4,4'-Bis(N-carbazolyl)-1,1'-biphenyl - ≥98% , CAS No.58328-31-7

CAS: 58328-31-7 Cat. No.: B113207 Molecular Weight: 484.59 Beilstein Registry Number: 20(5)8,37 EC Number: 627-757-5

GRADE & PURITY ≥98%

Synonyms

4,4'-Bis(9H-carbazol-9-yl)biphenyl | AC-33580 | C36H24N2 | 9-[4-(4-carbazol-9-ylphenyl)phenyl]carbazole | A831832 | 4,4 inverted exclamation mark -Bis(N-carbazolyl)biphenyl | DS-3396 | (2S,4R)-4-(tert-butoxy)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidin

Storage

Room temperature

Shipped In

Normal

Overview

Hole-transport material in high-efficiency red OLEDs and electroluminescent dendritic complexes.

Specifications

Synonyms

4, 4'-Bis(9H-carbazol-9-yl)biphenyl | AC-33580 | C36H24N2 | 9-[4-(4-carbazol-9-ylphenyl)phenyl]carbazole | A831832 | 4, 4 inverted exclamation mark -Bis(N-carbazolyl)biphenyl | DS-3396 | (2S, 4R)-4-(tert-butoxy)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidin

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488197330
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488197330
• Canonical Smiles: C1=CC=C2C(=C1)C3=CC=CC=C3N2C4=CC=C(C=C4)C5=CC=C(C=C5)N6C7=CC=CC=C7C8=CC=CC=C86
• IUPAC Name: 9-[4-(4-carbazol-9-ylphenyl)phenyl]carbazole
• InChIKey: VFUDMQLBKNMONU-UHFFFAOYSA-N
• INCHI: 1S/C36H24N2/c1-5-13-33-29(9-1)30-10-2-6-14-34(30)37(33)27-21-17-25(18-22-27)26-19-23-28(24-20-26)38-35-15-7-3-11-31(35)32-12-4-8-16-36(32)38/h1-24H
• Isomeric SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3N2C4=CC=C(C=C4)C5=CC=C(C=C5)N6C7=CC=CC=C7C8=CC=CC=C86
• WGK Germany: 3
• Molecular Weight: 484.59
• Beilstein: 20(5)8,37
• Reaxy-Rn: 366189
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=366189&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Carbazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Carbazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Carbazoles
• Alternative Parents: Biphenyls and derivatives Phenylpyrroles Indoles Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Carbazole - Biphenyl - 1-phenylpyrrole - Indole - Benzenoid - Substituted pyrrole - Monocyclic benzene moiety - Heteroaromatic compound - Pyrrole - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as carbazoles. These are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Slightly soluble in Tetrahydrofuran
• Melt Point(°C): 281-285°C
• Molecular Weight: 484.600 g/mol
• XLogP3: 9.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 484.194 Da
• Monoisotopic Mass: 484.194 Da
• Topological Polar Surface Area: 9.900 Ų
• Heavy Atom Count: 38
• Formal Charge: 0
• Complexity: 683.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Zhu Wang, Qianqian Wang, Tao He, Wen Li, Yan Liu, Yuan Fan, Yanping Wang, Qi Wang, Jie Chen.  (2020)  The combination of artesunate and carboplatin exerts a synergistic anti-tumour effect on non-small cell lung cancer.  CLINICAL AND EXPERIMENTAL PHARMACOLOGY AND PHYSIOLOGY,  47  (6): (1083-1091).  [PMID:32072678] [10.1111/1440-1681.13287]

2. Zhengdong Liu, Mengya Song, Shang Ju, Xiao Huang, Xiangjing Wang, Xiaotong Shi, Ya Zhu, Zhan Wang, Jie Chen, Hai Li, Yingchun Cheng, Linghai Xie, Juqing Liu, Wei Huang.  (2018)  Wafer-Scale Ultrathin Two-Dimensional Conjugated Microporous Polymers: Preparation and Application in Heterostructure Devices.  ACS Applied Materials & Interfaces,      [PMID:29320627] [10.1021/acsami.7b17854]

3. Hetong Wang, Wei Wang, Qin Tang, Xun Liu, Limin Zhu, Di Sun, Tingting Lin.  (2025)  Enzyme-sensitive peptide KC26 modifies milk exosomes encapsulating carboplatin for the treatment of retinoblastoma.  PHARMACEUTICAL DEVELOPMENT AND TECHNOLOGY,      [PMID:40356530] [10.1080/10837450.2025.2505005]