2-Hydroxy-6-methoxybenzoic acid

Base Information

• Chemical Name: 2-Hydroxy-6-methoxybenzoic acid
• CAS No.: 3147-64-6
• Molecular Formula: C8H8O4
• Molecular Weight: 168.149
• Hs Code.: 29189900
• European Community (EC) Number: 626-007-4
• DSSTox Substance ID: DTXSID60343682
• Nikkaji Number: J141.666I
• Wikidata: Q72486054
• ChEMBL ID: CHEMBL3093473
• Mol file: 3147-64-6.mol

Synonyms:2-Hydroxy-6-methoxybenzoic acid;6-Methoxysalicylic acid;3147-64-6;Benzoic acid, 2-hydroxy-6-methoxy-;MFCD00674090;6-Hydroxy-o-anisic Acid;6-Methoxysalicylsaure;6-methoxy-salicylic acid;SCHEMBL973470;2-Hydroxy-6-methoxybenzoicacid;6-Methoxysalicylic acid, 98%;6-methoxy-2-hydroxobenzoic acid;CHEMBL3093473;DTXSID60343682;2-Hydroxy-6-methoxy-benzoic acid;CHEBI:169986;2-methoxy-6-oxidanyl-benzoic acid;2-Hydroxy-6-methoxybenzoic acid #;AMY18254;AKOS015890603;CS-W017816;HY-W017100;PS-3721;AC-23037;SY047059;FT-0634699;M1941;EN300-182671;O10800;A820873;1H-Benzimidazole,2-(2-pyrrolidinyl)-,(S)-(9CI);J-018441;Z1255438926

Chemical Property of 2-Hydroxy-6-methoxybenzoic acid

Chemical Property:

• Vapor Pressure: 6.66E-05mmHg at 25°C
• Melting Point: 134-138 °C
• Refractive Index: 1.585
• Boiling Point: 330.4 °C at 760 mmHg
• PKA: 2.98±0.25(Predicted)
• Flash Point: 138.7 °C
• PSA: 66.76000
• Density: 1.351 g/cm³
• LogP: 1.09900
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

6-Methoxysalicylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi; Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1C(=O)O)O
• Uses: 6-Methoxysalicylic acid has been used to fabricate a dummy template molecule required for the preparation of dummy molecularly imprinted polymers (DMIPs). These polymers are useful for the simultaneous selective removal and enrichment of ginkgolic acids (GAs) during the processing of Ginkgo biloba leaves. It may be employed as internal standard for the determination of acetylsalicylic acid (aspirin, ASA) and its major metabolite, salicylic acid (SA), in animal plasma by LC/MS/MS.

Technology Process of 2-Hydroxy-6-methoxybenzoic acid

There total 11 articles about 2-Hydroxy-6-methoxybenzoic 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: 78.0%

2-Methoxybenzoic acid (579-75-9) → 2-hydroxy-6-methoxybenzoic acid (3147-64-6)

Guidance literature:

With tert.-butylhydroperoxide; (2S,3S)-N-acetyl-2-amino-3-methylpentanoic acid; potassium acetate; palladium diacetate; p-benzoquinone; In 1,2-dimethoxyethane; water; at 100 ℃;

DOI:10.1016/j.tetlet.2021.153434

Reference yield: 74.0%

1-methoxy-3-tetrahydropyran-2-yloxybenzene (30778-86-0) + carbon dioxide (124-38-9,18923-20-1) → 2-hydroxy-6-methoxybenzoic acid (3147-64-6)

Guidance literature:

1-methoxy-3-tetrahydropyran-2-yloxybenzene; With n-butyllithium; In diethyl ether; hexane; at 0 - 20 ℃;

carbon dioxide; In diethyl ether; hexane; Further stages.;

DOI:10.1021/ol017261d

Reference yield: 60.0%

2-6-dimethoxybenzoic acid (1466-76-8) → 2-hydroxy-6-methoxybenzoic acid (3147-64-6)

Guidance literature:

With hydrogen bromide; acetic acid; In chloroform; for 20h; Ambient temperature;

DOI:10.1021/jm00400a027

upstream raw materials:

2'-hydroxy-6'-methoxyacetophenone

methyl 2,6-dimethoxybenzoate

2-6-dimethoxybenzoic acid

1-methoxy-3-tetrahydropyran-2-yloxybenzene

Downstream raw materials:

2-Hydroxy-6-methoxy-benzoic acid phenyl ester

1-hydroxy-3,8-dimethoxy-9H-xanthen-9-one

3-iodo-6-methoxysalicylic acid

methyl 2,6-dimethoxybenzoate

Refernces

• 1、 Shen, Xianyan,Zhou, Qiang,Xiong, Wei,Pu, Wenchen,Zhang, Wei,Zhang, Guolin,Wang, Chun. "Synthesis of 5-subsituted flavonols via the Algar-Flynn-Oyamada (AFO) reaction: The mechanistic implication". . p. 4822 - 4829. Retrieved 2017/07/17.
• 2、 Kung,Kasliwal,Pan,Kung,Mach,Guo. "Dopamine D-2 receptor imaging radiopharmaceuticals: Synthesis, radiolabeling, and in vitro binding of (R)-(+)- and (S)-(-)-3-iodo-2-hydroxy-6 methoxy-N-[(1-ethyl-2-pyrrolidinyl)methyl]benzamide". . p. 1039 - 1043. Retrieved 2007/10/02.