4,4'-sulfonyldibenzoic acid

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Structural formula
Structural formula of 4,4′-sulfonyldibenzoic acid
General
Surname 4,4'-sulfonyldibenzoic acid
Molecular formula C 14 H 10 O 6 S
External identifiers / databases
CAS number 2449-35-6
EC number 629-497-8
ECHA InfoCard 100.157.674
PubChem 224167
Wikidata Q56628313
properties
Molar mass 306.29 g mol −1
Physical state

firmly

Melting point

> 350 ° C

solubility

easily soluble in DMF

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 319-335
P: 261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

4,4'-sulfonyldibenzoic acid (H 2 SDBA) is a chemical compound . In the deprotonated state, it is a typical example of a semi-rigid V-shaped dicarboxylate ligand.

properties

Physical Properties

4,4′-sulfonyldibenzoic acid in 3D representation (created from the .cif file)

H 2 SDBA crystallizes in the monoclinic crystal system in the space group P 2 1 / m (space group no. 11) . Template: room group / 11

Chemical properties

If H 2 SDBA is deprotonated as SDBA 2− (SDBA for short), it is a versatile ligand for the construction of organometallic compounds, as it has six potential donor atoms that allow the formation of variable structures with different topologies and dimensions in different directions.

use

As a linker molecule, SDBA is used in the synthesis of new metal-organic framework compounds . For example, the MOF IITKGP-6 shows good water resistance and a high adsorption capacity for carbon dioxide , which makes it interesting for gas separation.

It can also be used for the synthesis of polymers.

safety instructions

When working with H 2 SDBA, respiratory protection must be worn to avoid inhaling fine dusts. Additional personal protective clothing such as nitrile gloves , gowns and protective goggles must also be worn.

Individual evidence

  1. a b c d e data sheet 4,4′-sulfonyldibenzoic acid, 97% from Sigma-Aldrich , accessed on September 15, 2018 ( PDF ).
  2. Entry on 4,4′-dicarboxydiphenyl sulfones at TCI Europe, accessed on September 15, 2018.
  3. a b c Fen-Yan Lian, Da-Qiang Yuan, Fei-Long Jiang, Mao-Chun Hong: 4,4′-sulfonyldibenzoic acid . In: Acta Crystallographica Section E Structure Reports Online . tape 63 , no. 6 , May 10, 2007, pp. o2870 – o2870 , doi : 10.1107 / s1600536807021216 .
  4. Arun Pal, Santanu Chand, Madhab C. Das: A Water-Stable Twofold Interpenetrating Microporous MOF for Selective CO2 Adsorption and Separation . In: Inorganic Chemistry . tape 56 , no. 22 , November 2017, p. 13991-13997 , doi : 10.1021 / acs.inorgchem.7b02136 .
  5. Der-Jang Liaw: Synthesis and characterization of sulfone-containing polyesters derived from 4,4′-dicarboxydiphenyl sulfone by direct polycondensation. In: Journal of Polymer Science Part A: Polymer Chemistry. 33, p. 605, doi : 10.1002 / pola.1995.080330401 .