Basic information
- CAS
2232-12-4- Standard SMILES
CC1(C)C(=O)N(I)C(=O)N1I- InChIKey
RDZHCKRAHUPIFK-UHFFFAOYSA-N- Molecular formula
- C5H6I2N2O2
- Average molar mass
- 379.92 g/mol
- Monoisotopic mass
- 379.85187
Names & identifiers
- Preferred name
- 1,3-Diiodo-5,5-dimethylimidazolidine-2,4-dione
- IUPAC
- 1,3-diiodo-5,5-dimethylimidazolidine-2,4-dione
- English name
- 1,3-Diiodo-5,5-dimethylhydantoin
- Molecular formula
- C5H6I2N2O2
- Molecular weight
- 379.92
Names & synonyms
1,3-diiodo-5,5-dimethylimidazolidine-2,4-dione1,3-Diiodo-5,5-dimethyl-imidazolidine-2,4-dione1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedioneRefChem:414486480-280-2606-981-71,3-Diiodo-5,5-dimethylhydantoin2232-12-41,3-Diiodo-5,5-Dimethyl hydantoin2,4-Imidazolidinedione, 1,3-diiodo-5,5-dimethyl-Hydantoin, 1,3-diiodo-5,5-dimethyl-MFCD00020867
Show more names
Diiodohydantoin1,3-DIIODO-5,5-DIMETHydantoin Impurity 61,3-DIIODO-5,5-DIMETHYLHYDANTOINvHydantoin 1,3-Diiodo 5,5-DimethylN,N'-Diiodo-5,5'-dimethylhydantoin
BRN 0146040DIHAI3-632344-24-00-01102 (Beilstein Handbook Reference)84ML8GRH5KDiiodo-5,5-dimethylhydantoinSCHEMBL481384C5H6I2N2O2
Database identifiers
- CAS
2232-12-4- PubChem CID
- 200534
- DTXSID
DTXSID50176865
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 40.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 229
Physicochemical properties
- Melting point
- 198 °C · 198°C(dec.)(lit.)
- Boiling point
- 298.4 · 298.4±23.0 °C(Predicted)
- Density
- 2.69 · 2.69±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 2 Cl2 · sol acetone; slightly sol CH2Cl2
- pka
- -3.25 · -3.25±0.40(Predicted)
- form
- powder to crystal
- color
- White to Light yellow to Light orange
- BRN
- 146040 · 146040
- InChI
- InChI=1S/C5H6I2N2O2/c1-5(2)3(10)8(6)4(11)9(5)7/h1-2H3
- InChIKey
- RDZHCKRAHUPIFK-UHFFFAOYSA-N
- SMILES
- C1(=O)N(I)C(C)(C)C(=O)N1I
- UNSPSC Code
- 12352101 · 12352101
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 3 · GHS03,GHS05,GHS09
- Signal word
- Danger
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H272 (95.3%): May intensify fire; oxidizer [Danger Oxidizing liquids; Oxidizing solids]
P210, P220, P260, P264, P273, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
Hazard information
Regulatory InformationREACH registered substance: 1,3-Diiodo-5,5-dimethyl-imidazolidine-2,4-dione (EC: 480-280-2)
Hazard Classes and Categories
Acute Tox. 4 (100%)
Ox. Sol. 2 (95.3%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- MU0970000
- ridadr
- UN 3085 8(5.1) / PGII
- hs_code
- 2933210090
- risk_code
- 8-35-50/53
- Signal word
- Danger
- Symbol(GHS)
- GHS03,GHS05,GHS09
- hazard_code
- O,C,N
- safety_code
- 26-36/37/39-45-60-61
- hazard_class
- 5.1/8
Chemistry & industry
Applications
UsesDIH - Highly efficient and economical reagent for IodinationUsed for:Preparation of nitriles from corresponding alcohols and amines via oxidative conversionChemoselective, stereospecific iododesilylation of silylated alkenesPreparation of N-benzyl toluenesulfonamides via sulfonylamidation of alkylbenzenes with toluenesulfonamide in presence of diiododimethylhydantoinIodination reactions
Preparation methods
Preparation1,3-diiodo-5,5-dimethylhydantoin is prepared by reaction of Iodine Monochloride (0.11 mol) with 5,5- dimethylhydantoin (0.05 mol) and Sodium Hydroxide (0.1 mol) in ice-water at 0 °C;1 the product is used without further purification.
Suppliers97 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
湖北成丰化工有限公司13125175253 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
Related reactions
14 records
Compound notes
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