2,2',6,6'-Tetramethyl-[1,1'-biphenyl]-4,4'-diamine

Name: 2,2',6,6'-Tetramethyl-[1,1'-biphenyl]-4,4'-diamine
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CAS No. 4746-77-4
Cat. No. CS-0569219
Molecule weight240.34
Purity≥97%
MDL No.None

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2,2',6,6'-Tetramethyl-[1,1'-biphenyl]-4,4'-diamine|CS-0569219

Structure of 4746-77-4

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General Information

CAS No. 4746-77-4
Cat. No. CS-0569219
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₀N₂
Molecular Weight 240.34
Synonym(s) 2,2',6,6'-tetramethylbiphenyl-4,4'-diamine
SMILES NC=1C=C(C(C=2C(=CC(N)=CC2C)C)=C(C1)C)C

Description

This bench-stable diamine features two methyl-substituted biphenyl units with para-amino groups, delivering enhanced solubility and steric protection. The electron-rich aryl backbone enables efficient coupling in amide and imine formation, while the hindered structure resists oxidation during synthesis and purification workflows.

Application

2,2',6,6'-Tetramethyl-[1,1'-biphenyl]-4,4'-diamine serves as a sterically hindered diamine scaffold for the construction of stable, electron-rich ligands in transition metal catalysis. Its ortho-methyl groups enhance bench stability and reduce unwanted side reactions, while the para-amine functionality enables straightforward conjugation in amide couplings or coordination to metals. The compound functions effectively in palladium-catalyzed cross-coupling systems and provides robust ligand performance in Ni-catalyzed transformations.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H413
Precautionary Statements : P264-P273-P280-P302+P352-P362+P364-P501

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Computational Chemistry Data

TPSA 52.04
LogP 3.75168
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2,2',6,6'-Tetramethyl-[1,1'-biphenyl]-4,4'-diamine

CAS No. 4746-77-4

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