5-formylbenzene-1,3-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: 5-formylbenzene-1,3-dicarboxylic acid dimethyl ester
• CAS No.: 164073-80-7
• Molecular Formula: C₁₁H₁₀O₅
• Molecular Weight: 222.197
• Mol file: 164073-80-7.mol

Synonyms:

Chemical Property of 5-formylbenzene-1,3-dicarboxylic acid dimethyl ester

Chemical Property:

• Boiling Point: 356.3±32.0 °C(Predicted)
• Density: 1.256±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl5-Formylisophthalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-formylbenzene-1,3-dicarboxylic acid dimethyl ester

There total 3 articles about 5-formylbenzene-1,3-dicarboxylic acid dimethyl ester 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: 83.0%

dimethyl 5-hydroxymethylbenzene-1,3-dicarboxylate (109862-53-5) → 5-formylbenzene-1,3-dicarboxylic acid dimethyl ester (164073-80-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; Inert atmosphere; Reflux;

Reference yield:

1,3,5-tris-(methoxycarbonyl)benzene (2672-58-4) → 5-formylbenzene-1,3-dicarboxylic acid dimethyl ester (164073-80-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / methanol

2: dimethyl sulfide borane / tetrahydrofuran / 20 °C

3: pyridinium chlorochromate / dichloromethane

With dimethyl sulfide borane; pyridinium chlorochromate; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.dyepig.2015.05.001

Reference yield:

benzene-1,3,5-tricarboxylic acid (554-95-0) → 5-formylbenzene-1,3-dicarboxylic acid dimethyl ester (164073-80-7)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol / Reflux

2: sodium tetrahydroborate / tetrahydrofuran / 0.5 h / Inert atmosphere; Reflux

3: pyridinium chlorochromate / dichloromethane / 24 h / Reflux

With sodium tetrahydroborate; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1002/anie.202111893

upstream raw materials:

1,3,5-tris-(methoxycarbonyl)benzene

dimethyl 5-hydroxymethylbenzene-1,3-dicarboxylate

benzene-1,3,5-tricarboxylic acid

Refernces

• 1、 Chen, Yu-Sheng,Cheng, Qigan,Ma, Shengqian,Nafady, Ayman,Shan, Chuan,Wojtas, Lukasz,Zhang, Weijie,Zhang, X. Peter. "Functional Porphyrinic Metal–Organic Framework as a New Class of Heterogeneous Halogen-Bond-Donor Catalyst". . p. 24312 - 24317. Retrieved 2021/10/04.
• 2、 Meng, Le,Cheng, Qigan,Kim, Chungsik,Gao, Wen-Yang,Wojtas, Lukasz,Zaworotko, Michael J.,Zhang, X. Peter,Ma, Shengqian,Chen, Yu-Sheng. "Crystal engineering of a microporous, catalytically active fcu topology MOF using a custom-designed metalloporphyrin linker". . p. 10082 - 10085,4. Retrieved 2020/09/09.