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Malononitrile

A nitrile, C3H2N2, 66.063 g/mol. Boiling point 218-219 °C @ 760 mm Hg, melting point 32 °C, as published.

verified record, Organic — nitrile, 8 measured properties

Identifiers

Molecular formula
C₃H₂N₂
Molecular weight
66.063 g/mol
Exact mass
66.021798 g/mol
IUPAC name
propanedinitrile
SMILES
N#CCC#N
InChI
InChI=1S/C3H2N2/c4-2-1-3-5/h1H2
InChIKey
CUONGYYJJVDODC-UHFFFAOYSA-N
Open in ReactionLensUse in reaction prediction

Measured properties

Published measurements, each with its source. Two readings of one property are both shown, in the units each used.

Boiling Point
424 to 426 °F at 760 mmHg (EPA, 1998)measured · CAMEO Chemicals
218-219 °C @ 760 mm Hgmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point
90 °F (EPA, 1998)measured · CAMEO Chemicals
32 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density
1.191 at 68 °F (EPA, 1998) - Denser than water; will sinkmeasured · CAMEO Chemicals
1.1910 @ 20 °C/4 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Solubility
greater than or equal to 100 mg/mL at 72.5 °F (NTP, 1992)measured · CAMEO Chemicals
SOL IN ACETIC ACID, CHLOROFORMmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure
0.2 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
0.200 mm Hg @ 25 °Cmeasured · Hazardous Substances Data Bank (HSDB)
LogP
log Kow = -0.60measured · Hazardous Substances Data Bank (HSDB)
-0.6measured · ILO-WHO International Chemical Safety Cards (ICSCs)
Flash Point
266 °F (EPA, 1998)measured · CAMEO Chemicals
266 °Fmeasured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
Refractive Index
Index of refraction: 1.4146 @ 34 °C/Dmeasured · Lide, DR (ed.). CRC Handbook of Chemistry and Physics. 81st Edition. CRC Press LLC, Boca Raton: FL 2000, p. 3-271

Calculated properties

Derived from the structure, not from a sample; kept apart from the measurements above.

Molecular weight
66.06 g/molcalculated · reference compound database
Average mass of one molecule, from reference compound database.
Exact mass
66.021798072 Dacalculated · reference compound database
Mass of the most common isotopic form.
XLogP3
-0.5calculated · reference compound database
Estimated oil/water partition, computed by reference compound database.
Polar surface area
47.6 Ųcalculated · reference compound database
Polar surface area as computed by reference compound database.
Complexity
82calculated · reference compound database
A rough measure of how intricate the structure is.
H-bond donors
0calculated · reference compound database
H-bond acceptors
2calculated · reference compound database
logP
0.4237calculated · chemistry engine
Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area
47.58 Ųcalculated · chemistry engine
Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors
0calculated · chemistry engine
Atoms that can donate a hydrogen bond.
H-bond acceptors
2calculated · chemistry engine
Atoms that can accept a hydrogen bond.
Rotatable bonds
0calculated · chemistry engine
Single bonds the molecule can freely twist around.
Molar refractivity
15.843 cm³/molcalculated · chemistry engine
Relates to the molecule's polarisability.
Fraction sp³ carbons
0.3333calculated · chemistry engine
Share of carbon atoms with tetrahedral bonding.
QED drug-likeness
0.4112calculated · chemistry engine
Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

Percentages are of the molecular weight above, worked out the same way the molar mass calculator does it.

Structure

Heavy atoms, hydrogen excluded
5
Total atoms, hydrogen included
7
Rings
0
Aromatic rings
0
Stereocentres
0
Formal charge
0

Functional groups

  • Nitrile

    A carbon–nitrogen triple bond.

Matched by structural pattern, not by a measurement.

The molecule in three dimensions

Rotate and inspect the atoms. Loaded only when you ask, so the page stays light.

The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.

Reactions it appears in

No documented reaction with a written procedure and a source involves Malononitrile yet.

Other names for it

The systematic name on this record is propanedinitrile.

The sources also call it Propanedinitrile, Dicyanomethane, Malonic dinitrile, Methylene cyanide, Cyanoacetonitrile, Malonodinitrile, Dicyanmethane, Malonic acid dinitrile, Methylenedinitrile, Methane, dicyano-, Methylenecyanide.

Structurally related

Nothing structurally close to Malononitrile has a page here yet.

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Malononitrile. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.

1,1'-Oxybis(2,2-dichloroethane)

used as a reactant

C₄H₆Cl₄O, 211.903 g/mol.

1,2-Dichloroethane

used as a reactant

C₂H₄Cl₂, 98.96 g/mol.

1,1,1-Triethoxybutane

used as a reactant

C₁₀H₂₂O₃, 190.283 g/mol.

(3,5-Dimethoxyphenyl)-(3-methoxyphenyl)methanone

used as a reactant

C₁₆H₁₆O₄, 272.3 g/mol.

Where these values came from

compound record.

What this page does not claim

Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.

Where to next

More molecules under M

The rest of this shelf, a hundred names at a time.

Molar mass calculator

Work with C3H2N2 in a calculation, with every element's contribution shown.

Molarity calculator

Grams of Malononitrile for a volume and a concentration, or the concentration a mass gives.

Open in ReactionLens

The full record in the workstation: every atom, every bond, and the reactions it appears in.