Methyl 3-hydroxy-2-naphthoate

Base Information

• Chemical Name: Methyl 3-hydroxy-2-naphthoate
• CAS No.: 883-99-8
• Molecular Formula: C12H10O3
• Molecular Weight: 202.21
• Hs Code.: 2918290000
• European Community (EC) Number: 212-936-9
• NSC Number: 25175
• UNII: QCA37S018N
• DSSTox Substance ID: DTXSID8061260
• Nikkaji Number: J131.974D
• Wikidata: Q72491405
• Mol file: 883-99-8.mol

Synonyms:Methyl 3-hydroxy-2-naphthoate;883-99-8;methyl 3-hydroxynaphthalene-2-carboxylate;2-Naphthalenecarboxylic acid, 3-hydroxy-, methyl ester;3-HYDROXY-2-NAPHTHOIC ACID METHYL ESTER;Methyl 2-hydroxy-3-naphthoate;2-Hydroxy-3-naphthoic acid methyl ester;Methyl 3-hydroxy-2-naphthalenecarboxylate;2-Naphthoic acid, 3-hydroxy-, methyl ester;QCA37S018N;EINECS 212-936-9;NSC 25175;NSC-25175;METHYL-3-HYDROXY-2-NAPHTHOATE;AI3-30205;3-carbomethoxy-2-naphthol;UNII-QCA37S018N;Oprea1_708489;3-Hydroxy-2-naphthalenecarboxylic acid methyl ester;SCHEMBL441907;methyl 3-hydroxyl-2-naphthoate;DTXSID8061260;Methyl 3-naphthol-2-carboxylate;YVVBECLPRBAATK-UHFFFAOYSA-;NSC25175;BBL000072;MFCD00004099;STK331041;AKOS000121247;Methyl 3-hydroxy-2-naphthoate, 97%;AM87362;3-(METHOXYCARBONYL)-2-NAPHTHOL;.beta.-Hydroxynaphthoic acid methyl ester;AS-47987;methyl 2-hydroxynaphthalene-3-carboxylate;METHYL 2-HYDROXY-3-NAPHTHOIC ACID;2,3-HydroxynaphthoesA currencyuremethylester;2-AMINO-2-(TRIFLUOROMETHOXY)BIPHENYL;CS-0070675;FT-0615807;H0283;EN300-15492;F17484;SR-01000319748;2-hydroxy-3-naphthalene carboxylic acid methyl ester;SR-01000319748-1;Z19713483;F2182-0163;2-HYDROXYNAPHTHALENE-3-CARBOXYLIC ACID METHYL ESTER

Chemical Property of Methyl 3-hydroxy-2-naphthoate

Chemical Property:

• Vapor Pressure: 8.59E-05mmHg at 25°C
• Melting Point: 73-75 oC
• Refractive Index: 1.642
• Boiling Point: 330.5°Cat760mmHg
• PKA: 9.36±0.40(Predicted)
• Flash Point: 142.5°C
• PSA: 46.53000
• Density: 1.264g/cm³
• LogP: 2.33200
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.2
• 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:

96% 1H NMR ^*data from raw suppliers

Methyl 3-Hydroxy-2-naphthoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=CC=CC=C2C=C1O

Technology Process of Methyl 3-hydroxy-2-naphthoate

There total 22 articles about Methyl 3-hydroxy-2-naphthoate 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: 99.0%

methanol (67-56-1) + 3-Hydroxy-2-naphthoic acid (92-70-6) → 3-hydroxy-2-naphthoic acid methyl ester (883-99-8)

Guidance literature:

With hydrogenchloride; reflux, 2 h, r.t., 12 h;

DOI:10.1002/(SICI)1522-2675(19990707)82:7<981::AID-HLCA981>3.0.CO;2-V

Reference yield: 85.0%

methyl 2-(2-bromobenzyl)-2-fluoro-3-oxobutanoate → 3-hydroxy-2-naphthoic acid methyl ester (883-99-8)

Guidance literature:

With palladium diacetate; caesium carbonate; triphenylphosphine; In toluene; at 100 ℃; for 12h; Molecular sieve; Inert atmosphere;

DOI:10.1002/adsc.201901573

Reference yield: 84.0%

3-(2-methoxycarbonylmethyl-phenyl)-propynoic acid methyl ester (425376-47-2) → 3-hydroxy-2-naphthoic acid methyl ester (883-99-8)

Guidance literature:

In dimethyl sulfoxide; at 25 ℃; for 3.5h;

DOI:10.1021/jo035342c

upstream raw materials:

methanol

3-hydroxy-2-naphthoyl chloride

3-methoxy-2-naphthoic acid

3-Hydroxy-2-naphthoic acid

Downstream raw materials:

4-(α-chloro-4-methyl-benzyl)-3-hydroxy-[2]naphthoic acid methyl ester

4-(α-bromo-4-methyl-benzyl)-3-hydroxy-[2]naphthoic acid methyl ester

4-(α-chloro-4-formyl-benzyl)-3-hydroxy-[2]naphthoic acid methyl ester

4-(α-bromo-4-formyl-benzyl)-3-hydroxy-[2]naphthoic acid methyl ester

Refernces

• 1、 Martinez, Aaron D.,Deville, Jay P.,Stevens, Joel L.,Behar, Victor. "Nucleophilic Partners in the Tandem Conjugate Addition-Dieckmann Condensation Reaction: 1. Synthesis of 1,2,3-Trisubstituted Naphthalenes". . p. 991 - 992. Retrieved 2004.
• 2、 Terfassa, Belina,Schachner, J?rg A.,Traar, Pedro,Belaj, Ferdinand,M?sch Zanetti, Nadia C.. "Oxorhenium(V) complexes with naphtholate-oxazoline ligands in the catalytic epoxidation of olefins". . p. 141 - 145. Retrieved 2014.
• 3、 Griffiths, John,Feng, Kai-Chia. "The influence of intramolecular hydrogen bonding on the order parameter and photostability properties of dichroic azo dyes in a nematic liquid crystal host". . p. 2333 - 2338. Retrieved 1999.
• 4、 Sahoo, Priya Ranjan,Kumar, Arvind,Kumar, Ajeet,Kumar, Satish. "Synthesis and optical properties of copper(II) and nickel(II) complexes of a highly fluorescent morpholine-derivative". . p. 559 - 570. Retrieved 2019.
• 5、 Fan, Jing,Li, Qing-Zhong,Li, Zhe,Liu, Hai-Bo,Wang, Zhi-Gang,Xie, Cheng-Zhi,Xu, Jing-Yuan,Yan, Xiao-Jing. "A chromone hydrazide Schiff base fluorescence probe with high selectivity and sensitivity for the detection and discrimination of human serum albumin (HSA) and bovine serum albumin (BSA)". . . Retrieved 2021/10/12.
• 6、 Wang, Zhi-Gang,Wang, Yang,Ding, Xiao-Jing,Sun, Yu-Xuan,Liu, Hai-Bo,Xie, Cheng-Zhi,Qian, Jing,Li, Qing-Zhong,Xu, Jing-Yuan. "A highly selective colorimetric and fluorescent probe for quantitative detection of Cu2+/Co2+: The unique ON-OFF-ON fluorimetric detection strategy and applications in living cells/zebrafish". . . Retrieved 2019/11/26.