[1,1′:4′,1″]Terphenyl- 3,3″,5,5″-tetracarboxylic acid

Base Information

• Chemical Name: [1,1′:4′,1″]Terphenyl- 3,3″,5,5″-tetracarboxylic acid
• CAS No.: 921619-89-8
• Molecular Formula: C₂₂H₁₄O₈
• Molecular Weight: 406.348
• Mol file: 921619-89-8.mol

Synonyms:[1,1′:4′,1′′]terphenyl-3,3′′,5,5′′-tetracarboxylic acid

Chemical Property of [1,1′:4′,1″]Terphenyl- 3,3″,5,5″-tetracarboxylic acid

Chemical Property:

• Melting Point: >370°C
• Boiling Point: 836.7±65.0 °C(Predicted)
• PKA: 3.11±0.10(Predicted)
• Density: 1.504±0.06 g/cm3(Predicted)

Purity/Quality:

98%,99%, ^*data from raw suppliers

[1,1′:4′,1?″]Terphenyl- 3,3?″,5,5?″-tetracarboxylic acid contains up to 2 equivalents of DMF ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,N
• Statements: 61-20/21-36-50/53
• Safety Statements: 53-26-36/37-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Uses: [1,1′:4′,1″]Terphenyl- 3,3″,5,5″-tetracarboxylic acid (H4TPTC) is used as a linker for the synthesis of NOTT-101 metal organic framework (MOFs).

Technology Process of [1,1′:4′,1″]Terphenyl- 3,3″,5,5″-tetracarboxylic acid

There total 7 articles about [1,1′:4′,1″]Terphenyl- 3,3″,5,5″-tetracarboxylic 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: 93.0%

C26H22O8 (1415325-73-3) → [1,1′:4′,1′′]terphenyl-3,3′′,5,5′′-tetracarboxylic acid (921619-89-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 60 ℃;

DOI:10.1021/ja3085884

Reference yield: 82.1%

3,3'',5,5''-tetramethyl-1,1':4',1''-terphenyl → [1,1′:4′,1′′]terphenyl-3,3′′,5,5′′-tetracarboxylic acid (921619-89-8)

Guidance literature:

3,3'',5,5''-tetramethyl-1,1':4',1''-terphenyl; With potassium permanganate; In pyridine; water monomer; at 100 ℃; for 72h;

With hydrogenchloride; In pyridine; water monomer; pH=2;

DOI:10.1039/d1dt04278e

Reference yield:

benzene-1,3-dicarboxylethylester-5-boronic acid (932378-94-4) → [1,1′:4′,1′′]terphenyl-3,3′′,5,5′′-tetracarboxylic acid (921619-89-8)

Guidance literature:

Multi-step reaction with 2 steps

1: K₃PO₄ / Pd(PPh₃)4 / dioxane / 72 h / 80 °C

2: 0.28 g / aq. NaOH / Heating

With sodium hydroxide; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; 1: Suzuki reaction;

DOI:10.1002/anie.200601991

upstream raw materials:

benzene-1,3-dicarboxylethylester-5-boronic acid

5-iodo-isophthalic acid dimethyl ester

dimethyl 5-(pinacolboryl)isophthalate

C₂₆H₂₂O₈

Refernces

• 1、 Han, Xue,Li, Chunxia,Liu, Jingwen,Lu, Yantong,Wang, Shuo,Zhao, Dian. "808 nm-Light-Excited Near-Infrared Luminescent Lanthanide Metal–Organic Frameworks for Highly Sensitive Physiological Temperature Sensing". . . Retrieved 2019.
• 2、 Park, Jinhee,Wang, Zhiyong U.,Sun, Lin-Bing,Chen, Ying-Pin,Zhou, Hong-Cai. "Introduction of functionalized mesopores to metal-organic frameworks via metal-ligand-fragment coassembly". . p. 20110 - 20116. Retrieved 2013/02/23.