5-(1-Naphthyl)-5-oxovaleric acid

Base Information

• Chemical Name: 5-(1-Naphthyl)-5-oxovaleric acid
• CAS No.: 59345-41-4
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.274
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID10502747
• Wikidata: Q82356028
• Mol file: 59345-41-4.mol

Synonyms:5-(1-NAPHTHYL)-5-OXOVALERIC ACID;59345-41-4;5-naphthalen-1-yl-5-oxopentanoic acid;5-(NAPHTHALEN-1-YL)-5-OXOPENTANOIC ACID;MFCD01320087;DTXSID10502747;5-(1-naphthyl)-5-oxopentanoic acid;AKOS013753271;5-Naphthalen-1-yl-5-oxo-pentanoic acid;5-(1-NAPHTHYL)-5-OXOVALERICACID

Chemical Property of 5-(1-Naphthyl)-5-oxovaleric acid

Chemical Property:

• Vapor Pressure: 6.59E-10mmHg at 25°C
• Boiling Point: 477°C at 760 mmHg
• Flash Point: 256.4°C
• PSA: 54.37000
• Density: 1.216g/cm³
• LogP: 3.27740
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 242.094294304
• Heavy Atom Count: 18
• Complexity: 311

Purity/Quality:

95% ^*data from raw suppliers

5-(1-Naphthyl)-5-oxovalericacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-(1-Naphthyl)-5-oxovaleric acid

There total 6 articles about 5-(1-Naphthyl)-5-oxovaleric acid 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: 70.0%

glutaric anhydride, (108-55-4) + 1-Bromonaphthalene (90-11-9) → 4-(1-naphthoyl)butyric acid (59345-41-4)

Guidance literature:

1-Bromonaphthalene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

glutaric anhydride,; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1016/j.bmcl.2009.03.148

Reference yield: 70.0%

1-(1-cyclopenten-1-yl)-naphthalene (58195-37-2) → 4-(1-naphthoyl)butyric acid (59345-41-4)

Guidance literature:

With potassium permanganate; 18-crown-6 ether; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1021/jo00234a013

Reference yield:

1-Bromonaphthalene (90-11-9) → 4-(1-naphthoyl)butyric acid (59345-41-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Mg, I₂ / 1.) ether, reflux, 2.) ether, benzene, RT, 2 h

2: 74 percent / p-TsOH / benzene / 2 h / Heating

3: 70 percent / 18-crown-6 ether, KMnO₄ / tetrahydrofuran / 3 h / Ambient temperature

With potassium permanganate; 18-crown-6 ether; iodine; toluene-4-sulfonic acid; magnesium; In tetrahydrofuran; benzene;

DOI:10.1021/jo00234a013

upstream raw materials:

1-(1-cyclopenten-1-yl)-naphthalene

1-Bromonaphthalene

1-Naphthylcyclopentanol

cyclopentanone

Downstream raw materials:

ethyl 5-(1-naphthyl)-6-phenyl-5-hexanoate

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