ChemicalBook--->CAS DataBase List--->4371-28-2

4371-28-2

4371-28-2 Structure

4371-28-2 Structure
IdentificationBack Directory
[Name]

Biphenyl-3,3',5,5'-tetracarboxylic acid
[CAS]

4371-28-2
[Synonyms]

DK7232
DK7660
Biphenyl-3,3',5,5'-tetracarboxylicaci
3,3',5,5'-Biphenyltetracarboxylic acid
Biphenyl-3,3',5,5'-tetracarboxylic acid
Biphenyl-3,3',5,5'-tetracarboxylic Acid >
[1,1'-biphenyl]-3,3',5,5'-tetracarboxylicacid
5-(3,5-dicarboxyphenyl)benzene-1,3-dicarboxylic acid
[Molecular Formula]

C16H10O8
[MDL Number]

MFCD16621475
[MOL File]

4371-28-2.mol
[Molecular Weight]

330.246
Chemical PropertiesBack Directory
[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
[pka]

3.06±0.10(Predicted)
[color ]

White to Almost white
[InChI]

InChI=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)
[InChIKey]

QURGMSIQFRADOZ-UHFFFAOYSA-N
[SMILES]

C1(C2=CC(C(O)=O)=CC(C(O)=O)=C2)=CC(C(O)=O)=CC(C(O)=O)=C1
Safety DataBack Directory
[Symbol(GHS) ]

Environment (GHS09)
GHS09
[Signal word ]

Warning
[Hazard statements ]

H400
[Precautionary statements ]

P273-P391-P501
[Hazard Codes ]

N
[Risk Statements ]

50
[Safety Statements ]

61
[RIDADR ]

UN 3077
[WGK Germany ]

3
[HS Code ]

29173990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Acute 1
Hazard InformationBack Directory
[Uses]

[General Description]

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[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
Spectrum DetailBack Directory
[Spectrum Detail]

Biphenyl-3,3',5,5'-tetracarboxylic acid(4371-28-2)1HNMR
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