ethyl 5-(2-hydroxybutyl)-2-isoxazoline-3-carboxylate

Ethyl 5-(2-Oxobutyl)-2-isoxazoline-3-carboxylate

Downstream raw materials:

(R)-N-(6-ethylpyridyl-2-methyl)-7-di-(3,5-di-tert-butylphenyl)phosphino-7'-amino-1,1'-spiro-dihydro-indene

6-isopropyl-2-pyridinecarboxaldehyde

N-methyl-N-<(6-ethyl-2-pyridinyl)methyl>amine