2,4-Dicyanoaniline

Basic Information

View in Editor

CAS Number

19619-22-8

Molecular Formula

C8H5N3

Molecular Weight

17.03 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Nitriles

Basic Physical Properties

SMILES

View in Editor

C1=CC(=C(C=C1C#N)C#N)N

InChI

InChI=1S/C8H5N3/c9-4-6-1-2-8(11)7(3-6)5-10/h1-3H,11H2

InChIKey

IPMNLGOBXWTQRV-UHFFFAOYSA-N

LogP

0.16199999999999998

Topological Polar Surface Area

35.0 Å²

Hydrogen Bond Donor/Acceptor

3 / 1

Complexity

228

Synonyms & References

English

2,4-dicyanoaniline
4-amino-1,3-Benzenedicarbonitrile
4-aminobenzene-1,3-dicarbonitrile
Einecs 243-188-1
4-Aminoisophthalonitrile
1-amino-2,4-dicyanobenzene
2.4-dicyanoaniline
IPMNLGOBXWTQRV-UHFFFAOYSA-N
1,3-Benzenedicarbonitrile, 4-amino-
AK313657
19619-22-8
2,4-Dicyanoaniline
DB-012994
CS-0311622
4-aminoisophthalonitrile
EINECS 243-188-1
XLX5WT26UB
DTXSID30173291
MFCD00270798
SCHEMBL3440802
4-Amino-1,3-benzenedicarbonitrile
CL9303
AKOS006272784
NS00026387
AS-46284

MDL Number

MFCD00270798

FAQ

What are the physical and chemical properties of 2,4-Dicyanoaniline (CAS: 19619-22-8)?

2,4-Dicyanoaniline (CAS: 19619-22-8) is a crystalline solid with a molecular weight of approximately 174.1 g/mol. It has a high melting point of around 152-153°C. The compound is poorly soluble in water but soluble in common organic solvents such as ethanol and dichloromethane. It exhibits moderate reactivity, particularly in electrophilic aromatic substitution reactions.

How is 2,4-Dicyanoaniline (CAS: 19619-22-8) typically synthesized?

2,4-Dicyanoaniline (CAS: 19619-22-8) is usually synthesized via the condensation of dicyanodiamine with an appropriate anilide, such as p-anisic anilide, in the presence of a strong acid catalyst like sulfuric acid. The reaction is typically carried out in aprotic solvents under reflux conditions. The yield can be up to 85%, and the product is isolated by recrystallization.

What industries use 2,4-Dicyanoaniline (CAS: 19619-22-8)?

2,4-Dicyanoaniline (CAS: 19619-22-8) is primarily used in the pharmaceutical and polymer industries. It serves as a precursor for pharmaceutical intermediates and is also used in the synthesis of dyes and pigments. Additionally, it has applications in the production of organic semiconductors and gas sensors.

What precautions should be taken when handling 2,4-Dicyanoaniline (CAS: 19619-22-8)?

When handling 2,4-Dicyanoaniline (CAS: 19619-22-8), it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound is highly toxic and corrosive, so work should be conducted in a fume hood. Spills should be cleaned up immediately using appropriate absorbents, and the material safety data sheet (MSDS) should be consulted for detailed safety information.