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4-Aminobiphenyl
[CAS# 92-67-1]

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Complete supplier list of 4-Aminobiphenyl
Identification
Classification Chemical reagent >> Organic reagent >> Aromatic hydrocarbon reagent
Name 4-Aminobiphenyl
Synonyms 1,1'-Biphenyl-4-amine; 4-Biphenylylamine; 4-Phenylaniline
Molecular Structure CAS # 92-67-1, 4-Aminobiphenyl, 1,1'-Biphenyl-4-amine, 4-Biphenylylamine, 4-Phenylaniline
Molecular Formula C12H11N
Molecular Weight 169.22
CAS Registry Number 92-67-1
EC Number 202-177-1
SMILES C1=CC=C(C=C1)C2=CC=C(C=C2)N
Properties
Solubility Slightly soluble
Density 1.16 g/mL
Melting point 52-54 ºC
Boiling point 191 ºC (15 mmHg)
Flash point 113 ºC
Safety Data
Hazard Symbols symbol symbol   GHS07;GHS08 Danger    Details
Hazard Statements H302-H340-H341-H350    Details
Precautionary Statements P203-P264-P270-P280-P301+P317-P318-P330-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Acute toxicityAcute Tox.4H302
CarcinogenicityCarc.1AH350
Germ cell mutagenicityMuta.1BH340
CarcinogenicityCarc.1BH350
Germ cell mutagenicityMuta.2H341
Acute toxicityAcute Tox.4H312
Eye irritationEye Irrit.2H319
Acute toxicityAcute Tox.4H332
Specific target organ toxicity - single exposureSTOT SE3H335
Skin irritationSkin Irrit.2H315
Transport Information UN 3077
SDS Available
up Discovory and Applicatios
4-Aminobiphenyl is an important organic compound used extensively in chemical synthesis and materials science. The compound, consisting of a biphenyl structure with an amino group attached at the 4-position of one of the phenyl rings, has found applications in various fields due to its unique chemical properties.

The discovery of 4-Aminobiphenyl emerged from studies focused on the functionalization of biphenyl derivatives. Biphenyl, a compound featuring two connected phenyl rings, has been explored for its potential in a variety of chemical applications. The introduction of an amino group at the 4-position significantly alters the chemical behavior of biphenyl, opening up new avenues for its use.

Synthesis of 4-Aminobiphenyl typically involves the nitration of biphenyl followed by a reduction step. The initial nitration introduces a nitro group at the desired position, which is subsequently reduced to an amino group. This method allows for precise control over the introduction of the amino group, which is crucial for the compound's applications.

One of the primary applications of 4-Aminobiphenyl is in organic synthesis. It serves as a versatile building block in the preparation of various functionalized biphenyl derivatives. The amino group provides a site for further chemical modifications, enabling the synthesis of complex molecules. This property is particularly useful in the development of pharmaceuticals, where 4-Aminobiphenyl is used as a precursor in the synthesis of various therapeutic agents.

In materials science, 4-Aminobiphenyl is employed in the development of organic electronic materials. The amino group can participate in polymerization reactions, leading to the formation of conducting polymers and other materials with desirable electronic properties. These materials are used in applications such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells (OPVs), where their ability to conduct electricity and interact with light is critical.

Another significant application of 4-Aminobiphenyl is in the field of dyes and pigments. The amino group can be utilized to synthesize various azo dyes, which are widely used in the textile industry. The presence of the amino group allows for the formation of azo bonds with other aromatic compounds, leading to the development of vibrant and stable dyes.

4-Aminobiphenyl has also been studied for its potential in medicinal chemistry. Its structure allows for the introduction of additional functional groups, making it a valuable intermediate in the synthesis of biologically active compounds. Research into the compound's biological activity has revealed its potential as a precursor for the development of new pharmaceuticals with specific therapeutic properties.

In summary, 4-Aminobiphenyl is a versatile compound with significant applications in organic synthesis, materials science, and dye chemistry. Its ability to act as a building block for various chemical transformations highlights its importance in advancing both academic research and industrial applications. The ongoing study of 4-Aminobiphenyl continues to provide valuable insights into its potential uses and benefits.
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