2-Methoxybenzoic acid

Base Information

• Chemical Name: 2-Methoxybenzoic acid
• CAS No.: 579-75-9
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 2918.90
• European Community (EC) Number: 209-447-8
• NSC Number: 3778
• UNII: 49WA6Z7GZA
• DSSTox Substance ID: DTXSID3060376
• Nikkaji Number: J7.431D
• Wikipedia: O-Anisic_acid
• Wikidata: Q2018545
• Metabolomics Workbench ID: 45643
• ChEMBL ID: CHEMBL192311
• Mol file: 579-75-9.mol

Synonyms:2-methoxybenzoate;2-methoxybenzoic acid;2-methoxybenzoic acid, sodium salt;o-anisic acid;o-methoxybenzoic acid

Chemical Property of 2-Methoxybenzoic acid

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 4.45E-05mmHg at 25°C
• Melting Point: 98-100 °C(lit.)
• Refractive Index: 1.4945 (estimate)
• Boiling Point: 279.9 °C at 760 mmHg
• PKA: 4.09±0.10(Predicted)
• Flash Point: 116.3 °C
• PSA: 46.53000
• Density: 1.207 g/cm³
• LogP: 1.39340
• Storage Temp.: Store below +30°C.
• Solubility.: 5g/l
• Water Solubility.: 4.2g/L(25 oC)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxybenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Benzoic Acid Derivatives
• Canonical SMILES: COC1=CC=CC=C1C(=O)O
• Uses: 2-Methoxybenzoic acid was used as internal standard during quantification of free and conjugated salicylic acid in tomato (Lycopersicon esculentum) cells by HPLC. It was also employed in the synthesis of pthalides.

Technology Process of 2-Methoxybenzoic acid

There total 191 articles about 2-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: 99.0%

ortho-anisaldehyde (135-02-4) → 2-Methoxybenzoic acid (579-75-9)

Guidance literature:

With copper acetylacetonate; oxygen; sodium hydroxide; 1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene; In water; at 50 ℃; for 12h; under 760.051 Torr; Sealed tube;

DOI:10.1002/anie.201604847

Reference yield: 92.0%

carbon dioxide (124-38-9,18923-20-1) + 5,5-dimethyl-2-(2-methoxyphenyl)-[1,3,2]dioxaborinane (335343-05-0) → 2-Methoxybenzoic acid (579-75-9)

Guidance literature:

carbon dioxide; 5,5-dimethyl-2-(2-methoxyphenyl)-[1,3,2]dioxaborinane; With [Ni(N,N'-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]imidazole-2-ylidene)(allyl)Cl]; potassium tert-butylate; In toluene; at 100 ℃; for 15h; under 760.051 Torr; Schlenk technique; Inert atmosphere;

With hydrogenchloride; In water; ethyl acetate; toluene; at 20 ℃;

DOI:10.1039/c4cc03650f

Reference yield: 92.0%

2-methylmethoxybenzene (578-58-5) → 2-Methoxybenzoic acid (579-75-9)

Guidance literature:

With hydrogen bromide; oxygen; In ethyl acetate; at 20 ℃; for 10h; UV-irradiation;

DOI:10.1055/s-2006-942356

upstream raw materials:

n-butyllithium

diethyl ether

2-bromoanisole

methyllithium

Downstream raw materials:

2-Methoxy-benzoic acid 6-(1-amino-4-hydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yloxy)-hexyl ester

2-(2-Hydroxyphenyl)benzoxazole

2-(benzothiazol-2-yl)phenol

(2-methoxyphenyl)methanol

Refernces

• 1、 Dippy,Lewis. "-". . p. 1426,1428. Retrieved 1937.
• 2、 Ramana, D. V.,Sundaram, N.. "The Mass Spectrum of o-Methoxybenzoic Acid". . p. 220. Retrieved 1980.
• 3、 Rule,Dunbar. "-". . p. 1043,1048. Retrieved 1935.
• 4、 Wang, Chang-Cheng,Zhang, Guo-Xiang,Zuo, Zhi-Wei,Zeng, Rong,Zhai, Dan-Dan,Liu, Feng,Shi, Zhang-Jie. "Photo-induced deep aerobic oxidation of alkyl aromatics". . p. 1487 - 1492. Retrieved 2021/07/10.
• 5、 Hu, Lijun,Ren, Qiang,Deng, Liming,Zhou, Zongtao,Cai, Zongyu,Wang, Bin,Li, Zheng. "Design, synthesis, and biological studies of novel 3-benzamidobenzoic acid derivatives as farnesoid X receptor partial agonist". supporting information. . Retrieved 2020/12/25.