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Biphenyl-3,3',5,5'-tetracarboxylic acid

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CAS:4371-28-2
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CAS:4371-28-2
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Biphenyl-3,3',5,5'-tetracarboxylic acid Basic information
Product Name:Biphenyl-3,3',5,5'-tetracarboxylic acid
Synonyms:[1,1'-biphenyl]-3,3',5,5'-tetracarboxylicacid;3,3',5,5'-Biphenyltetracarboxylic acid;Biphenyl-3,3',5,5'-tetracarboxylic acid;Biphenyl-3,3',5,5'-tetracarboxylic Acid >;5-(3,5-dicarboxyphenyl)benzene-1,3-dicarboxylic acid;DK7232;DK7660;Biphenyl-3,3',5,5'-tetracarboxylicaci
CAS:4371-28-2
MF:C16H10O8
MW:330.25
EINECS:
Product Categories:
Mol File:4371-28-2.mol
Biphenyl-3,3',5,5'-tetracarboxylic acid Structure
Biphenyl-3,3',5,5'-tetracarboxylic acid Chemical Properties
Melting point >400℃
Boiling point 772.3±60.0 °C(Predicted)
density 1.612±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
form solid
pka3.06±0.10(Predicted)
color White to Almost white
InChIInChI=1S/C16H10O8/c17-13(18)9-1-7(2-10(5-9)14(19)20)8-3-11(15(21)22)6-12(4-8)16(23)24/h1-6H,(H,17,18)(H,19,20)(H,21,22)(H,23,24)
InChIKeyQURGMSIQFRADOZ-UHFFFAOYSA-N
SMILESC1(C2=CC(C(O)=O)=CC(C(O)=O)=C2)=CC(C(O)=O)=CC(C(O)=O)=C1
Safety Information
Hazard Codes N
Risk Statements 50
Safety Statements 61
RIDADR UN 3077
WGK Germany 3
HS Code 29173990
Storage Class11 - Combustible Solids
Hazard ClassificationsAquatic Acute 1
MSDS Information
Biphenyl-3,3',5,5'-tetracarboxylic acid Usage And Synthesis
UsesSelected Applications of MOFs in Sustainable Energy Technologies
General DescriptionThis product has been enhanced for energy efficiency.
Synthesis
3,3',5,5'-tetrakis(methoxycarbonyl)biphenyl

109936-20-1

Biphenyl-3,3',5,5'-tetracarboxylic acid

4371-28-2

A mixture of 3,3',5,5'-tetrakis(methoxycarbonyl)biphenyl (12) (0.96 g, 2.5 mmol) was dissolved in water (40 mL) with THF (40 mL) and NaOH (1.6 g, 40 mmol) and reacted at reflux for 1 hour. Subsequently, the organic solvent was evaporated under reduced pressure and the remaining aqueous solution was continued to reflux for 4 hours. After completion of the reaction, the reaction mixture was cooled and acidified with 50% H2SO4 until the precipitation was complete. The precipitate was collected by filtration and dried to give the target product 3,3',5,5'-biphenyltetracarboxylic acid (9) as a white powder in 89% yield. Product melting point > 350°C. 1H-NMR (400 MHz, DMSO-d6): δ = 8.44 (d, 4H, J = 1.5 Hz), 8.53 (t, 2H, J = 1.5 Hz), 13.48 (bs, 4H). 13C-NMR (100 MHz, DMSO-d6): δ = 129.5, 131.4, 132.3 , 139.2, 166.3. MS-EI, m/z (%): 330 (100) [M+], 313 (40), 285 (15), 240 (5).

References[1] Journal of Organic Chemistry, 2006, vol. 71, # 20, p. 7854 - 7857
[2] European Journal of Organic Chemistry, 2007, # 20, p. 3271 - 3276
[3] Patent: EP1972338, 2008, A1. Location in patent: Page/Page column 14
[4] Journal of the Chemical Society, 1923, vol. 123, p. 1045
Biphenyl-3,3',5,5'-tetracarboxylic acid Preparation Products And Raw materials
Raw materials3,3',5,5'-tetrakis(methoxycarbonyl)biphenyl-->Sulfuric acid-->Water-->Sodium hydroxide-->Tetrahydrofuran
Tag:Biphenyl-3,3',5,5'-tetracarboxylic acid(4371-28-2) Related Product Information
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