8-Phenylnaphthalene-1-carboxaldehyde

Base Information

• Chemical Name: 8-Phenylnaphthalene-1-carboxaldehyde
• CAS No.: 56432-22-5
• Molecular Formula: C₁₇H₁₂O
• Molecular Weight: 232.282
• DSSTox Substance ID: DTXSID40480786
• Wikidata: Q82315858
• Mol file: 56432-22-5.mol

Synonyms:8-Phenylnaphthalene-1-carboxaldehyde;56432-22-5;DTXSID40480786;FT-0713671

Chemical Property of 8-Phenylnaphthalene-1-carboxaldehyde

Chemical Property:

• Boiling Point: 398.9±11.0 °C(Predicted)
• Density: 1.158±0.06 g/cm3(Predicted)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 232.088815002
• Heavy Atom Count: 18
• Complexity: 279

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC3=C2C(=CC=C3)C=O

Technology Process of 8-Phenylnaphthalene-1-carboxaldehyde

There total 4 articles about 8-Phenylnaphthalene-1-carboxaldehyde 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: 53.0%

N-methoxy-N-methyl-8-phenyl-1-naphthamide → 8-phenyl-1-naphthaldehyde (56432-22-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 50 ℃; for 3h;

DOI:10.1002/chem.201903500

Reference yield:

naphthalene-1-(N-methoxy-N-methyl)carboxamide → 8-phenyl-1-naphthaldehyde (56432-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; trifluorormethanesulfonic acid / 1,2-dichloro-ethane / 24 h / 80 °C / Sealed tube

2: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 50 °C

With lithium aluminium tetrahydride; trifluorormethanesulfonic acid; palladium diacetate; In tetrahydrofuran; 1,2-dichloro-ethane;

DOI:10.1002/chem.201903500

Reference yield:

1-naphthalenecarboxylic acid (86-55-5) → 8-phenyl-1-naphthaldehyde (56432-22-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

1.2: 16 h / 0 - 20 °C

2.1: palladium diacetate; trifluorormethanesulfonic acid / 1,2-dichloro-ethane / 24 h / 80 °C / Sealed tube

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 50 °C

With lithium aluminium tetrahydride; oxalyl dichloride; trifluorormethanesulfonic acid; palladium diacetate; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.201903500

upstream raw materials:

1-naphthalenecarboxylic acid

Diphenyliodonium triflate

Refernces