Thiosemicarbazide

An inorganic compound, CH5N3S, 91.139 g/mol. Melting point 183 °C, as published.

verified recordInorganic compound3 measured properties

Identifiers

Molecular formula: CH₅N₃S
Molecular weight: 91.139 g/mol
Exact mass: 91.020418 g/mol
IUPAC name: N'-aminocarbamimidothioic acid
SMILES: NNC(N)=S
InChI: InChI=1S/CH5N3S/c2-1(5)4-3/h3H2,(H3,2,4,5)
InChIKey: BRWIZMBXBAOCCF-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.

Melting Point: 356 to 363 °F (EPA, 1998)measured · U.S. Environmental Protection Agency. 1998. Extremely Hazardous Substances (EHS) Chemical Profiles and Emergency First Aid Guides. Washington, D.C.: U.S. Government Printing Office.; 183 °Cmeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 94th Edition. CRC Press LLC, Boca Raton: FL 2013-2014, p. 3-302; 183 °Cmeasured · reference compound database
Solubility: In water, 1./0X10+4 mg/L at 20 °Cmeasured · Beilstein. MDL Information Systems. Available from STN International, as of Aug 18, 2014: https://www.stn-international.de/stndatabases/databases/beilstei.html; Very soluble in watermeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 94th Edition. CRC Press LLC, Boca Raton: FL 2013-2014, p. 3-302; Soluble in water or alcoholmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1734; Very soluble in ethanolmeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 94th Edition. CRC Press LLC, Boca Raton: FL 2013-2014, p. 3-302
Vapor Pressure: 0.33 [mmHg]measured · reference compound database

Calculated properties

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

Molecular weight: 91.14 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 91.02041835 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: -0.3calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 65.4 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 48calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 3calculated · reference compound database
H-bond acceptors: 3calculated · reference compound database
logP: -1.3067calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 64.07 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 3calculated · 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: 24.1085 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: 0.1967calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

N Nitrogen3 atoms · 46.1% by mass
S Sulfur1 atom · 35.2% by mass
C Carbon1 atom · 13.2% by mass
H Hydrogen5 atoms · 5.5% 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: 5
Total atoms, hydrogen included: 10
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 Thiosemicarbazide yet.

Other names for it

The systematic name on this record is N'-aminocarbamimidothioic acid.

The sources also call it aminothiourea, Hydrazinecarbothioamide, N-Aminothiourea, 1-Aminothiourea, Isothiosemicarbazide, 2-Thiosemicarbazide, 3-Thiosemicarbazide, Thiocarbamylhydrazine, Thiocarbamoylhydrazine, Semicarbazide, thio-, Aminothio-urea, Thiocarbamoyl hydrazide.

Structurally related

Nothing structurally close to Thiosemicarbazide has a page here yet.

Where these values came from

reference compound database6583
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.