S=C1NCCN1

A thiol, C3H6N2S, 102.162 g/mol. Boiling point 446 to 595 °F at 760 mmHg, melting point 203 °C, as published.

verified recordOrganic — thiol7 measured properties

Identifiers

Molecular formula: C₃H₆N₂S
Molecular weight: 102.162 g/mol
Exact mass: 102.025169 g/mol
IUPAC name: 4,5-dihydro-1H-imidazole-2-thiol
SMILES: SC1=NCCN1
InChI: InChI=1S/C3H6N2S/c6-3-4-1-2-5-3/h1-2H2,(H2,4,5,6)
InChIKey: PDQAZBWRQCGBEV-UHFFFAOYSA-N

Open in ReactionLens Use 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: 446 to 595 °F at 760 mmHg (NIOSH, 2024)measured · reference compound database; 446-595 °Fmeasured · reference compound database; 446-595 °Fmeasured · reference compound database
Melting Point: 397 to 399 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 203 °Cmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-300; ETHYLENE THIOUREA (ETU) IS AVAILABLE IN USA AS WHITE CRYSTALS OR FINELY-GROUND POWDER WITH A MELTING POINT OF 192 °C. IT IS ALSO AVAILABLE IN USA & JAPAN AS A WHITE POWDER WITH A MELTING POINT ABOVE 195 °C. IT IS AVAILABLE IN USA AS WHITE POWDER CONSISTING OF 80% DISPERSION OF ETU IN OIL.measured · IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work).; 194 °Cmeasured · reference compound database; 392 °Fmeasured · reference compound database; 203 °Cmeasured · reference compound database; 392 °Fmeasured · reference compound database
Flash Point: 486 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 486 °Fmeasured · reference compound database; 252 °Cmeasured · reference compound database; 486 °Fmeasured · reference compound database; 486 °Fmeasured · reference compound database
Solubility: 1 to 5 mg/mL at 64 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; Soluble in ethanol; slightly soluble in dimethyl sulfoxide; insoluble in ethyl ether, benzene, chloroformmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-300; Moderately soluble in methanol, ethanol, ethylene glycol, pyridine; insoluble in acetone, ether, chloroform, benzene, ligroinmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006., p. 651; Soluble in ethanol; insoluble in ethyl ether and benzene.measured · Lide, D.R. (ed.). CRC Handbook of Chemistry and Physics. 79th ed. Boca Raton, FL: CRC Press Inc., 1998-1999., p. 3-198; Slightly soluble at room temperature in methanol, ethanol, acetic acid, naphtha.measured · Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 531; 2 g/100 mL water at 30 °C; 9 g/100 mL water at 60 °C; 44 g/100 mL water at 90 °Cmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006., p. 651; Solubility in water, g/100ml at 30 °C: 2 (moderate)measured · reference compound database; >15.3 [ug/mL] (The mean of the results at pH 7.4)measured · reference compound database; (86 °F): 2%measured · reference compound database
Density: Density (at 20 °C): 1,26-1,28 g/cm³measured · reference compound database
Vapor Pressure: less than 1 mmHg at 68 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 0.00000202 [mmHg]measured · reference compound database; Vapor pressure, Pa at 25 °C: 133measured · reference compound database; 16 mmHgmeasured · reference compound database; 16 mmHgmeasured · reference compound database
LogP: log Kow = -0.66measured · Govers H et al; Chemosphere 15: 383-93 (1986); -0.66 (calculated)measured · reference compound database; -0.66measured · reference compound database

Calculated properties

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

Molecular weight: 102.16 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 102.02516937 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 1.1calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 25.4 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 78calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 2calculated · reference compound database
H-bond acceptors: 2calculated · reference compound database
logP: -0.1246calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 24.39 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 2calculated · 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: 29.2907 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.6667calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.4092calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon3 atoms · 35.3% by mass
S Sulfur1 atom · 31.4% by mass
N Nitrogen2 atoms · 27.4% by mass
H Hydrogen6 atoms · 5.9% by mass

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: 12
Rings: 1
Aromatic rings: 0
Stereocentres: 0
Formal charge: 0

Functional groups

Thiol
An –SH group, the sulfur analogue of an alcohol.

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 S=C1NCCN1 yet.

Other names for it

The systematic name on this record is 4,5-dihydro-1H-imidazole-2-thiol.

The sources also call it imidazolidine-2-thione, ETHYLENE THIOUREA, Ethylenethiourea, 2-Imidazolidinethione, 2-Mercaptoimidazoline, Imidazolidinethione, Soxinol 22, Mercazin I, Warecure C, Rhenogran ETU, Pennac CRA, N,N'-Ethylenethiourea.

Structurally related

Nothing structurally close to S=C1NCCN1 has a page here yet.

Where these values came from

reference compound database7300
compound record
chemistry engine
structure perception

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.