2-(Methoxycarbonyl)benzoic acid

Base Information

• Chemical Name: 2-(Methoxycarbonyl)benzoic acid
• CAS No.: 4376-18-5
• Molecular Formula: C9H8O4
• Molecular Weight: 180.16
• Hs Code.: 29173490
• European Community (EC) Number: 224-476-6
• NSC Number: 8281
• UNII: 2STT6D18JR
• DSSTox Substance ID: DTXSID9040001
• Nikkaji Number: J25.891A
• Wikidata: Q26840745
• Metabolomics Workbench ID: 38034
• ChEMBL ID: CHEMBL243609
• Mol file: 4376-18-5.mol

Synonyms:1,2-benzenedicarboxylic acid monomethyl ester;monomethyl phthalate

Chemical Property of 2-(Methoxycarbonyl)benzoic acid

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 7.39E-05mmHg at 25°C
• Melting Point: 82-84 °C(lit.)
• Boiling Point: 328.9 °C at 760 mmHg
• PKA: 3.32±0.10(Predicted)
• Flash Point: 134.7 °C
• PSA: 63.60000
• Density: 1.288 g/cm³
• LogP: 1.17140
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 180.04225873
• Heavy Atom Count: 13
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

Monomethyl Phthalate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1C(=O)O
• Uses: Phthalate Ester metabolite, linked to precocious puberty. Methyl hydrogen phthalate is used as a phthalate ester metabolite, linked to precocious puberty.

Technology Process of 2-(Methoxycarbonyl)benzoic acid

There total 40 articles about 2-(Methoxycarbonyl)benzoic 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%

4-methoxybenzyl methyl phthalate (959267-96-0) → Monomethyl phthalate (4376-18-5)

Guidance literature:

With proton-exchanged montmorillonite; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tet.2014.01.064

Reference yield: 99.0%

benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) + carbonic acid dimethyl ester (616-38-6) → Monomethyl phthalate (4376-18-5)

Guidance literature:

With 5 wt percent zeolite NaY-Bf; at 180 ℃; for 5h; Autoclave; Green chemistry;

DOI:10.1134/S107042801702004X

Reference yield: 98.0%

methanol (67-56-1) + phthalic anhydride (85-44-9) → Monomethyl phthalate (4376-18-5)

Guidance literature:

Reflux;

DOI:10.3184/174751913X13662146264623

upstream raw materials:

methanol

phthalic anhydride

nitromethane

sodium methylate

Downstream raw materials:

menthyl hydrogen phthalate

diisopropyl-3,3(3H) isobenzofurannone-1

2-(1-isopropyl-2-methyl-propenyl)-benzoic acid

2-benzofuran-1(3H)-one

Refernces

• 1、 Yassine, Hasna,Bouali, Jamila,Oumessaoud, Asmaa,Ourhzif, El Mahdi,Hamri, Salha,Hafid, Abderrafia,Khouili, Mostafa,Pujol, Maria Dolors. "Synthesis of New Dialkyl 2,2′-[Carbonyl bis (azanediyl)]dibenzoates via Curtius Rearrangement". . p. 1971 - 1979. Retrieved 2021/01/21.
• 2、 Rajabi, Fatemeh,Wilhelm, Christian,Thiel, Werner R.. "A Br?nsted acidic, ionic liquid containing, heteropolyacid functionalized polysiloxane network as a highly selective catalyst for the esterification of dicarboxylic acids". supporting information. p. 4438 - 4444. Retrieved 2020/08/10.