Trimethylacetonitrile

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

What is the Trimethylacetonitrile?

The molecule Trimethylacetonitrile presents a molecular formula of C5H9N and its IUPAC name is trimethylacetonitrile.

Trimethylacetonitrile is a molecule with the chemical formula C3H9N. It is a colourless liquid with a pungent odour. It is used as a solvent and as a reagent in organic synthesis..

Trimethylacetonitrile is produced by the reaction of acetonitrile with methanol in the presence of a catalyst:.

CH3CN + 3 CH3OH → C3H9N + 3 H2O.

The reaction is conducted at temperatures between 100 and 200°C and pressures between 1 and 10 atmospheres..

Trimethylacetonitrile is a versatile solvent for organic reactions and is used in the manufacture of pharmaceuticals, agrochemicals, and dyes. It is also used as a reagent in the synthesis of other organic compounds..

Trimethylacetonitrile is a highly flammable liquid and must be handled with care. It should be stored in a cool, dry place and kept away from sources of ignition..

3D structure

Cartesian coordinates

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

2D drawing

 

Trimethylacetonitrile JAMNHZBIQDNHMM-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Trimethylacetonitrile

 

Molecule descriptors

 
IUPAC nametrimethylacetonitrile
InChI codeInChI=1S/C5H12O2/c1-4(6)3-5(2)7/h4-7H,3H2,1-2H3
InChI KeyJAMNHZBIQDNHMM-UHFFFAOYSA-N
SMILESN#CC(C)(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 nametrimethylacetonitrile
Molecular formulaC5H9N
Molecular weight83.1317
Melting point (ºC)16
Boiling point (ºC)106
Density (g/cm3)0.750
Molar refractivity25.64
LogP1.6
Topological polar surface area40.5

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.