8-Oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid

Base Information

• Chemical Name: 8-Oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid
• CAS No.: 89781-52-2
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.199
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID70563657
• Nikkaji Number: J1.842.041D
• Wikidata: Q82448131
• Mol file: 89781-52-2.mol

Synonyms:89781-52-2;8-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid;8-oxo-6,7-dihydro-5H-naphthalene-2-carboxylic acid;8-Oxo-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid;1-tetralon-7-carboxylic acid;SCHEMBL552091;DTXSID70563657;NZBNORDTBKGVQM-UHFFFAOYSA-N;BCP15198;AM9490;MFCD00471460;AKOS000103523;CS-W007253;DS-8116;SB39699;AC-31621;EN300-160321;I10559;A861069;Z274568290;8-OXO-5,6,7,8-TETRAHYDRO-NAPHTHALENE-2-CARBOXYLICACID

Chemical Property of 8-Oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid

Chemical Property:

• Melting Point: 216 °C
• Boiling Point: 389.1±31.0 °C(Predicted)
• PKA: 3.97±0.20(Predicted)
• PSA: 54.37000
• Density: 1.309±0.06 g/cm3(Predicted)
• LogP: 1.90380
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• 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:

97% ^*data from raw suppliers

8-Oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=C(C=C2)C(=O)O)C(=O)C1
• Uses: 5,6,7,8-Tetrahydro-8-oxo-2-naphthoic Acid can be used to treat cancer and other Pin1-?associated conditions.

Technology Process of 8-Oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid

There total 6 articles about 8-Oxo-5,6,7,8-tetrahydronaphthalene-2-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: 65.0%

carbon dioxide (124-38-9,18923-20-1) + 7-Bromo-1,2,3,4-tetrahydronaphthalene-1-spiro-2'-(1',3'-dioxacyclopentane) (111773-13-8) → 8-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid (89781-52-2)

Guidance literature:

7-Bromo-1,2,3,4-tetrahydronaphthalene-1-spiro-2'-(1',3'-dioxacyclopentane); With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 - 0 ℃;

carbon dioxide; In tetrahydrofuran; pentane; at -78 ℃; for 0.5h;

With hydrogenchloride; water; In tetrahydrofuran; pentane; at -78 ℃;

DOI:10.1021/ol100117s

Reference yield:

4-(3-carboxypropyl)benzoic acid (34162-06-6) → 8-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid (89781-52-2)

Guidance literature:

With aluminium trichloride; sodium chloride;

DOI:10.1039/jr9560004647

Reference yield:

ethyl 4-phenylbutyrate (10031-93-3) → 8-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid (89781-52-2)

Guidance literature:

Multi-step reaction with 3 steps

1: AlCl₃

2: NaOCl, OH^-

3: AlCl₃, NaCl / Heating

With sodium hypochlorite; aluminium trichloride; hydroxide; sodium chloride;

upstream raw materials:

4-(3-carboxypropyl)benzoic acid

ethyl 4-phenylbutyrate

4-(4-acetylphenyl)butyric acid ethyl ester

4-(4-acetylphenyl)butanoic acid

Downstream raw materials:

methyl 8-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylate

8-(Hydroxyimino)-5,6,7,8-tetrahydronaphth-2-oic Acid

5,6-dihydro-7-(1H-imidazol-1-yl)-2-naphthalenecarboxylic acid

7-nitro-3,4-dihydro-2H-naphthalen-1-one