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2-Pyrrolidone

C4H7NO, 85.106 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

Organic — amide9 measured properties

Drawn from the SMILES. It shows how the atoms are connected — not a photograph of a molecule, and not its shape in space.

Identifiers

Molecular formula
C₄H₇NO
Molecular weight
85.106 g/mol
Exact mass
85.052764 g/mol
SMILES
O=C1CCCN1
InChI
InChI=1S/C4H7NO/c6-4-2-1-3-5-4/h1-3H2,(H,5,6)
InChIKey
HNJBEVLQSNELDL-UHFFFAOYSA-N

Both are open without an account.

Measured properties

Values somebody obtained from a sample and published. Where two sources report the same property they are both shown, in the units each used — a disagreement between them is information, and averaging it away would be inventing a number neither one gave.

Boiling Point
245 °C @ 760 mm Hg; 113-114 @ 9.2 mm Hg; 76 °C @ 0.2 mm Hgmeasured · Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 1378
245 °Cmeasured · reference compound database
245 °C @760 [mm Hg]measured · reference compound database
Melting Point
25.0 °Cmeasured · Flick, E.W. (ed.). Industrial Solvents Handbook 4 th ed. Noyes Data Corporation., Park Ridge, NJ., 1991., p. 918
23 °Cmeasured · reference compound database
25 °Cmeasured · reference compound database
24.6 °Cmeasured · reference compound database
Flash Point
265 °F (129 °C) (open cup)measured · Fire Protection Guide to Hazardous Materials. 12 ed. Quincy, MA: National Fire Protection Association, 1997., p. 325-83
129 °C o.c.measured · reference compound database
Solubility
Very sol in alcohol, ether, benzene, chloroform, carbon disulfidemeasured · Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 1378
Infinitely soluble in watermeasured · Riddick, J.A., W.B. Bunger, Sakano T.K. Techniques of Chemistry 4th ed., Volume II. Organic Solvents. New York, NY: John Wiley and Sons., 1985., p. 665
1000 mg/mL at 20 °Cmeasured · reference compound database
Solubility in water: goodmeasured · reference compound database
Density
1.116 @ 25 °Cmeasured · Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 1378
Relative density (water = 1): 1.1measured · reference compound database
1.116 @25 °Cmeasured · reference compound database
Vapor Pressure
0.00949 [mmHg]measured · reference compound database
9.49X10-3 mm Hg @ 25 °Cmeasured · Daubert, T.E., R.P. Danner. Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor and Francis, 1989.
Vapor pressure at 20 °C: negligiblemeasured · reference compound database
0.00949 [mm Hg] @25 °Cmeasured · reference compound database
LogP
log Kow= -0.85measured · PMID:1847429; Sasaki H et al; J Med Chem 34: 628-633 (1991)
-0.85measured · SASAKI,H ET AL. (1991)
-0.85measured · reference compound database
Viscosity
13.3 CP @ 25 °Cmeasured · Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 1378
Refractive Index
INDEX OF REFRACTION: 1.4806 @ 30 °C/D; SADTLER REF NUMBER: 7235 (IR, PRISM); 818 (NMR)measured · Weast, R.C. (ed.). Handbook of Chemistry and Physics. 60th ed. Boca Raton, Florida: CRC Press Inc., 1979., p. C-479

Calculated properties

Derived from the structure rather than from a sample. These are reproducible and they are not measurements: a calculated partition coefficient and a measured one can differ by a long way, and where both exist they are listed apart on purpose.

logP
-0.1036calculated · chemistry engine
Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area
29.1 Ųcalculated · chemistry engine
Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors
1calculated · chemistry engine
Atoms that can donate a hydrogen bond.
H-bond acceptors
1calculated · chemistry engine
Atoms that can accept a hydrogen bond.
Rotatable bonds
0calculated · chemistry engine
Single bonds the molecule can freely twist around.
Molar refractivity
22.2437 cm³/molcalculated · chemistry engine
Relates to the molecule's polarisability.
Fraction sp³ carbons
0.75calculated · chemistry engine
Share of carbon atoms with tetrahedral bonding.
QED drug-likeness
0.4368calculated · 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
6
Total atoms, hydrogen included
13
Rings
1
Aromatic rings
0
Stereocentres
0
Formal charge
0

Functional groups

  • Amide

    A carbonyl bonded directly to nitrogen.

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 2-Pyrrolidone yet.

Other names for it

No systematic name is recorded.

The sources also call it 2-Pyrrolidinone, pyrrolidin-2-one, Pyrrolidone, Butyrolactam, 2-Oxopyrrolidine, 2-Ketopyrrolidine, 2-Pyrol, gamma-Butyrolactam, Pyrrolidon, alpha-Pyrrolidinone, 4-Aminobutyric acid lactam, gamma-Aminobutyric lactam.

Structurally related

Nothing structurally close to 2-Pyrrolidone has a page here yet.

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as 2-Pyrrolidone. 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.

Where these values came from

  • chemistry engine

    structure perception

No matching record was found in the currently indexed sources (reference compound database)..

What this page does not claim

The identifiers are what the source record holds, copied rather than recomputed. Measured values are reported as their source gave them, units and all; calculated values are marked as calculated and are not measurements. Where a field is absent the page says so, because a blank cell reads as a zero and a guessed value reads as a fact.

Nothing here is a hazard assessment, a purity statement or advice about handling a sample. A flash point quoted from a safety database is a number somebody published, not a judgement by us about whether this molecule is safe for what you intend.