Naphthalen-1-yl-propynal

Base Information

• Chemical Name: Naphthalen-1-yl-propynal
• CAS No.: 16176-23-1
• Molecular Formula: C13H8O
• Molecular Weight: 180.206
• DSSTox Substance ID: DTXSID201307144
• Nikkaji Number: J1.689.615B
• Mol file: 16176-23-1.mol

Synonyms:naphthalen-1-yl-propynal;SCHEMBL730485;3-(1-Naphthalenyl)-2-propynal;MHCLWYJKIWFPSU-UHFFFAOYSA-N;DTXSID201307144;16176-23-1

Chemical Property of Naphthalen-1-yl-propynal

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 180.057514874
• Heavy Atom Count: 14
• Complexity: 268

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C#CC=O

Technology Process of Naphthalen-1-yl-propynal

There total 1 articles about Naphthalen-1-yl-propynal 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:

4-naphthalen-1-yl-1-[(3-phenylprop-2-yn-1-yl)oxy]but-3-yn-2-one (923026-47-5) → 3-(naphthalen-1-yl)propiolaldehyde (16176-23-1) + 4-phenyl-3-butyne-2-one (1817-57-8)

Guidance literature:

In acetonitrile; for 2h; Title compound not separated from byproducts; Irradiation;

DOI:10.1002/hlca.200690241

Reference yield: 97.0%

3-(naphthalen-1-yl)propiolaldehyde (16176-23-1) + 4-(2-(tert-butyl)phenyl)-1,2,4-triazolidine-3,5-dione → 2-(2-(tert-butyl)phenyl)-7-(naphthalen-1-yl)-1H,5H-pyrazolo[1,2-a][1,2,4]triazole-1,3,5(2H)-trione

Guidance literature:

With 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; (5aS,10bR)-2-mesityl-9-nitro-5a,10b-dihydro-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-2-ium; sodium carbonate; In tetrahydrofuran; at -20 ℃; for 24h; enantioselective reaction;

DOI:10.1021/acs.orglett.1c01191

Reference yield: 95.0%

3-(naphthalen-1-yl)propiolaldehyde (16176-23-1) + 1,3-cylohexanedione (504-02-9) → 2-(3-(naphthalen-1-yl)prop-2-yn-1-yl)cyclohexane-1,3-dione

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline; In dichloromethane; at 25 ℃; for 0.333333h;

DOI:10.1021/acs.joc.9b02415

upstream raw materials:

4-naphthalen-1-yl-1-[(3-phenylprop-2-yn-1-yl)oxy]but-3-yn-2-one

Downstream raw materials:

1-(1-Naphthyl)-4-(2-Naphthyl)-3-butenin

(E)-1,4-di-(1-naphthyl)butenyne

1-ethynylnaphthalene

C₂₈H₁₈FNO