[1,1':4',1''-Terphenyl]-4-amine

Name: [1,1':4',1''-Terphenyl]-4-amine
Brand: ChemScene
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CAS No. 7293-45-0
Cat. No. CS-W012715
Purity≥98%
MDL No.MFCD00191302

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[1,1':4',1''-Terphenyl]-4-amine|CS-W012715

Structure of 7293-45-0

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General Information

CAS No. 7293-45-0
Cat. No. CS-W012715
Purity ≥98%
MDL No. MFCD00191302
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₁₅N
Molecular Weight 245.33
Synonym(s) 4-Amino-p-terphenyl
SMILES NC1=CC=C(C2=CC=C(C3=CC=CC=C3)C=C2)C=C1

Description

This bench-stable, electron-rich arylamine features a triaryl scaffold that enhances steric protection of the amine group. The extended π-system facilitates electronic communication across the terphenyl backbone, enabling its use in redox-active materials and coordination chemistry.

Application

[1,1':4',1''-Terphenyl]-4-amine serves as a versatile scaffold for constructing sterically hindered biphenyl-based ligands and functionalized aromatics. Its robust stability under standard reaction conditions enables efficient coupling transformations, while the primary amine functionality facilitates derivatization via amidation, acylation, or reductive amination. The extended π-system supports applications in materials chemistry and catalysis, with predictable reactivity in Pd-catalyzed cross-coupling processes.

Synthesis

Route1
- 10355-53-0
- ~85%
- In-stock
  
  7293-45-0
References
- Apfel, M. A.; Finkelmann, H.; Janini, G. M.; Laub, R. J.; Luehmann, B.-H.; et al. Analytical Chemistry, 1985 , vol. 57, # 3 p. 651 - 658
Route2
- In-stock
  
  92-94-4
- ~%
- In-stock
  
  7293-45-0
References
- Analytical Chemistry, , vol. 57, # 3 p. 651 - 658
Route3
- 636-98-6
- In-stock
  
  5122-94-1
- ~87%
- In-stock
  
  7293-45-0
References
- Wang, Heng-Shan; Wang, Ying-Chun; Pan, Ying-Ming; Zhao, Shu-Lin; Chen, Zhen-Feng Tetrahedron Letters, 2008 , vol. 49, # 16 p. 2634 - 2637

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS09
Signal Word : Warning	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H410
Precautionary Statements : P273-P391-P501

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Computational Chemistry Data

TPSA 26.02
LogP 4.6028
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Material Science Material Composite Block Small Molecule Semiconductor Synthesis Building Block

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Terphenyls

Key Words

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[1,1':4',1''-Terphenyl]-4-amine

CAS No. 7293-45-0

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