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

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

 EINECS N/A
CAS No. 50446-44-1 Density 1.358g/cm3
PSA 111.90000 LogP 5.78220
Solubility N/A Melting Point 322-327 °C
Formula C27H18O6 Boiling Point 710.973°C at 760 mmHg
Molecular Weight 438.436 Flash Point 397.736°C
Transport Information N/A Appearance N/A
Safety 36/37-60-61-62-26 Risk Codes 10-48/20-50/53-63-65-67-36/38
Molecular Structure Molecular Structure of 50446-44-1 (1,3,5-Tri(4-carboxyphenyl)benzene) Hazard Symbols F,Xn,N,Xi
Synonyms

1,3,5-Tri(4-carboxyphenyl)benzene;1,4-Di-(4-carboxyphenyl)-naphthalene;1,3,5-Tris(4-carboxyphenyl)benzene;4,4μ,4μμ,-Benzene-1,3,5-triyl-tris(benzoic acid);5-(4-carboxyphenyl)-[1,1:3,1-terphenyl]-4,4-dicarboxylic acid;Benzene-1,3,5-tribenzoic acid;Benzene-1,3,5-tris(4-benzoic acid);Benzene-1,3,5-triyltris(4-benzoic acid)

Article Data 24

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

50446-43-0

1,3,5-tris(4-methyl-phenyl)-benzene

50446-44-1

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

Conditions
ConditionsYield
With pyridine; ammonium cerium (IV) nitrate; dihydrogen peroxide; sodium carbonate; cobalt(II) nitrate at 110℃; under 15001.5 Torr; for 6h; Reagent/catalyst; Temperature; Pressure; Green chemistry;97%
With 2-aminoisonicotinic acid; oxygen; antimony(III) acetate; acetic anhydride; acetic acid; potassium nitrate; 1-aza-adamantane-1-oxide; Dimethyl succinate In 1,2-dichloro-benzene at 180℃; under 7500.75 Torr; for 12h; Reagent/catalyst; Solvent; Temperature; Pressure;92%
With dihydrogen peroxide; sodium carbonate at 100℃; under 7500.75 Torr; for 12h; Reagent/catalyst; Solvent;90%
With nitric acid at 160 - 180℃; im geschlossenen Rohr;
With nitric acid at 170℃;
117100-41-1

dimethyl 5'-(4-(methoxycarbonyl)phenyl)-[1,1:3,1''-terphenyl]-4,4''-dicarboxylate

50446-44-1

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

Conditions
ConditionsYield
With methanol; sodium hydroxide In tetrahydrofuran92%
With water; sodium hydroxide In tetrahydrofuran; methanol92%
With water; sodium hydroxide In tetrahydrofuran; methanol92%
124-38-9

carbon dioxide

15797-52-1

1,3,5-tris(4-hydroxyphenyl)benzene

50446-44-1

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

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 90℃; electrochemical reaction;75%

1-[4-[3,5-bis(4-acetylphenyl)phenyl]phenyl]ethanone

50446-44-1

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

Conditions
ConditionsYield
With bromine; sodium hydroxide In 1,4-dioxane; water at 60℃; for 2h;75%
With sodium hypobromide In 1,4-dioxane at 60℃; for 2h;
124-38-9

carbon dioxide

7511-49-1

1,3,5-tris(4-bromophenyl)benzene

50446-44-1

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

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -60℃;60%
Stage #1: 1,3,5-tris(4-bromophenyl)benzene With n-butyllithium In tetrahydrofuran; hexane at -60℃;
Stage #2: carbon dioxide In tetrahydrofuran; hexane at -60 - 20℃;		57%
Stage #1: 1,3,5-tris(4-bromophenyl)benzene With n-butyllithium In tetrahydrofuran; hexane at -60℃; Inert atmosphere;
Stage #2: carbon dioxide at -60℃;		33%
Stage #1: 1,3,5-tris(4-bromophenyl)benzene With n-butyllithium In tetrahydrofuran; hexane at -65 - -60℃; for 1h; Inert atmosphere;
Stage #2: carbon dioxide With hydrogenchloride In tetrahydrofuran; hexane; water at -65 - -60℃; for 1h; Inert atmosphere;		0.29 g
124-38-9

carbon dioxide

15797-52-1

1,3,5-tris(4-hydroxyphenyl)benzene

A

50446-44-1

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

B

1,3-bis(4-carboxyphenyl)-5-(4-hydroxyphenyl)benzene

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 90℃; electrochemical reaction;A 43%
B 34%
10602-00-3

4-Ethynyl-benzoic acid

A

poly((4-carboxyphenyl)acetylene), Mn (GPC): ca. 2000 g/mol

poly((4-carboxyphenyl)acetylene), Mn (GPC): ca. 2000 g/mol

B

50446-44-1

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

Conditions
ConditionsYield
at 125℃; for 72h; Title compound not separated from byproducts.;
109613-00-5

4-acetophenyl triflate

50446-44-1

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 97 percent / triflic acid / 1.5 h / 140 - 150 °C / in vacuo
2: 67 percent / dimethylformamide / Ambient temperature; electrolysis
3: 75 percent / PdCl2(PPh3)2 / dimethylformamide / 90 °C / electrochemical reaction
View Scheme
Multi-step reaction with 3 steps
1: 97 percent / triflic acid / 1.5 h / 140 - 150 °C / in vacuo
2: 67 percent / dimethylformamide / Ambient temperature; electrolysis
3: 43 percent / PdCl2(PPh3)2 / dimethylformamide / 90 °C / electrochemical reaction
View Scheme
99-93-4

4-Hydroxyacetophenone

50446-44-1

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

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / CH2Cl2 / -50 deg C (1 h) to r.t (8 h)
2: 97 percent / triflic acid / 1.5 h / 140 - 150 °C / in vacuo
3: 67 percent / dimethylformamide / Ambient temperature; electrolysis
4: 75 percent / PdCl2(PPh3)2 / dimethylformamide / 90 °C / electrochemical reaction
View Scheme
Multi-step reaction with 4 steps
1: triethylamine / CH2Cl2 / -50 deg C (1 h) to r.t (8 h)
2: 97 percent / triflic acid / 1.5 h / 140 - 150 °C / in vacuo
3: 67 percent / dimethylformamide / Ambient temperature; electrolysis
4: 43 percent / PdCl2(PPh3)2 / dimethylformamide / 90 °C / electrochemical reaction
View Scheme
214049-70-4

1,3,5-tris[4-[(trifluoromethanesulfonyl)oxy]phenyl]benzene

50446-44-1

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 67 percent / dimethylformamide / Ambient temperature; electrolysis
2: 75 percent / PdCl2(PPh3)2 / dimethylformamide / 90 °C / electrochemical reaction
View Scheme
Multi-step reaction with 2 steps
1: 67 percent / dimethylformamide / Ambient temperature; electrolysis
2: 43 percent / PdCl2(PPh3)2 / dimethylformamide / 90 °C / electrochemical reaction
View Scheme

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

Molecular Formula: C27H18O6
Molecular Weight: 438.43 g/mol
Structure of 1,3,5-Tri(4-carboxyphenyl)benzene (CAS NO.50446-44-1):
                           

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

 1,3,5-Tri(4-carboxyphenyl)benzene , its cas register number is 50446-44-1.

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