2,7-Bis(4-aminophenyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone | CAS No. 49546-11-4

2,7-Bis(4-aminophenyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone

Basic Information

CAS Number

49546-11-4

Molecular Formula

C26H16N4O4

Molecular Weight

448.44 g/mol

AD

Basic Physical Properties

NC1C=CC(=CC=1)N1C(=O)C2C=CC3=C4C=2C(=CC=C4C(=O)N(C2C=CC(N)=CC=2)C3=O)C1=O

InChI

InChI=1S/C26H16N4O4/c27-13-1-5-15(6-2-13)29-23(31)17-9-11-19-22-20(12-10-18(21(17)22)24(29)32)26(34)30(25(19)33)16-7-3-14(28)4-8-16/h1-12H,27-28H2

InChIKey

FNEQDBLEMUBBFJ-UHFFFAOYSA-N

LogP

3.6054000000000013

Topological Polar Surface Area

126.79999999999998 Ų

Hydrogen Bond Donor/Acceptor

4 / 8

Synonyms & References

English

  • Benzo[lmn]?[3,?8]?phenanthroline-?1,?3,?6,?8(2H,?7H)?-?tetrone, 2,?7-?bis(4-?aminophenyl)?-
  • 2,7-Bis(4-aminophenyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone
  • 2,7-bis (4-aminophenyl)-benzo[lmn][3,8]phenanthroline-1,3,6,8 (2h,7h)-tetrone
  • Benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone, 2,7-bis(4-aminophenyl)-
  • NTCDI

MDL Number

MFCD34178730

FAQ

What are the physical and chemical properties of 2,7-Bis(4-aminophenyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone (CAS: 49546-11-4)?

2,7-Bis(4-aminophenyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone (CAS: 49546-11-4) is a crystalline compound with a molecular weight of approximately 508.46 g/mol. It has a low solubility in water but is more soluble in organic solvents like DMF and DMSO. The compound is relatively stable under normal conditions but can react with strong acids or bases. It is used in redox reactions and as a ligand in coordination chemistry.

How is 2,7-Bis(4-aminophenyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone (CAS: 49546-11-4) typically synthesized?

2,7-Bis(4-aminophenyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone (CAS: 49546-11-4) is synthesized through a multi-step process involving coupling reactions and phenanthroline derivatization. Commonly, the synthesis involves the use of palladium catalysts, such as Pd(PPh3)4, and a suitable phosphine ligand. The yield can range from 50-80% depending on the purification method.

What industries use 2,7-Bis(4-aminophenyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone (CAS: 49546-11-4)?

2,7-Bis(4-aminophenyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone (CAS: 49546-11-4) is primarily used in the pharmaceutical industry for redox processes and as a ligand in coordination chemistry. It is also utilized in the development of sensors and semiconductors due to its unique electronic properties.

What precautions should be taken when handling 2,7-Bis(4-aminophenyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone (CAS: 49546-11-4)?

When handling 2,7-Bis(4-aminophenyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone (CAS: 49546-11-4), it is important to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be handled with caution and cleaned up using appropriate chemicals. Always refer to the Material Safety Data Sheet (MSDS) for detailed information and safety guidelines.

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