3,4-Dimethylaniline

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 3,4-Dimethylaniline are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the 3,4-Dimethylaniline?

The molecule 3,4-Dimethylaniline presents a molecular formula of C8H11N and its IUPAC name is 3,4-dimethylaniline.

Amines are organic compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia, wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group. Important amines include amino acids, biogenic amines, trimethylamine, and aniline; see Category:Amines for a list of amines. In organic chemistry, amines are classified based on the presence of one, two, or three alkyl substituents on nitrogen..

Amines are named in several ways. The commonest system is the IUPAC nomenclature, in which amines are named as alkylamines, e.g. methylamine, ethylamine, propylamine. Other common names arise from substituents on the nitrogen atom. When an amine has two alkyl substituents, it is called a dialkylamine; when three alkyl groups are present, it is called a trialkylamine. Trialkylamines are also commonly referred to by the shorthand trimethylamine, triethylamine, etc..

Amines are weak bases. When an amine is dissolved in water, it can be protonated by water to form an ammonium cation, which is a weak acid. The conjugate acid of an amine is an amine oxide..

3,4-Dimethylaniline is an organic compound with the formula C6H5N(CH3)2. It is a white solid that is insoluble in water, but soluble in most organic solvents. It is used as a precursor to dyes and other compounds..

The compound is prepared by alkylation of aniline with methyl iodide:.

C6H5NH2 + CH3I → C6H5N(CH3)2 + HI.

It can also be prepared by reductive amination of toluene with ammonia:.

C6H5CH3 + NH3 → C6H5N(CH3)2 + H2.

3,4-Dimethylaniline is a common starting material for the synthesis of azo dyes. It is also used as an intermediate in the production of herbicides and other pesticides..

The compound is a mild base, reacting with acids to form salts. It is also a weak oxidant, undergoing oxidation in the presence of strong oxidizing agents..

3,4-Dimethylaniline lies as a flammable liquid in the United States, and as a dangerous good in Australia..

3D structure

Cartesian coordinates

Geometry of 3,4-Dimethylaniline in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

3,4-Dimethylaniline DOLQYFPDPKPQSS-UHFFFAOYSA-N chemical compound 2D structure molecule svg
3,4-Dimethylaniline

 

Molecule descriptors

 
IUPAC name3,4-dimethylaniline
InChI codeInChI=1S/C8H18O/c1-6(7(2)9)8(3,4)5/h6-7,9H,1-5H3
InChI KeyDOLQYFPDPKPQSS-UHFFFAOYSA-N
SMILESc1(c(ccc(c1)N)C)C

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:

Physico-Chemical properties

IUPAC name3,4-dimethylaniline
Molecular formulaC8H11N
Molecular weight121.18
Melting point (ºC)51
Boiling point (ºC)226
Density (g/cm3)-
Molar refractivity40.78
LogP2.5
Topological polar surface area20.2

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.