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CAS RN: 2232-12-4 | Product Number: D3657
1,3-Diiodo-5,5-dimethylhydantoin
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Purity: >97.0%(T)
Synonyms:
- DIH
Product Documents:
| Size | Unit Price | Hyderabad | Japan* | Quantity |
|---|---|---|---|---|
| 5G |
₹7,200.00
|
3 | ≥80 |
|
| 25G |
₹23,900.00
|
Contact Us | 31 |
|
*Upon orders receipt, Hyderabad stocks will be dispatched on the same day.
*Items available in Japan warehouse will be dispatched in 10-12 working days.
*INR price is exclusive of domestic taxes applicable.
*TCI frequently reviews storage conditions to optimize them. Please note that the latest information on the storage temperature for the products is described on our website.
Supplemental Product Information:
This product is unstable in solution, making it difficult to prevent decomposition during NMR measurements.
This may cause visible peaks in the NMR chart in addition to any impurity peaks. The purity of the product is measured using the method specified separately in the specification sheet.
| Product Number | D3657 |
| Purity / Analysis Method | >97.0%(T) |
| Molecular Formula / Molecular Weight | C__5H__6I__2N__2O__2 = 379.92 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Frozen (<0°C) |
| Condition to Avoid | Heat Sensitive |
| CAS RN | 2232-12-4 |
| Reaxys Registry Number | 146040 |
| PubChem Substance ID | 87560938 |
| MDL Number | MFCD00020867 |
Specifications
| Appearance | White to Light yellow to Light orange powder to crystal |
| Purity(Iodometric Titration) | min. 97.0 % |
| NMR | confirm to structure |
Properties (reference)
| Melting Point | 198 °C(dec.) |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H314 : Causes severe skin burns and eye damage. H272 : May intensify fire; oxidizer. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P260 : Do not breathe dusts or mists. P220 : Keep/Store away from clothing/ combustible materials. P210 : Keep away from heat. P221 : Take any precaution to avoid mixing with combustibles. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P363 : Wash contaminated clothing before reuse. P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor. P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor. P405 : Store locked up. |
Related Laws:
| RTECS# | MU0970000 |
Transport Information:
| UN Number | UN3085 |
| Class | 5.1 / 8 |
| Packing Group | II |
Application
An efficient synthesis of 2-substituted-2-oxazolines using 1,3-diiodo-5,5’-dimethylhydantoin (DIH)
Typical procedure: To a solution of p-tolualdehyde (120.2 mg) in tert-butanol (10 mL) is added (R)-(–)-2-phenylglycinol (205.8 mg). The mixture is stirred at rt under argon for 30 min, and then DIH (569.9 mg) is added and the mixture is stirred at 50 °C. After 24 h, the mixture is quenched with saturated aqueous Na2CO3 until the color of I2 has almost disappeared, and is extracted with CHCl3 (3 x 15 mL). The combined organic layers are washed with aqueous K2CO3 (10 mL) and brine (10 mL), and dried over Na2SO4. After filtration, the mixture is evaporated and the residue is purified by chromatography on silica gel (eluent: EtOAc) to give (4R)-2-(4’-methylphenyl)-4-phenyl-2-oxazoline (201.7 mg, 85 %) as an oil.
References
Application
Highly Effective Iodinating Reagent
Typical Procedure: 2)
Sulfuric acid (2 mL) is added under stirring and cooling to a solution of anisole (1.1 g, 10 mmol) in ethanol (15 mL), and DIH (1; 1.9 g, 5 mmol) is then added in 3 portions over a period of 2-3 min. When the reaction is complete, the mixture is diluted with 3% solution of Na2SO3 (50 mL), and the precipitate is filtered off, washed with water, dried, and recrystallized from appropriate solvent. Yield of 4-iodoanisole 97%.
Sulfuric acid (2 mL) is added under stirring and cooling to a solution of anisole (1.1 g, 10 mmol) in ethanol (15 mL), and DIH (1; 1.9 g, 5 mmol) is then added in 3 portions over a period of 2-3 min. When the reaction is complete, the mixture is diluted with 3% solution of Na2SO3 (50 mL), and the precipitate is filtered off, washed with water, dried, and recrystallized from appropriate solvent. Yield of 4-iodoanisole 97%.
References
- 1) O. O. Orazi, R. A. Corral, H. E. Bertorello, J. Org. Chem. 1965, 30, 1101.
- 2) V. K. Chaikovskii, V. D. Filimonov, A. A. Funk, V. I. Skorokhodov, V. D. Ogorodnikov, Russ. J. Org. Chem. 2007, 43, 1291.
- 3) M. Ishihara, H. Togo, Tetrahedron 2007, 63, 1474[DOI]; S. Iida, H. Togo, Tetrahedron 2007, 63, 8274.
- 4) S. Takahashi, H. Togo, Synthesis 2009, 2329.
PubMed Literature
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