Thioacetamide

An organic compound, C2H5NS, 75.136 g/mol. Melting point 113-114 °C, as published.

verified recordOrganic compound4 measured properties

Identifiers

Molecular formula: C₂H₅NS
Molecular weight: 75.136 g/mol
Exact mass: 75.01427 g/mol
IUPAC name: ethanimidothioic acid
SMILES: CC(N)=S
InChI: InChI=1S/C2H5NS/c1-2(3)4/h1H3,(H2,3,4)
InChIKey: YUKQRDCYNOVPGJ-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: 234 to 237 °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.; 113-114 °Cmeasured · Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 1590; 113-116 °Cmeasured · reference compound database; 115.5 °Cmeasured · reference compound database
Solubility: 5 to 10 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 ethanol 26.4 g/100 g; sparingly sol in ethermeasured · Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 1590; Miscible in benzenemeasured · Lide, DR (ed.). CRC Handbook of Chemistry and Physics. 81st Edition. CRC Press LLC, Boca Raton: FL 2000, p. 3-157; MISCIBLE IN PETROLEUM ETHERmeasured · Weast, R.C. (ed.). Handbook of Chemistry and Physics. 60th ed. Boca Raton, Florida: CRC Press Inc., 1979., p. C-97; In water, 1.63X10+5 mg/l @ 25 °C.measured · Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 1590; Solubility in water: goodmeasured · reference compound database
Vapor Pressure: 15.2 [mmHg]measured · reference compound database
LogP: log Kow = -0.26measured · Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 4; -0.46/-0.36measured · reference compound database; -0.26measured · reference compound database

Calculated properties

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

Molecular weight: 75.14 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 75.01427034 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 0.4calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 24.9 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: 2calculated · reference compound database
H-bond acceptors: 2calculated · reference compound database
logP: 0.2924calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 26.02 Å²calculated · 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: 22.4594 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.5calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.4188calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

S Sulfur1 atom · 42.7% by mass
C Carbon2 atoms · 32.0% by mass
N Nitrogen1 atom · 18.6% by mass
H Hydrogen5 atoms · 6.7% 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: 9
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 Thioacetamide yet.

Other names for it

The systematic name on this record is ethanimidothioic acid.

The sources also call it Ethanethioamide, Acetothioamide, Thiacetamide, Acetamide, thio-, Thioacetimidic acid, Acetimidic acid, thio-, USAF CB-21, USAF EK-1719, Thiacetamid, Acetic acid, thiono-, amide, Thioacetamid, Sulfo-amine.

Structurally related

Molecules sharing this formula, or whose fingerprint is at least 40% similar to this one. Similarity is Tanimoto on Morgan fingerprints over this library only — it is a measure of structural overlap, not of how alike they behave.

1,1-Dimethyl-2-thiourea

C3H8N2S

Seen alongside it in reaction records

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

1,4-Dioxane

used as a reactant

C₄H₈O₂, 88.106 g/mol.

Where these values came from

reference compound database6117
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.