6-Methoxy-2-naphthoic acid

Base Information

• Chemical Name: 6-Methoxy-2-naphthoic acid
• CAS No.: 2471-70-7
• Molecular Formula: C12H10O3
• Molecular Weight: 202.21
• Hs Code.: 2918992090
• European Community (EC) Number: 607-425-6
• NSC Number: 408786
• UNII: 65IH1SV66A
• DSSTox Substance ID: DTXSID60179448
• Nikkaji Number: J746.007D
• Wikidata: Q27263882
• ChEMBL ID: CHEMBL1510822
• Mol file: 2471-70-7.mol

Synonyms:6-Methoxy-2-naphthoic acid;2471-70-7;6-methoxynaphthalene-2-carboxylic acid;2-Naphthalenecarboxylic acid, 6-methoxy-;6-Methoxy-2-naphthalenecarboxylic acid;Naproxen Impurity O;6-METHOXY-2-NAPHTHOICACID;NSC-408786;2-Methoxy-6-naphthalenecarboxylic acid;UNII-65IH1SV66A;65IH1SV66A;Naproxen specified impurity O [EP];MFCD00092750;2-Carboxy-6-methoxynaphthalene;6-Methoxynaphthalene-2-carboxylic Acid (6-Methoxy-2-naphthoic Acid;2-Carboxy-6-methoxynaphthalene);6-Methoxy-naphthalene-2-carboxylic acid;NSC408786;methoxy-2-naphthoic acid;SCHEMBL8132;6-Methoxy-2-naphthoic-acid;Oprea1_818959;MLS000530758;2-Naphthoic acid, 6-methoxy-;6-Methoxy-2-naphthoic acid #;CHEMBL1510822;DTXSID60179448;CHEBI:192675;HMS1586L21;HMS2418A16;HMS3886I19;6-Methoxy-2-naphthoic acid, 97%;HY-B2121;6-mehoxy-2-Naphthoic acid Impurity;s5302;STL231877;AKOS001122155;CCG-266596;FS-1706;SB12595;6-Methoxy-2-naphthalene carboxylic acid;NAPROXEN IMPURITY O [EP IMPURITY];SMR000135796;SY050144;CS-0020278;EU-0078635;FT-0621185;M1418;EN300-12075;A817464;AE-907/30536019;SR-01000495891;J-015641;SR-01000495891-1;Q27263882;Z57981937;F2191-0017;6-Methoxy-2-naphthoic acid, pharmaceutical impurity standard

Chemical Property of 6-Methoxy-2-naphthoic acid

Chemical Property:

• Appearance/Colour: white or cream-colored solid
• Vapor Pressure: 3.65E-06mmHg at 25°C
• Melting Point: 192-194 °C
• Boiling Point: 371.1 °C at 760 mmHg
• PKA: 4.30±0.30(Predicted)
• Flash Point: 147.8 °C
• PSA: 46.53000
• Density: 1.263 g/cm³
• LogP: 2.54660
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly. Sonicated), Ethyl Acetate (Slightly), Methanol (Slightly, Heated
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 202.062994177
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

99.5% ^*data from raw suppliers

6-Methoxy-2-naphthoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C=C(C=C2)C(=O)O
• Uses: An impurity of Naproxen (N377525) with bactericidal and fungicidal activity. A metabolite of Nabumetone (N200500). Naproxen USP Related Compound A. An impurity of Naproxen (N377525) with bactericidal and fungicidal activity. A metabolite of Nabumetone (N200500).

Technology Process of 6-Methoxy-2-naphthoic acid

There total 30 articles about 6-Methoxy-2-naphthoic 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: 100.0%

carbon monoxide (201230-82-2) + 2-Bromo-6-methoxynaphthalene (5111-65-9) → 2-methoxy-6-naphthoic acid (2471-70-7)

Guidance literature:

With dicobalt octacarbonyl; potassium carbonate; methyloxirane; In methanol; at 60 ℃; for 10.5h; under 760 Torr;

DOI:10.1007/s11167-005-0619-y

Reference yield: 98.0%

2-cyano-6-methoxynaphthalene (67886-70-8) → 2-methoxy-6-naphthoic acid (2471-70-7)

Guidance literature:

With potassium hydroxide; dihydrogen peroxide; In ethanol; water; for 18h; Heating;

DOI:10.1021/jo00391a001

Reference yield: 90.0%

dimethyl sulfate (77-78-1) + naphthalene-2-carboxylate (93-09-4) → 2-methoxy-6-naphthoic acid (2471-70-7)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 65 ℃; for 5h;

upstream raw materials:

6-methoxy-2-acetylnaphthalene

6-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

2-cyano-6-methoxynaphthalene

6-methoxy-2-propionylnaphthalene

Downstream raw materials:

6-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

1,2,3,4-tetrahydro-2-naphthoic acid

6-methoxy-2-naphthoyl chloride

6-Hydroxy-2-naphthoic acid

Refernces

• 1、 Lokhande, Tushar N.,Viswanathan,Joshi, Advait,Juvekar, Aarti. "Design, synthesis and evaluation of naphthalene-2-carboxamides as reversal agents in MDR cancer". . p. 6022 - 6026. Retrieved 2006.
• 2、 Banerjee et al.. "". . p. 561,563,564. Retrieved 1970.
• 3、 Chothani,Akbari,Patel,Patel. "The influence of the thioalkyl terminal group on the mesomorphic behavior of some 6-alkoxy-2-naphthoates derived from 1,3,4-oxadiazole". . p. 31 - 46. Retrieved 2016/07/21.
• 4、 Ke, Haihua,Chen, Xiaofeng,Zou, Gang. "N-heterocyclic carbene-assisted, Bis(phosphine)nickel-catalyzed cross-couplings of diarylborinic acids with aryl chlorides, tosylates, and sulfamates". . p. 7132 - 7140. Retrieved 2014/08/18.