5-Ethynylisophthalic acid

Base Information

• Chemical Name: 5-Ethynylisophthalic acid
• CAS No.: 432025-97-3
• Molecular Formula: C10H6O4
• Molecular Weight: 190.155
• Hs Code.: 2917399590
• European Community (EC) Number: 803-987-3
• Nikkaji Number: J1.404.464G
• Mol file: 432025-97-3.mol

Synonyms:5-ethynylisophthalic acid;432025-97-3;5-Ethynylbenzene-1,3-dioic acid;5-Ethynyl-1,3-benzenedicarboxylic acid;5-ETHYNYLBENZENE-1,3-DICARBOXYLIC ACID;5-ethynylisophthalicacid;5-ethynyl isophthalic acid;YSZC027;SCHEMBL2709094;XKEUZQRIANAGPB-UHFFFAOYSA-N;AB9325;MFCD14635840;AKOS027254538;AS-44961;CS-0110482;5-Ethynyl-1,3-benzenedicarboxylic acid, 99% (HPLC)

Chemical Property of 5-Ethynylisophthalic acid

Chemical Property:

• Melting Point: 245-255°C
• Boiling Point: 450.7±40.0 °C(Predicted)
• PKA: 3.32±0.10(Predicted)
• PSA: 74.60000
• Density: 1.47±0.1 g/cm3(Predicted)
• LogP: 1.06430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 190.02660867
• Heavy Atom Count: 14
• Complexity: 277

Purity/Quality:

98.5% ^*data from raw suppliers

5-Ethynyl-1,3-benzenedicarboxylic acid 99% (HPLC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC(=CC(=C1)C(=O)O)C(=O)O
• Uses: MOF linker used for the synthesis of MOFs with pores which can be further functionalized by click chemistry

Technology Process of 5-Ethynylisophthalic acid

There total 9 articles about 5-Ethynylisophthalic 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: 100.0%

1,3-dimethyl 5-ethynylisophthalate (313648-56-5) → 5-ethynyl-1,3-benzenedicarboxylic acid (432025-97-3)

Guidance literature:

With sodium hydroxide; water; In tetrahydrofuran; methanol; for 2h; Heating;

DOI:10.1111/j.1751-1097.2007.00195.x

Reference yield: 99.5%

dipotassium 5-ethynylisophthalate → 5-ethynyl-1,3-benzenedicarboxylic acid (432025-97-3)

Guidance literature:

With hydrogenchloride; In water;

Reference yield: 95.2%

dimethyl 5-(3-hydroxy-3-methyl-1-butynyl)isophthalate (857250-41-0) → 5-ethynyl-1,3-benzenedicarboxylic acid (432025-97-3) + 1,1'-butadiynebenzene-3,3',5,5'-tetracarboxylic acid

Guidance literature:

dimethyl 5-(3-hydroxy-3-methyl-1-butynyl)isophthalate; With sodium hydroxide; ascorbic acid; In water; at 80 ℃; for 4h;

With hydrogenchloride; In water; at 20 - 80 ℃; for 4h; Product distribution / selectivity;

upstream raw materials:

1,3-dimethyl 5-ethynylisophthalate

dimethyl 5-(3-hydroxy-3-methyl-1-butynyl)isophthalate

diethyl 5-(trimethylsilylethynyl)isophthaloate

5-iodo-isophthalic acid dimethyl ester

Downstream raw materials:

5,5′-(1,4-phenylenedi-2,1-ethynediyl)bis(1,3-benzenedicarboxylic acid)

C₂₆H₁₄O₈*C₃₆H₆₀O₃₀

C₄₆H₂₈O₁₀

C₃₆H₆₀O₃₀*C₄₆H₂₈O₁₀

Refernces

• 1、 Li, Yue,Wang, Xia,Xing, Chengyong,Zhang, Xiurong,Liang, Zelong,Wang, Xiaokang,Zhang, Kai,Wang, Yutong,Liu, Di,Fan, Weidong,Dai, Fangna. "Two alkynyl functionalized Co(II)-MOFs as fluorescent sensors exhibiting selectivity and sensitivity for Fe3+ and nitroaromatic compounds". . p. 1440 - 1444. Retrieved 2019/03/27.
• 2、 Hauptvogel, Ines M.,Seichter, Wilhelm,Weber, Edwin. "Unusual mixed solvent supramolecular crystal framework formed of a new tecton-like tetracarboxylic building block". experimental part. p. 398 - 406. Retrieved 2012/05/04.