Thiourea

An inorganic compound, CH4N2S, 76.124 g/mol. Boiling point Sublimes in vacuum at 302-320 °F, melting point 176-178 °C, as published.

verified recordInorganic compound6 measured properties

Identifiers

Molecular formula: CH₄N₂S
Molecular weight: 76.124 g/mol
Exact mass: 76.009519 g/mol
IUPAC name: carbamimidothioic acid
SMILES: NC(N)=S
InChI: InChI=1S/CH4N2S/c2-1(3)4/h(H4,2,3,4)
InChIKey: UMGDCJDMYOKAJW-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: Sublimes in vacuum at 302-320 °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.; Decomposes at boiling pointmeasured · Verschueren, K. Handbook of Environmental Data on Organic Chemicals. Volumes 1-2. 4th ed. John Wiley & Sons. New York, NY. 2001, p. 1997; Sublimes in vacuum at 302-320 °Fmeasured · reference compound database
Melting Point: 349 to 352 °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.; 176-178 °Cmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1735; 180 °Cmeasured · reference compound database; 182 °Cmeasured · reference compound database; 349-352 °Fmeasured · reference compound database; 178 °Cmeasured · reference compound database
Solubility: 10 to 50 mg/mL 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.; In water, 1.42X10+5 mg/L at 25 °Cmeasured · Seidell A; Solubilities of Organic Compounds. New York, NY: D. Van Norstrand (1941); Soluble in water at 25 °C: 1 part in 11measured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1735; Aqueous solubility data in g/L: 0.4676 at 0 °C; 85.07 at 10 °C; 117.5 at 20 °C; 133.9 at 25 °C; 167.4 at 30 °C; 235.5 at 40 °C; 415.2 at 60 °C, 579.8 at 80 °C; 704.1 at 100 °Cmeasured · Yalkowsky, S.H., He, Yan, Jain, P. Handbook of Aqueous Solubility Data Second Edition. CRC Press, Boca Raton, FL 2010, p. 11; Soluble in alcohol; sparingly soluble in ether.measured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1735; For more Solubility (Complete) data for THIOUREA (6 total), please visit the HSDB record page.measured · reference compound database; 142 mg/mL at 25 °Cmeasured · reference compound database; Solubility in water: moderatemeasured · reference compound database; >11.4 [ug/mL] (The mean of the results at pH 7.4)measured · reference compound database
Density: 1.405 at 68 °F (USCG, 1999) - Denser than water; will sinkmeasured · U.S. Coast Guard. 1999. Chemical Hazard Response Information System (CHRIS) - Hazardous Chemical Data. Commandant Instruction 16465.12C. Washington, D.C.: U.S. Government Printing Office.; 1.405 g/cu cm at 25 °Cmeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-512; 1.4 g/cm³measured · reference compound database; 1.405 at 68 °Fmeasured · reference compound database; 1.405 @25 °Cmeasured · reference compound database
Vapor Pressure: 0.0028 [mmHg]measured · reference compound database; 1.41X10-7 mm Hg at 25 °Cmeasured · Terenzi L, Piacente V; Thermochima Acta 235: 61-66 (1994)
LogP: log Kow = -1.08measured · Govers H et al; Chemosphere 15: 383-93 (1986); -1.08measured · reference compound database; -2.38/-0.95measured · reference compound database; -0.92measured · reference compound database

Calculated properties

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

Molecular weight: 76.12 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 76.00951931 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: -0.2calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 50.9 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 33calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 3calculated · reference compound database
H-bond acceptors: 2calculated · reference compound database
logP: -0.8113calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 52.04 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: 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: 20.9728 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.3709calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

S Sulfur1 atom · 42.1% by mass
N Nitrogen2 atoms · 36.8% by mass
C Carbon1 atom · 15.8% by mass
H Hydrogen4 atoms · 5.3% 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: 4
Total atoms, hydrogen included: 8
Rings: 0
Aromatic rings: 0
Stereocentres: 0
Formal charge: 0

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 Thiourea yet.

Other names for it

The systematic name on this record is carbamimidothioic acid.

The sources also call it Thiocarbamide, Isothiourea, Sulfourea, 2-Thiourea, Pseudothiourea, Thiuronium, Sulourea, 2-Thiopseudourea, Thiocarbonic acid diamide, Urea, thio-, beta-Thiopseudourea, Thiomocovina.

Structurally related

Nothing structurally close to Thiourea has a page here yet.

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Thiourea. 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.

(8-Bromo-1,1,1,2,3-pentafluorooctan-2-yl) hypofluorite

used as a reactant

C₈H₁₁BrF₆O, 317.067 g/mol.

(1,1,1,2,3-Pentafluoro-8-sulfanyloctan-2-yl) hypofluorite

formed as a product

C₈H₁₂F₆OS, 270.238 g/mol.

1,2,4-Thiadiazole-3-carboxylic acid, 5-chloro-, methyl ester

used as a reactant

C₄H₃ClN₂O₂S, 178.6 g/mol.

Where these values came from

reference compound database6118
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.