1,3,5-Tri(4-carboxyphenyl)benzene

Product Name1,3,5-Tri(4-carboxyphenyl)benzene
CAS50446-44-1
MFC27H18O6
MW438.43
EINECS
MOL File50446-44-1.mol

Chemical Properties

Melting point	322-327 °C
Boiling point	711.0±60.0 °C(Predicted)
Density	1.357±0.06 g/cm3(Predicted)
storage temp.	Inert atmosphere,Room Temperature
solubility	Soluble in tetrahydrofuran.
form	solid
pka	3.46±0.10(Predicted)
color	white to yellow
InChI	InChI=1S/C27H18O6/c28-25(29)19-7-1-16(2-8-19)22-13-23(17-3-9-20(10-4-17)26(30)31)15-24(14-22)18-5-11-21(12-6-18)27(32)33/h1-15H,(H,28,29)(H,30,31)(H,32,33)
InChIKey	SATWKVZGMWCXOJ-UHFFFAOYSA-N
SMILES	C1(C2=CC(C3=CC=C(C(O)=O)C=C3)=CC(C3=CC=C(C(O)=O)C=C3)=C2)=CC=C(C(O)=O)C=C1

Safety Information

Hazard Codes	F,Xn,N,Xi
Risk Statements	10-48/20-50/53-63-65-67-36/38
Safety Statements	36/37-60-61-62-26
RIDADR	UN 3175 4.1/PG 2
WGK Germany	3
HazardClass	9
HS Code	29173990
Storage Class	4.1B - Flammable solid hazardous materials
Hazard Classifications	Aquatic Acute 1 Aquatic Chronic 1 Eye Irrit. 2 Flam. Sol. 1 Skin Irrit. 2

Usage And Synthesis

Chemical Properties

White solid

Uses

1,3,5-Tri(4-carboxyphenyl)benzene is used as a building block for metal organic frameworks, which is a 3D-microporous material and finds applications in gas adsorption and separation technologies.

General Description

1,3,5-Tris(4-carboxyphenyl)benzene (H3BTB) is a star-shaped two-dimensional molecule that forms a self-assembled monolayer (SAM) on a variety of substrates. It can be used as a tritopic bridging ligand that facilitates the functionalization of polyoxometalate-based metal organic frameworks (MOFs) for potential usage in gas storage, gas separation, and catalysis.

Synthesis

4,4''-Dimethyl-5'-(4-methylphenyl)-1,1':3',1''-terbenzene

50446-43-0

50446-44-1

3.485 g (0.01 mol) of 1,3,5-tris(4-methylphenyl)benzene was added to 0.0029 g (1 mol%) of cobalt nitrate, 0.005482 g (1 eq.) of ammonium ceric nitrate, 0.0106 g (0.1 eq.) of sodium carbonate as an additive, 0.04 mol of 30% hydrogen peroxide, 5 mL of dimethyl succinate as a solvent, and 7.971 mg (0.1 equiv) of indole ligand in a dry clean pressure resistant tube. The reaction mixture was heated to 110 °C and reacted at 2.0 MPa (gauge pressure) for 6 hours. Upon completion of the reaction, the heating was stopped and the reaction system was extracted three times with ethyl acetate. The organic phases were combined and concentrated under reduced pressure to remove the solvent, and the resulting crude product was purified by column chromatography to give 4.2469 g of 1,3,5-tris(4-carboxyphenyl)benzene in 97% yield.

References

[1] Patent: CN108218685, 2018, A. Location in patent: Paragraph 0028; 0030; 0031; 0032
[2] Patent: CN107759460, 2018, A. Location in patent: Paragraph 0071-0093
[3] Patent: CN108484380, 2018, A. Location in patent: Paragraph 0031; 0033; 0035; 0037; 0038; 0039
[4] Journal fuer Praktische Chemie (Leipzig), 1890, vol. <2> 41, p. 414
[5] Journal fuer Praktische Chemie (Leipzig), 1893, vol. <2> 47, p. 420

1,3,5-Tri(4-carboxyphenyl)benzene

Chemical Properties

Safety Information

Usage And Synthesis

Preparation Products And Raw materials

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