3,4-Dimethoxyphthalic acid

Base Information

• Chemical Name: 3,4-Dimethoxyphthalic acid
• CAS No.: 518-90-1
• Molecular Formula: C10H10 O6
• Molecular Weight: 226.186
• Hs Code.: 2918990090
• European Community (EC) Number: 208-259-3
• NSC Number: 134534
• UNII: GF46H3Q77T
• DSSTox Substance ID: DTXSID30199739
• Nikkaji Number: J6.589G
• Wikidata: Q83072682
• Metabolomics Workbench ID: 46234
• Mol file: 518-90-1.mol

Synonyms:3,4-Dimethoxyphthalic acid;Hemipinic acid;Hemipic acid;518-90-1;3,4-Dimethoxy-1,2-benzenedicarboxylic acid;GF46H3Q77T;EINECS 208-259-3;NSC-134534;1,2-Benzenedicarboxylic acid, 3,4-dimethoxy-;3,4-DIMETHOXYBENZENE-1,2-DICARBOXYLIC ACID;Hemipinsaure;UNII-GF46H3Q77T;Oprea1_748262;SCHEMBL582414;3,4-Dimethoxyphthalic acid #;DTXSID30199739;CHEBI:174163;3,4-DIMETHOXY-PHTHALIC ACID;NSC134534;AKOS000276743;NSC 134534;PHTHALIC ACID, 3,4-DIMETHOXY-;EN300-218744;Z2049998151

Chemical Property of 3,4-Dimethoxyphthalic acid

Chemical Property:

• Vapor Pressure: 5.49E-07mmHg at 25°C
• Boiling Point: 396.2°Cat760mmHg
• Flash Point: 157.8°C
• PSA: 93.06000
• Density: 1.391g/cm³
• LogP: 1.10020
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 226.04773803
• Heavy Atom Count: 16
• Complexity: 277

Purity/Quality:

98%min ^*data from raw suppliers

3,4-DIMETHOXYPHTHALIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)C(=O)O)C(=O)O)OC

Technology Process of 3,4-Dimethoxyphthalic acid

There total 69 articles about 3,4-Dimethoxyphthalic 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: 68.0%

carbon dioxide (124-38-9,18923-20-1) + Veratric acid (93-07-2) → 3,4-dimethoxy-phthalic acid (518-90-1)

Guidance literature:

Veratric acid; With n-butyllithium; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at -78 - 0 ℃;

carbon dioxide; In tetrahydrofuran; hexane; for 1h; Further stages.; Heating;

DOI:10.1016/j.tet.2008.08.086

Reference yield: 27.0%

2,3-dimethoxy-6-methylbenzaldehyde (16273-16-8) → 3,4-dimethoxy-phthalic acid (518-90-1)

Guidance literature:

With potassium permanganate; potassium carbonate; In water; at 90 - 95 ℃; for 1h;

DOI:10.7164/antibiotics.46.1458

Reference yield:

meconin (569-31-3) → 3,4-dimethoxy-phthalic acid (518-90-1) + opianic acid (519-05-1)

Guidance literature:

With tetrachloromethane; N-Bromosuccinimide; dibenzoyl peroxide; Bestrahlen mit Gluehlampenlicht und Erwaermen des Reaktionsprodukts mit H₂O;

DOI:10.1246/bcsj.32.1311

upstream raw materials:

meconin

ethanol

2-methyl-3,4-dimethoxybenzoic acid

opianic acid

Downstream raw materials:

1,2,5,8-tetrahydroxy-anthraquinone

3,4-Dihydroxybenzoic acid

4,5-dimethoxyisobenzofuran-1(3H)-one

1,2-dimethoxy-3,4,5-trinitrobenzene

Refernces

• 1、 Soffer et al.. "-". . p. 3704,3709. Retrieved 1950.
• 2、 Schmidt. "-". . p. 2589. Retrieved 1883.
• 3、 Chau, Nguyet Trang Thanh,Nguyen, Thi Huu,Castanet, Anne-Sophie,Nguyen, Kim Phi Phung,Mortier, Jacques. "Competition of substituents for ortho direction of metalation of veratric acid". . p. 10552 - 10557. Retrieved 2008/12/23.
• 4、 De Silva,Reed,Billedeau,Wang,Norris,Snieckus. "Directed ortho metalation of n,n-diethyl benzamides. Methodology and regiospecific synthesis of useful contiguously tri- and tetra-substituted oxygenated aromatics, phthalides and phthalic anhydrides". . p. 4863 - 4878. Retrieved 2007/10/02.