thiourea

• ChemBase ID: 103556
• Molecular Formular: CH4N2S
• Molecular Mass: 76.12086
• Monoisotopic Mass: 76.00951914
• SMILES: NC(=S)N
• Canonical SMILES: NC(=S)N
• InChI: InChI=1S/CH4N2S/c2-1(3)4/h(H4,2,3,4)
• InChIKey: UMGDCJDMYOKAJW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: thiourea
• IUPAC Traditional name: THU; thiourea; thion
• Synonyms: Thiourea, ACS; Thiocarbamide; Sulfourea; THIOUREA; THIOUREA, ACS; Thiourea; 硫脲, ACS; 硫代尿素; 硫脲

Database IDs

• CAS Number: 62-56-6
• EC Number: 200-543-5
• MDL Number: MFCD00008067
• Beilstein Number: 605327
• Merck Index: 149367
• PubChem SID: 24900549; 24860463; 24889147; 162090703; 24900482
• PubChem CID: 2723790
• CHEBI ID: 36946
• CHEMBL: 260876
• Chemspider ID: 2005981
• KEGG ID: C14415
• Unique Ingredient Identifier: GYV9AM2QAG
• Wikipedia Title: Thiourea

CALCULATED PROPERTIES

• Acid pKa: 15.2173395
• H Acceptors: 0
• H Donor: 2
• LogD (pH = 5.5): -0.47396427
• LogD (pH = 7.4): -0.47396427
• Log P: -0.47396427
• Molar Refractivity: 21.1335 cm^3
• Polarizability: 8.27845 Å^3
• Polar Surface Area: 52.04 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 14.2 g/100ml (25°C) in water; H2O: passes test
• Apperance: Crystalline; white solid
• Melting Point: 170-176 °C; 170-176 °C(lit.); 171 - 184 °C; 172-178°C; 174-177 °C; 175-178°C; 182°C
• Boiling Point: decomposes
• Density: 1.405; 1.405 g/ml; 1.405 kg/m3 at 20 °C
• Vapor Pressure: 9.975E-8 hPa at 20 °C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: YU2800000
• European Hazard Symbols: Carc. Cat. 3; Dangerous for the environment (N); Harmful (Xn); Nature polluting (N); Repr. Cat. 3; X; Harmful (Xn)
• UN Number: 2811; 3077; UN3077
• German water hazard class: 3
• Hazard Class: 6.1; 9
• Packing Group: 3; III
• Australian Hazchem: 2X
• Risk Statements: 22-40-51/53-63; 63-22-40-51/53; R:22-40-51/53-63; R22, R40, R51/53, R63
• Safety Statements: 36/37-61; S:61-36/37; S2, S36/37, S61
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• EU Index: 612-082-00-0
• GHS Pictograms: GHS07; GHS08; GHS09
• GHS Signal Word: Warning
• NFPA704:
  

  1

  3

  0
• GHS Hazard statements: H302-H351-H361d-H411; H351-H361-H302-H411; H351-H361-H302-H411-H401
• GHS Precautionary statements: P273-P281; P280H-P273; P281-P273-P301+P312-P308+P313-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3077 9/PG 3

Pharmacology Properties

• Gene Information: mouse ... Ephx2(13850)

Product Information

• Purity: ≥99%; ≥99.0%; ≥98.0%; ≥98.5%; ≥99%; ≥99.0%; 99%; 99% min.
• Grade: ACS; ACS reagent; JIS special grade; puriss.; puriss. p.a.; Reag. Ph. Eur.; REAGENT; ReagentPlus®
• Ignition Residue: ≤0.1% (as SO4)
• Cation Traces: Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤10 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: sulfate (SO42-): ≤100 mg/kg
• Loss on Drying: ≤0.5% loss on drying; ≤0.5% loss on drying, 105°C, 2h
• Linear Formula: NH2CSNH2

DETAILS

MP Biomedicals - 02152588

ACS Reagent Grade
Purity: ≥99.0%

MP Biomedicals - 02152133

Purity: 99+%
Crystalline

Sigma Aldrich - T33553

Application
Chaotropic agent; strong denaturant. Increases solubility and recovery of proteins

Sigma Aldrich - T7875

Application
离液剂；强变性剂。增加蛋白质的溶解性和回收率
包装
1 kg in poly bottle
5 kg in poly drum
5, 100, 500 g in poly bottle
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - 88810

Application
Chaotropic agent; strong denaturant. Increases solubility and recovery of proteins

Sigma Aldrich - T8656

Application
离液剂；强变性剂。增加蛋白质的溶解性和回收率
包装
50, 100, 500 g in poly bottle

Sigma Aldrich - 33717

Application
Chaotropic agent; strong denaturant. Increases solubility and recovery of proteins

Sigma Aldrich - 30-1940

Application
Chaotropic agent; strong denaturant. Increases solubility and recovery of proteins

Sigma Aldrich - 16217

Application
Chaotropic agent; strong denaturant. Increases solubility and recovery of proteins

REFERENCES

• Reagent for the conversion of alkyl halides to thiols by base hydrolysis of the isothiouronium salts; see also N-Acetylthiourea, B21198. Cleavage of isothiouronium salts with base and alkylation of the resulting thiolate has been used as a convenient synthesis of unsymmetrical sulfides: Synth. Commun., 14, 209 (1984).
• Epoxides are converted to episulfides: J. Org. Chem., 26, 3467 (1961). The 2,3-epoxy alcohols resulting from the Sharpless enantioselective epoxidation can be converted to the corresponding episulfides with retention at both centers, using Ti(O-i-Pr)₄ as mediator: J. Org. Chem., 53, 4114 (1988).
• Widely used in heterocyclic syntheses, e.g. of thiazoles and pyrimidines.
• Has been used in a convenient synthesis of isothiocyanates from oximes via the nitrile oxide: Tetrahedron Lett., 34, 8283 (1993); see also Benzaldoxime, A12053: