N,N-Bis(4-aminophenyl)-1,4-benzenediamine

Basic Information

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CAS Number

25321-14-6

Molecular Formula

C18H18N4

Molecular Weight

290.37 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

158 °F

Boiling Point

572 °F

Density

1.32

Flash Point

404 °F

Solubility

Insoluble

Refractive Index

1.4790 (estimate)

Vapor Pressure

1 mmHg

SMILES

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CC1=C(C(=CC=C1)[N+](=O)[O-])[N+](=O)[O-]

InChI

InChI=1S/C18H18N4/c19-13-1-7-16(8-2-13)22(17-9-3-14(20)4-10-17)18-11-5-15(21)6-12-18/h1-12H,19-21H2

InChIKey

SNLFYGIUTYKKOE-UHFFFAOYSA-N

LogP

3.9030000000000014

Topological Polar Surface Area

81.3 Å²

Hydrogen Bond Donor/Acceptor

6 / 4

Complexity

220

Safety Information

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Hazard Class

Class 6.1(a) Class 6.1(a)

Synonyms & References

English

2,3-DNT
NCGC00091205-01
CCRIS 2837
dinitro-toluene
Methyl Dinitrobenzene
DTXCID407236
BRN 2212428
2,3-DINITROTOLUENE [HSDB]
3-AMINO-3-(2,3,6-TRICHLOROPHENYL)-PROPIONICACID
1-Methyl-2,3-dinitrobenzene
CHEMBL1531586
HSDB 5499
CS-0231886
SCHEMBL146895
NCGC00091205-04
NS00008195
BS660NHC83
FT-0632495
25321-14-6
2 3-Dinitrotoluene
2,3-Dinitrotoluene, 99%
EN300-125728
1-Methyl-2,3-dinitrobenzene; Toluene, 2,3-dinitro- (8CI); 1-Methyl-2,3-dinitrobenzene; 2,3-DNT; 2,3-Dinitrotoluene; 2,3-Dinitrotoluol
Benzene, 1-methyl-2,3-dinitro-
1-Methyl-2,3-dinitro-benzene
SCHEMBL9850022
F9994-0667
InChI=1/C7H6N2O4/c1-5-3-2-4-6(8(10)11)7(5)9(12)13/h2-4H,1H
602-01-7
AKOS015950739
NCGC00091205-02

Customs Code

2904203000

FAQ

What are the physical and chemical properties of N,N-Bis(4-aminophenyl)-1,4-benzenediamine (CAS: 25321-14-6)?

N,N-Bis(4-aminophenyl)-1,4-benzenediamine is a solid, crystalline compound with a molecular weight of approximately 220.23 g/mol. It has a low solubility in water but is more soluble in organic solvents. Chemically, it is highly reactive due to its amine groups, making it suitable for various organic reactions. It exhibits basic properties due to these amines and can participate in proton transfer reactions.

How is N,N-Bis(4-aminophenyl)-1,4-benzenediamine (CAS: 25321-14-6) typically synthesized?

N,N-Bis(4-aminophenyl)-1,4-benzenediamine is synthesized by a multi-step process involving the coupling of 4-aminophenol with 1,4-benzenediamine. The reaction is typically carried out in an aqueous medium with a catalyst such as sodium carbonate or potassium carbonate, leading to high yield and selectivity. This process requires careful temperature and pH control to ensure efficient coupling and product purity.

What industries use N,N-Bis(4-aminophenyl)-1,4-benzenediamine (CAS: 25321-14-6)?

N,N-Bis(4-aminophenyl)-1,4-benzenediamine is primarily used in the pharmaceutical and polymer industries. In pharmaceuticals, it serves as a precursor for the synthesis of biologically active compounds. In polymers, it acts as a stabilizer and crosslinking agent, enhancing material properties. It also finds applications in the production of sensors and semiconductors due to its electronic properties.

What precautions should be taken when handling N,N-Bis(4-aminophenyl)-1,4-benzenediamine (CAS: 25321-14-6)?

When handling N,N-Bis(4-aminophenyl)-1,4-benzenediamine, it is essential to use appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Handle in a well-ventilated area or fume hood to prevent inhalation and skin contact. Spills should be cleaned up using appropriate absorbents and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage guidelines.