Showing Compound Thiourea (FDB012439)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:10 UTC

Update date

2015-07-20 22:50:15 UTC

Primary ID

FDB012439

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Thiourea

Description

Prohibited from use in food Another common application for use of thiourea is a common sulfur source for making semiconductor cadmium sulfide nanoparticle. A slurry of 1 g cadmium sulfate (1.3 mmol), 0.5 g thiourea (6.6 mmol), and 0.1 g SiO2 (1.7 mmol) were sonicated for 3 hours under ambient air at room temperature. The colorless slurry solution changes to yellow indicating the generation of CdS.; Thiourea is a planar molecule. The C=S bond distance is 1.60±0.1 Å for a wide range of derivatives. This narrow range indicates that the C=S bond is insensitive to the nature of the substitutent. Thus, the thioamide, which is similar to an amide group, is difficult to perturb.; Thiourea is an organic compound of carbon, nitrogen, sulfur and hydrogen, with the formula CSN2H4 or (NH2)2CS. It is similar to urea, except that the oxygen atom is replaced by a sulfur atom. The properties of urea and thiourea differ significantly because of the relative electronegativities of sulfur and oxygen. Thiourea is a versatile reagent in organic synthesis. "Thioureas" refers to a broad class of compounds with the general structure (R1R2N)(R3R4N)C=S. Thioureas are related to thioamides, e.g. RC(S)NR2, where R is methyl, ethyl, etc.; Thiourea reduces peroxides to the corresponding diols. The intermediate of the reaction is an unstable epidioxide which can only be identified at -100 °C. Epidioxide is similar to epoxide except with two oxygen atoms. This intermediate reduces to diol by thiourea.

CAS Number

62-56-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(NH2)2CS	HMDB
2-thio-Pseudourea	HMDB
2-Thio-pseudourea	HMDB
2-thio-Urea	HMDB
2-Thio-urea	HMDB
2-Thiopseudourea	HMDB
2-Thiourea	ChEBI
Aminothioamide	ChEBI
Aminothiocarboxamide	ChEBI
beta -Thiopseudourea	HMDB

Showing 1 to 10 of 44 entries

Predicted Properties

Property	Value	Source
Water Solubility	21.2 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-0.47	ChemAxon
logS	-0.55	ALOGPS
pKa (Strongest Acidic)	13.87	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.04 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	21.13 m³·mol⁻¹	ChemAxon
Polarizability	7.14 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

CH4N2S

IUPAC name

thiourea

InChI Identifier

InChI=1S/CH4N2S/c2-1(3)4/h(H4,2,3,4)

InChI Key

UMGDCJDMYOKAJW-UHFFFAOYSA-N

Isomeric SMILES

NC(N)=S

Average Molecular Weight

76.121

Monoisotopic Molecular Weight

76.009518828

Classification

Description

Belongs to the class of organic compounds known as thioureas. These are organic compounds containing the thiourea functional group, a derivative of urea with the general structure (R1(N)R2C(=S)(R3)R4, R1-R4=H, alkyl, aryl), obtained by replacing the carbonyl group of urea with a thiocarbonyl group.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioureas

Sub Class

Not Available

Direct Parent

Thioureas

Alternative Parents

Substituents

Thiourea
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

one-carbon compound (CHEBI:36946 )
ureas (CHEBI:36946 )
thioureas (CHEBI:36946 )

Ontology

Disposition

Source:

Food

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Environmental role:

Air pollutant

Industrial application:

Food and nutrition

Pharmaceutical industry:

Antiviral

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	-1.08	GOVERS,H ET AL. (1986)
Experimental pKa	pKa -1.19 (20°, H2SO4 aq.)	DFC
Experimental Water Solubility	142 mg/mL at 25 oC	SEIDELL,A (1941)
Isoelectric point	Not Available
Mass Composition	C 15.78%; H 5.30%; N 36.80%; S 42.12%	DFC
Melting Point	Mp 180°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-004l-9000000000-266e84d73e3942345320	2014-09-20	View Spectrum
Predicted GC-MS	Thiourea, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-056r-9000000000-8e5bcf535608a9c5c795	Spectrum
Predicted GC-MS	Thiourea, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-fc85c4c4965deff19a4b	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-9df13a5f6817f41fe8cf	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-5e86038161f25d0f4820	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-006549670e02390c97cb	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-6c868e007f78c8b9e10e	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-837112ddd5e6429124e7	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-9000000000-63a30c532af48a8e12b1	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-9000000000-1447f942ca93d2d6a2c7	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-c202fd1bcbae71404d36	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004l-9000000000-47b3f247781166d2b51a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-9000000000-f31b460d9dd139df11da	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9000000000-6c446727638b12dd4262	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6u-9000000000-ca5a647850195cd117e7	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-286b63d3516de7d14a12	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-286b63d3516de7d14a12	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a6r-9000000000-41ef030e882c2237b142	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-921fd3a13e7c6371da15	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-921fd3a13e7c6371da15	2021-09-24	View Spectrum