4,5-dimethylphthalic Acid

Base Information

• Chemical Name: 4,5-dimethylphthalic Acid
• CAS No.: 5680-10-4
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• DSSTox Substance ID: DTXSID90448033
• Nikkaji Number: J675.927K
• Wikidata: Q82266962
• Mol file: 5680-10-4.mol

Synonyms:4,5-dimethylphthalic Acid;5680-10-4;4,5-Dimethyl-phthalic acid;1,2-Benzenedicarboxylic acid, 4,5-dimethyl-;4,5-Dimethyl-phthalicacid;MFCD20617334;starbld0000698;SCHEMBL235710;DTXSID90448033;BS-45401;CS-0377691;F74500

Chemical Property of 4,5-dimethylphthalic Acid

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1C)C(=O)O)C(=O)O

Technology Process of 4,5-dimethylphthalic Acid

There total 19 articles about 4,5-dimethylphthalic 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: 40.0%

o-xylene (95-47-6) + carbon monoxide (201230-82-2) → 4,5-dimethylphthalic acid (5680-10-4) + 3,4-dimethylbenzoic acid (619-04-5)

Guidance literature:

o-xylene; carbon monoxide; With 3,5-bis(trifluoromethyl)pyridin-2(1H)-one; silver(I) acetate; palladium diacetate; at 100 ℃; for 24h; under 760.051 Torr;

With water; sodium hydroxide; In methanol; at 20 ℃; for 12h; Overall yield = 85 %;

DOI:10.1038/nature24632

Reference yield: 24.0%

4,5-dimethyl-4-cyclohexene-1,2-dicarboxylic acid anhydride (5438-24-4) → 4,5-dimethylphthalic acid (5680-10-4) + 3,4-dimethylbenzoic acid (619-04-5)

Guidance literature:

With sulfuric acid; at 100 ℃; for 0.25h; Overall yield = 73 %Spectr.;

DOI:10.1039/c3ra46670a

Reference yield: 16.0%

1,2-dimethylcyclohexene-4,5-trans-dicarboxylic acid (6433-42-7,10564-89-3,22228-48-4) → 4,5-dimethylphthalic acid (5680-10-4)

Guidance literature:

With palladium 10% on activated carbon; acrylic acid; In water; at 150 ℃; for 48h;

DOI:10.1039/c7gc03819d

upstream raw materials:

dimethyl 4,5-dimethylphthalate

sodium formate

2,3-dimethyl-cyclohexa-1,3-diene

dimethyl acetylenedicarboxylate

Downstream raw materials:

4,5-dimethylphthalic anhydride

2-bromo-4,5-dimethyl-benzoic acid

3,4-dimethylbenzoic acid

4,5-dimethylbenzene-1,2-dicarbaldehyde

Refernces

• 1、 Yasukawa, Naoki,Yokoyama, Hiroki,Masuda, Masahiro,Monguchi, Yasunari,Sajiki, Hironao,Sawama, Yoshinari. "Highly-functionalized arene synthesis based on palladium on carbon-catalyzed aqueous dehydrogenation of cyclohexadienes and cyclohexenes". . p. 1213 - 1217. Retrieved 2018/03/28.
• 2、 Wang, Peng,Verma, Pritha,Xia, Guoqin,Shi, Jun,Qiao, Jennifer X.,Tao, Shiwei,Cheng, Peter T. W.,Poss, Michael A.,Farmer, Marcus E.,Yeung, Kap-Sun,Yu, Jin-Quan. "Ligand-accelerated non-directed C-H functionalization of arenes". . p. 489 - 493. Retrieved 2017/11/28.