4-Methyl-[1,1'-biphenyl]-3-amine

Name: 4-Methyl-[1,1'-biphenyl]-3-amine
Brand: ChemScene
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CAS No. 80938-67-6
Cat. No. CS-0187031
Molecule weight183.25
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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4-Methyl-[1,1'-biphenyl]-3-amine|CS-0187031

Structure of 80938-67-6

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General Information

CAS No. 80938-67-6
Cat. No. CS-0187031
Purity ≥98%
MDL No. None
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₃N
Molecular Weight 183.25
Synonym(s) 5-PHENYL-O-TOLUIDINE
SMILES CC1=C(C=C(C=C1)C2=CC=CC=C2)N

Description

4-Methyl-[1,1'-biphenyl]-3-amine features a para-methyl-substituted biphenyl core with a strategically positioned aniline nitrogen, enabling robust integration into conjugated systems. The electron-donating methyl group enhances charge transport properties while maintaining solubility in common organic solvents. This bench-stable scaffold serves as a key building block for functional materials in organic electronics and pharmaceutical intermediates.

Application

4-Methyl-[1,1'-biphenyl]-3-amine serves as a versatile building block in medicinal chemistry and materials science, enabling the synthesis of biaryl-containing scaffolds via Pd-catalyzed cross-coupling reactions. The ortho-methyl group enhances metabolic stability and modulates electronic properties, while the primary amine facilitates downstream functionalization. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for scalable synthesis of pharmaceutical intermediates and functional organic semiconductors.

Synthesis

Route1
- 80726-54-1
- ~%
- In-stock
  
  80938-67-6
References
- Monatshefte fuer Chemie, , vol. 83, p. 1253,1256

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 26.02
LogP 3.24422
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Methyl-[1,1'-biphenyl]-3-amine

CAS No. 80938-67-6

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