4-Methoxybenzoic acid

Base Information

• Chemical Name: 4-Methoxybenzoic acid
• CAS No.: 100-09-4
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 2918.90 DERIVATION
• European Community (EC) Number: 202-818-5
• NSC Number: 32742,7926
• UNII: 4SB6Y7DMM3
• DSSTox Substance ID: DTXSID4059205
• Nikkaji Number: J3.229H
• Wikipedia: P-Anisic_acid
• Wikidata: Q4566032
• RXCUI: 1426595
• Metabolomics Workbench ID: 37601
• ChEMBL ID: CHEMBL21932
• Mol file: 100-09-4.mol

Synonyms:4-methoxybenzoic acid

Chemical Property of 4-Methoxybenzoic acid

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 181-186 °C
• Refractive Index: 1.571-1.576
• Boiling Point: 278.305 °C at 760 mmHg
• PKA: 4.50(at 25℃)
• Flash Point: 115.46 °C
• PSA: 46.53000
• Density: 1.208 g/cm³
• LogP: 1.39340
• Storage Temp.: Store below +30°C.
• Solubility.: H2O: soluble2500 parts
• Water Solubility.: Soluble in water at 20°C 0.3g/L. Soluble in alcohol, ethyl acetate and ether.
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxybenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzoic Acid Derivatives
• Canonical SMILES: COC1=CC=C(C=C1)C(=O)O
• Description: 4-methoxybenzoic acid, also known as p-Anisic acid or draconic acid, is an organic acid with a sweet flavor. It is one of the isomers(m-anisic acid, and o-anisic acid) of anisic acid. The term "anisic acid" often refers to this form specifically. P-anisic acid is produced through the oxidation of p-cresyl-methyl ether.
• Uses: 4-Methoxybenzoic acid (p-Anisic acid) is used in oxidation and reduction of cytochrome c in solution through different self-assembled monolayers on gold electrodes using cyclic voltammetry. p-Anisic acid has antiseptic properties. It is also used as an intermediate in the preparation of more complex organic compounds.

Technology Process of 4-Methoxybenzoic acid

There total 1036 articles about 4-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: 100.0%

methanol (67-56-1) + 4-Methoxy-benzoic acid 4-cyano-naphthalen-1-ylmethyl ester (145224-20-0) → 1-cyano-4-methylnaphthalene (36062-93-8) + 1-cyano-4-(methoxymethyl)naphthalene (112929-94-9) + 4-methoxybenzoic acid (100-09-4) + C24H16N2

Guidance literature:

Irradiation;

Reference yield: 99.0%

1-(4-methoxyphenyl)ethanone (100-06-1) → 4-methoxybenzoic acid (100-09-4)

Guidance literature:

With copper(II) nitrate trihydrate; oxygen; In acetonitrile; at 120 ℃; for 10h; under 4500.45 Torr; Autoclave;

DOI:10.1016/j.jcat.2016.12.016

Reference yield: 85.5%

methanol (67-56-1) + 1-bromo-4-methoxy-benzene (104-92-7) + carbon monoxide (201230-82-2) → methyl 4-methoxybenzoate (121-98-2) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

With CoCRACO; sodium tert-pentoxide; sodium hydride; In tetrahydrofuran; for 40h; Irradiation;

DOI:10.1080/00397919308011224

upstream raw materials:

diazomethane

4-acetyloxy-benzoic acid

diethyl ether

4-hydroxy-benzoic acid

Downstream raw materials:

4-methoxy-N-phenylbenzamide

4-methoxyphenyl 4-nitrophenyl anhydride

3,5-dichloro-4-methoxybenzoic acid

1-(4-methoxyphenyl)ethanone

Refernces

• 1、 Madler,Klucik,Soell,Brown,Liu,Berlin,Benbrook,Birckbichler,Nelson. "Lithium hypochlorite-clorox as a novel oxidative mixture for methyl ketones and methyl carbinols". . p. 230 - 234. Retrieved 1998.
• 2、 Callow,Hill. "-". . p. 844,847. Retrieved 1937.
• 3、 Taylor. "-". . p. 2018,2026. Retrieved 1931.
• 4、 Chakraborti, Asit K.,Nayak, Mrinal K.,Sharma, Lalima. "Diphenyl disulfide and sodium in NMP as an efficient protocol for in situ generation of thiophenolate anion: Selective deprotection of aryl alkyl ethers and alkyl/aryl esters under nonhydrolytic conditions". . p. 1776 - 1780. Retrieved 2002.
• 5、 Duarte, Tiago A. G.,Estrada, Ana C.,Simes, Mrio M. Q.,Santos, Isabel C. M. S.,Cavaleiro, Ana M. V.,Neves, M. Graca P. M. S.,Cavaleiro, Jos A. S.. "Homogeneous catalytic oxidation of styrene and styrene derivatives with hydrogen peroxide in the presence of transition metal-substituted polyoxotungstates". . p. 351 - 363. Retrieved 2015.
• 6、 Song, Byeong Doo,Jencks, William P.. "Mechanism of Solvolysis of Substituted Benzoyl Halides". . p. 8470 - 8479. Retrieved 1989.
• 7、 Varma, Rajender S.,Chatterjee, Arnab K.,Varma, Manju. "Alumina-mediated microwave thermolysis: A new approach to deprotection of benzyl esters". . p. 4603 - 4606. Retrieved 1993.
• 8、 Ohno, Masatomi,Ido, Motohisa,Eguchi, Shoji. "A Novel Fragmentation Reaction of α-(N-Siloxy)anilino Ketones induced by Fluoride Ions". . p. 1530 - 1531. Retrieved 1988.
• 9、 Mohammadpour, Pegah,Safaei, Elham. "Catalytic C-H aerobic and oxidant-induced oxidation of alkylbenzenes (including toluene derivatives) over VO2+immobilized on core-shell Fe3O4?SiO2at room temperature in water". . p. 23543 - 23553. Retrieved 2020.
• 10、 Jackson, Lorraine B.,Waring, Anthony J.. "4-Benzoyl-4-methylcyclohexa-2,5-dienone and its Benzoyl Substituted Derivatives: Isolated 4-Acylcyclohexa-2,5-dienones". . p. 857 - 858. Retrieved 1985.