1,10-Phenanthroline-2-carbaldehyde

Base Information

• Chemical Name: 1,10-Phenanthroline-2-carbaldehyde
• CAS No.: 33795-37-8
• Molecular Formula: C13H8 N2 O
• Molecular Weight: 208.219
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50406119
• Nikkaji Number: J1.630.657F
• Wikidata: Q72500838
• ChEMBL ID: CHEMBL1589997
• Mol file: 33795-37-8.mol

Synonyms:1,10-phenanthroline-2-carbaldehyde;33795-37-8;1,10-Phenanthroline-2-carboxaldehyde;carbonylphenanthroline;MLS001216221;CHEMBL1589997;SCHEMBL12068212;DTXSID50406119;HMS2853K05;MFCD06643927;STK582326;AKOS000267824;CS-W004560;SMR000544453;A846137

Chemical Property of 1,10-Phenanthroline-2-carbaldehyde

Chemical Property:

• Melting Point: 152-154℃
• Boiling Point: 436.1±25.0 °C(Predicted)
• PKA: 4.25±0.10(Predicted)
• PSA: 42.85000
• Density: 1.336±0.06 g/cm3(Predicted)
• LogP: 2.59550
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 208.063662883
• Heavy Atom Count: 16
• Complexity: 269

Purity/Quality:

97% ^*data from raw suppliers

1,10-Phenanthroline-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C3=C(C=C2)C=CC(=N3)C=O)N=C1

Technology Process of 1,10-Phenanthroline-2-carbaldehyde

There total 7 articles about 1,10-Phenanthroline-2-carbaldehyde 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%

2-methyl-1,10-phenanthroline (3002-77-5) → 1,10-phenanthroline-2-carboxyaldehyde (33795-37-8)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; at 65 - 105 ℃; for 2h;

DOI:10.1021/acs.organomet.8b00830

Reference yield: 90.0%

2-hydroxymethyl-1,10-phenanthroline (37067-10-0) → 1,10-phenanthroline-2-carboxyaldehyde (33795-37-8)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 55 ℃; for 8h;

DOI:10.1021/ja011488m

Reference yield: 30.0%

1,10-Phenanthroline (66-71-7) + trimethylaluminum (75-24-1) → 1,10-phenanthroline-2-carboxyaldehyde (33795-37-8)

Guidance literature:

1,10-Phenanthroline; trimethylaluminum; In toluene; at -60 - 30 ℃; for 28h; Inert atmosphere;

With water; In toluene; at -30 - 30 ℃; for 10h; Inert atmosphere;

With nitrobenzene; In dichloromethane; at 210 ℃; for 18h; Inert atmosphere;

upstream raw materials:

2-hydroxymethyl-1,10-phenanthroline

1,10-phenanthroline-2-carbonitrile

methyl 1,10-phenanthroline-2-carboxylate

2-methyl-1,10-phenanthroline

Downstream raw materials:

2-hydroxymethyl-1,10-phenanthroline

2-formyl-1,10-phenanthroline(2,6-diethylanil)

[(2-formyl-1,10-phenanthroline 2,6-diethylanil)]FeCl₂

1,10-phenanthroline-2-carboxylic acid chloride