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A12828 Thiourea, 99%

CAS Number
62-56-6
Synonyms
Thiocarbamide

Stock No. Size Price ($) Quantity Availability
A12828-22 100g 26.00
A12828-36 500g 37.50
A12828-0E 2500g 118.00
A12828-0C 10000g 371.00
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Thiourea, 99%

MDL
MFCD00008067
EINECS
200-543-5

Chemical Properties

Formula
CH4N2S
Formula Weight
76.12
Melting point
172-178°
Density
1.405
Storage & Sensitivity
Ambient temperatures.
Solubility
Soluble in water.

Applications

Reagent for organic synthesisUsed as a reagent for organic synthesis. Thiourea is a photographic fixative, and used in manufacture of resins. It acts as a catalyst for asymmetric reactions. It plays an essential role as a catalyst for highly enantio- and diastereoselective additions reaction of oxindoles to nitroolefins. It is also useful to improve the productivity of mung bean.

Notes

Stable. Incompatible with strong acids. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Handle and store under inert gas.

Literature 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:

Bui, T.; Syed, S.; Barbas, C. F. Thiourea-Catalyzed Highly Enantio- and Diastereoselective Additions of Oxindoles to Nitroolefins: Application to the Formal Synthesis of (+) -Physostigmine. J. Am. Chem. Soc. 2009, 131 (25), 8758-8759.

Takemoto, Y. Development of Chiral Thiourea Catalysts and Its Application to Asymmetric Catalytic Reactions. Chem. Pharm. Bull. 2010, 58 (5), 593-601.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H350-H361d-H500

Harmful if swallowed. May cause cancer. Suspected of damaging the unborn child. May form combustible dust concentrations in air

Precautionary Statements: P201-P202-P264b-P270-P281-P301+P312-P308+P313-P330-P501c

Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use personal protective equipment as required. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF exposed or concerned: Get medical advice/attention. Rinse mouth. Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,9367
Beilstein
605327
Hazard Class
9
Packing Group
III
Harmonized Tariff Code
2930.90
TSCA
Yes
RTECS
YU2800000

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