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| CAS No.: | 516-12-1 |
|---|---|
| Name: | N-Iodosuccinimide |
| Molecular Structure: | |
|
|
|
| Formula: | C4H4INO2 |
| Molecular Weight: | 224.986 |
| Synonyms: | 5-21-09-00544 (Beilstein Handbook Reference);Succinimide, N-iodo-;N-Iodosuccinimide 99%;2,5-Pyrrolidinedione, 1-iodo- (9CI);1-Iodopyrrolidine-2,5-dione;Succiniodimide; |
| EINECS: | 208-221-6 |
| Density: | 2.31 g/cm3 |
| Melting Point: | 173 -175 |
| Boiling Point: | 249.6 °C at 760 mmHg |
| Flash Point: | 104.8 °C |
| Solubility: | decomposes in water |
| Appearance: | white-yellow to brown crystalline powder |
| Hazard Symbols: |
 Xn, Xi
|
| Risk Codes: | 22-36/37/38 |
| Safety: | 26-36-37/39 |
| PSA: | 37.38000 |
| LogP: | 0.42330 |
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| Conditions | Yield |
|---|---|
| With [bis(acetoxy)iodo]benzene; iodine In benzene at 20℃; for 15h; Concentration; Solvent; Time; Darkness; | 99% |
| With Iodine monochloride; bis(tri-n-butyltin)oxide 1.) benzene, reflux, 4 h, 2.) CH3CN; Yield given. Multistep reaction; |
| Conditions | Yield |
|---|---|
| With sodium iodide In acetone for 0.25h; | 89% |
| With sodium iodide In acetone for 2h; | 44% |
| With sodium iodide In acetone for 0.25h; | |
| With sodium iodide In N,N-dimethyl-formamide at 20℃; for 1h; | |
| With sodium iodide In acetone for 0.25h; |
| Conditions | Yield |
|---|---|
| With iodine In tetrachloromethane at 40 - 50℃; for 1h; | 80% |
| With iodine In (2)H8-toluene at 20℃; | |
| With iodine In tetrachloromethane at 40 - 55℃; |
| Conditions | Yield |
|---|---|
| Ausgangstoff ist Succinimid-silber; |
- 516-12-1
N-iodo-succinimide
| Conditions | Yield |
|---|---|
| With acetic acid ester; iodine |
- 516-12-1
N-iodo-succinimide
| Conditions | Yield |
|---|---|
| With iodine; acetone | |
| With diethyl ether; iodine |
- 516-12-1
N-iodo-succinimide
| Conditions | Yield |
|---|---|
| With iodine; ethyl acetate | |
| With iodine; acetone | |
| With 1,4-dioxane; iodine |
- 516-12-1
N-iodo-succinimide
- 167033-03-6
((C2H5)2C2B4H4)Nb(Cl)2(C5H5)
- 266323-96-0
C5H5Cl2Nb((C2H5)2C2B4H3I)
| Conditions | Yield |
|---|---|
| In tetrahydrofuran Nb-complex was dissolved in THF, ligand was added, shaken for 5 min under inert atm.; after 10 min solvent was removed by rotary evaporator, residue was redissolved in CH2Cl2, flash-chromd. on silica, solvent was removed; elem. anal.; | 100% |
| Conditions | Yield |
|---|---|
| In not given inert atmosphere; | 100% |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran inert atmosphere; stirring (15 min); evapn., chromy. (SiO2, hexane); | 100% |
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Chemistry
Molecular Structure of N-Iodosuccinimide (CAS NO.516-12-1):
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IUPAC Name: 1-iodopyrrolidine-2,5-dione
Empirical Formula: C4H4INO2
Molecular Weight: 224.9845
Index of Refraction: 1.653
Surface Tension: 62.4 dyne/cm
Density: 2.31 g/cm3
Flash Point: 104.8 °C
Enthalpy of Vaporization: 48.69 kJ/mol
Boiling Point: 249.6 °C at 760 mmHg
Vapour Pressure: 0.0227 mmHg at 25°C
storage temp.:2-8°C
Water Solubility: decomposes
Synonyms of N-Iodosuccinimide (CAS NO.516-12-1): 1-Iodo-2,5-pyrrolidinedione ; nis;n-iodosuccinimide ; 1-iodo-5-pyrrolidinedione ; n-iodo-succinimid ; succinimide,n-iodo- ; succiniodimide ; 1-iodopyrrolidine-2,5-dione
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intravenous | 180mg/kg (180mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02815, |
Safety Profile
Hazard Codes 
Xn,
Xi
Risk Statements 22-36/37/38
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
Specification
N-Iodosuccinimide (CAS NO.516-12-1) is a white-yellow to brown crystalline powder,be sensitive to water and ligh.In organic synthesis for ketones, aldehydes of iodide, primarily as a pharmaceutical intermediates in the biological drug, its production method is without light conditions, in reaction of succinimide and silver oxide, Preparation N-succinic imide silver, in dry dioxane in the reaction ti get N-iodo succinimide.