Record Information
Version1.0
Creation date2010-04-08 22:10:10 UTC
Update date2015-07-20 22:50:15 UTC
Primary IDFDB012439
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameThiourea
DescriptionProhibited 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 Number62-56-6
Structure
Thumb
Synonyms
SynonymSource
2-ThioureaChEBI
AminothioamideChEBI
AminothiocarboxamideChEBI
Carbonothioic diamideChEBI
H2NC(S)NH2ChEBI
ThiocarbamidChEBI
ThiocarbamideChEBI
Thiocarbonic acid diamideChEBI
ThioharnstoffChEBI
ThiokarbamidChEBI
tuChEBI
Thiocarbonate diamideGenerator
(NH2)2CSHMDB
2-thio-PseudoureaHMDB
2-thio-UreaHMDB
2-ThiopseudoureaHMDB
beta -ThiopseudoureaHMDB
beta-ThiopseudoureaHMDB
IsothioureaHMDB
PseudothioureaHMDB
SulfocarbamideHMDB
SulfoureaHMDB
SulfourenHMDB
SuloureaHMDB
thio-UreaHMDB
Thiocarbonic diamideHMDB
ThiomocovinaHMDB
Thiourea, acsHMDB
ThiureaHMDB
ThiuroniumHMDB
THUHMDB
TOUHMDB
Tsizp 34HMDB
Urea, thio- (8ci)HMDB
β-thiopseudoureabiospider
2-Thio-pseudoureaHMDB
2-Thio-ureaHMDB
Beta-thiopseudoureabiospider
Pseudourea, 2-thio-biospider
Thio-ureaHMDB
TUbiospider
Urea, 2-thio-biospider
Urea, thio-biospider
Urea, thio- (8CI)biospider
Predicted Properties
PropertyValueSource
Water Solubility21.2 g/LALOGPS
logP-1.1ALOGPS
logP-0.47ChemAxon
logS-0.55ALOGPS
pKa (Strongest Acidic)13.87ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.04 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity21.13 m³·mol⁻¹ChemAxon
Polarizability7.14 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaCH4N2S
IUPAC namethiourea
InChI IdentifierInChI=1S/CH4N2S/c2-1(3)4/h(H4,2,3,4)
InChI KeyUMGDCJDMYOKAJW-UHFFFAOYSA-N
Isomeric SMILESNC(N)=S
Average Molecular Weight76.121
Monoisotopic Molecular Weight76.009518828
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.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassThioureas
Sub ClassNot Available
Direct ParentThioureas
Alternative Parents
Substituents
  • Thiourea
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Environmental role:

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 15.78%; H 5.30%; N 36.80%; S 42.12%DFC
Melting PointMp 180°DFC
Boiling PointNot Available
Experimental Water Solubility142 mg/mL at 25 oCSEIDELL,A (1941)
Experimental logP-1.08GOVERS,H ET AL. (1986)
Experimental pKapKa -1.19 (20°, H2SO4 aq.)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-004l-9000000000-266e84d73e3942345320Spectrum
Predicted GC-MSThiourea, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-056r-9000000000-8e5bcf535608a9c5c795Spectrum
Predicted GC-MSThiourea, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-fc85c4c4965deff19a4bSpectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-9000000000-9df13a5f6817f41fe8cfSpectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-9000000000-5e86038161f25d0f4820Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-006549670e02390c97cbSpectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-6c868e007f78c8b9e10eSpectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-837112ddd5e6429124e7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-9000000000-63a30c532af48a8e12b1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-9000000000-1447f942ca93d2d6a2c7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-c202fd1bcbae71404d36Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004l-9000000000-47b3f247781166d2b51aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-056r-9000000000-f31b460d9dd139df11daSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-6c446727638b12dd4262Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a6u-9000000000-ca5a647850195cd117e7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-286b63d3516de7d14a12Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-286b63d3516de7d14a12Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a6r-9000000000-41ef030e882c2237b142Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-921fd3a13e7c6371da15Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-921fd3a13e7c6371da15Spectrum
NMR
TypeDescriptionView
ChemSpider ID2005981
ChEMBL IDCHEMBL260876
KEGG Compound IDC14415
Pubchem Compound ID2723790
Pubchem Substance IDNot Available
ChEBI ID36946
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34155
CRC / DFC (Dictionary of Food Compounds) IDHGW79-W:HGW79-W
EAFUS ID3664
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDTOU
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDThiourea
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference