4-Oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

Base Information

• Chemical Name: 4-Oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid
• CAS No.: 3123-46-4
• Molecular Formula: C11H10 O3
• Molecular Weight: 190.199
• Hs Code.: 2918300090
• European Community (EC) Number: 840-967-3
• NSC Number: 75928
• UNII: 0900C3T07O
• Nikkaji Number: J2.792.839K
• Wikidata: Q27148741
• Mol file: 3123-46-4.mol

Synonyms:4-oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid;3123-46-4;4-oxo-2,3-dihydro-1H-naphthalene-1-carboxylic acid;1,2,3,4-Tetrahydro-4-oxo-1-naphthoic acid;NSC-75928;0900C3T07O;UNII-0900C3T07O;1-Naphthalenecarboxylic acid, 1,2,3,4-tetrahydro-4-oxo-;Oprea1_723969;SCHEMBL6796657;CHEBI:79621;KTWAOLHYZNAOLN-UHFFFAOYSA-N;NSC75928;MFCD00177946;NSC 75928;AKOS005073884;SS-3938;AM803677;CS-0035866;FT-0729972;EN300-200259;J-515900;4-oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylicacid;Q27148741;1-NAPHTHOIC ACID, 1,2,3,4-TETRAHYDRO-4-OXO-;4-oxo-1,2,3,4-tetrahydro-1-naphthalenecarboxylic acid;Z1198151699

Chemical Property of 4-Oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.9E-06mmHg at 25°C
• Melting Point: 93-95 °C
• Boiling Point: 379.9°Cat760mmHg
• PKA: 3.97±0.20(Predicted)
• Flash Point: 197.7°C
• PSA: 54.37000
• Density: 1.311g/cm³
• LogP: 1.83130
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 190.062994177
• Heavy Atom Count: 14
• Complexity: 259

Purity/Quality:

98%min ^*data from raw suppliers

4-Oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C2=CC=CC=C2C1C(=O)O

Technology Process of 4-Oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

There total 10 articles about 4-Oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic 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: 90.0%

2-phenylglutaric anhydride (2959-96-8) → 4-oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid (3123-46-4)

Guidance literature:

With polyphosphoric acid; at 100 - 110 ℃; for 0.5h;

DOI:10.1039/c4md00177j

Reference yield:

(S)-2-phenyl-glutaric acid-anhydride (1092706-10-9) → (S)-4-oxo-1,2,3,4-tetrahydro-[1]naphthoic acid (3123-46-4,59019-98-6,127126-96-9)

Guidance literature:

With sulfuric acid;

DOI:10.1021/ja01513a044

Reference yield:

(S)-2-phenyl-glutaric acid (59349-80-3) → (S)-4-oxo-1,2,3,4-tetrahydro-[1]naphthoic acid (3123-46-4,59019-98-6,127126-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1: acetyl chloride

2: H₂SO₄

With sulfuric acid; acetyl chloride;

DOI:10.1021/ja01513a044

upstream raw materials:

2-phenylglutaric anhydride

2-phenylglutaric acid

2-phenyl-glutaric acid-1-ethyl ester-5-methyl ester

Ethyl 2-phenylethanoate

Downstream raw materials:

tetralin-1-carboxylic acid

1-(1',4-dimethyl-1-phenyl-1H,1'H-[3,4'-bipyrazol]-5-yl)-3-(4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)urea

(R)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

(S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

Refernces

• 1、 Dell'Orto, Silvia,Masciocchi, Daniela,Villa, Stefania,Meneghetti, Fiorella,Celentano, Giuseppe,Barlocco, Daniela,Colombo, Diego,Legnani, Laura,Toma, Lucio,Jeon, Yoon Jung,Kwon, Byoung-Mog,Asai, Akira,Gelain, Arianna. "Modeling, synthesis and NMR characterization of novel chimera compounds targeting STAT3". . p. 1651 - 1657. Retrieved 2014.
• 2、 Joshi,Samant. "Studies in friedel-crafts reaction: Part IV -friedel-crafts reaction of 2-aryl-and 2,4-diphenylpentanedioic anhydrides". . p. 22 - 25. Retrieved 2007/10/02.