4-NAPHTHALEN-1-YL-4-OXO-BUTYRIC ACID

Base Information

• Chemical Name: 4-NAPHTHALEN-1-YL-4-OXO-BUTYRIC ACID
• CAS No.: 4653-13-8
• Molecular Formula: C14H12O3
• Molecular Weight: 228.247
• Hs Code.: 2918300090
• European Community (EC) Number: 672-338-2
• NSC Number: 408067
• DSSTox Substance ID: DTXSID10298890
• Nikkaji Number: J1.963.500G
• Wikidata: Q81985661
• ChEMBL ID: CHEMBL1530549
• Mol file: 4653-13-8.mol

Synonyms:4-NAPHTHALEN-1-YL-4-OXO-BUTYRIC ACID;4-(1-NAPHTHYL)-4-OXOBUTANOIC ACID;4-(1-NAPHTHYL)-4-OXOBUTYRIC ACID;1-(3-CARBOXYPROPIONYL)NAPHTHALENE;CHEMBRDG-BB 5101824;4-keto-4-(1-naphthyl)butyric acid;4-naphthalen-1-yl-4-oxobutanoic acid;4-naphthalen-1-yl-4-oxo-butanoic acid

Chemical Property of 4-NAPHTHALEN-1-YL-4-OXO-BUTYRIC ACID

Chemical Property:

• Melting Point: 175℃
• Boiling Point: 459.6 °C at 760 mmHg
• PKA: 4.53±0.17(Predicted)
• Flash Point: 245.9 °C
• PSA: 54.37000
• Density: 1.249 g/cm³
• LogP: 2.88730
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 228.078644241
• Heavy Atom Count: 17
• Complexity: 298

Purity/Quality:

99% ^*data from raw suppliers

γ-Oxo-1-naphthalenebutanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C(=O)CCC(=O)O
• Uses: γ-Oxo-1-naphthalenebutanoic Acid (cas# 4653-13-8) is a compound useful in organic synthesis.

Technology Process of 4-NAPHTHALEN-1-YL-4-OXO-BUTYRIC ACID

There total 16 articles about 4-NAPHTHALEN-1-YL-4-OXO-BUTYRIC 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: 88.0%

4-naphthalen-1-yl-4-oxobut-2-enoic acid → 4-(1-naphthyl)-4-oxobutanoic acid (4653-13-8)

Guidance literature:

With acetic acid; zinc;

DOI:10.3987/COM-06-10690

Reference yield: 60.0%

succinic acid anhydride (108-30-5) + naphthalene (91-20-3,71998-51-1,72931-45-4) → 4-(1-naphthyl)-4-oxobutanoic acid (4653-13-8) + 4-(2-naphthyl)-4-oxobutyric acid (1590-22-3)

Guidance literature:

In nitrobenzene;

DOI:10.1002/ardp.198700018

Reference yield: 58.0%

succinic acid anhydride (108-30-5) + 1-Bromonaphthalene (90-11-9) → 4-(1-naphthyl)-4-oxobutanoic acid (4653-13-8)

Guidance literature:

1-Bromonaphthalene; With magnesium; In tetrahydrofuran; for 0.5h; Inert atmosphere;

succinic acid anhydride; In tetrahydrofuran; at -78 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1246/cl.150686

upstream raw materials:

succinic acid anhydride

naphthalene

1-naphthylmagnesiumbromide

N-methylsuccinimide

Downstream raw materials:

5-naphthalen-1-yldihydrofuran-2-one

ethyl 4-(naphthalen-1-yl)-4-oxobutanoate

2-(naphthalen-1-yl)-1H-pyrrole

5-naphthalen-1-yl-3H-furan-2-one

Refernces

• 1、 Newman et al.. "-". . p. 1784. Retrieved 1947.
• 2、 Khisal, Subuhi,Mishra, Ravinesh,Partap, Sangh,Siddiqui, Aness Ahmad,Yar, Mohammad Shahar. "Synthesis, anti-convulsant activity and molecular docking study of novel thiazole pyridazinone hybrid analogues". . . Retrieved 2020/04/07.
• 3、 Vecchi, Andrea,Grippo, Valentina,Floris, Barbara,Marrani, Andrea Giacomo,Conte, Valeria,Galloni, Pierluca. "π-Interactions as a tool for an easy deposition of meso- tetraferrocenylporphyrin on surfaces". supporting information. p. 3535 - 3542. Retrieved 2013/11/06.