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| CAS No.: | 6066-82-6 |
|---|---|
| Name: | N-Hydroxysuccinimide |
| Article Data: | 72 |
| Cas Database | |
| Molecular Structure: | |
|
|
|
| Formula: | C4H5NO3 |
| Molecular Weight: | 115.089 |
| Synonyms: | Succinimide, N-hydroxy-;2,5-Pyrrolidinedione, 1-hydroxy-;Hydroxysuccinimide;Succinimide, N-hydroxy- (8CI);1-Hydroxy-2,5-pyrrolidinedione;1-Hydroxysuccinimide;1-Hydroxy-pyrrolidine-2,5-dione;N-Hydroxy Succinimide; |
| EINECS: | 228-001-3 |
| Density: | 1.649 g/cm3 |
| Melting Point: | 95-98 °C(lit.) |
| Boiling Point: | 262.4 °C at 760 mmHg |
| Flash Point: | 112.5 °C |
| Solubility: | Soluble in water |
| Appearance: | white to pale yellow |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 22-24/25-26-36 |
| PSA: | 57.61000 |
| LogP: | -0.53750 |
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- 60684-03-9NK 1143
- 123-46-6
girard's reagent T
- 78-81-9
isobutylamine
A
- 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione
B
- 1426294-35-0
diisopropyl (2-(isobutylamino)-2-oxoethyl)phosphonate
| Conditions | Yield |
|---|---|
| Stage #1: 2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)acetate; isobutylamine In dichloromethane at 20℃; for 4h; Stage #2: girard's reagent T In methanol; dichloromethane | A n/a B 99% C n/a |
- 123-46-6
girard's reagent T
- 22013-33-8
6-amino-3,4-benzodioxane
A
- 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione
B
- 1426294-37-2
diisopropyl (2-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)amino)-2-oxoethyl)phosphonate
| Conditions | Yield |
|---|---|
| Stage #1: 2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)acetate; 6-amino-3,4-benzodioxane In dichloromethane at 20℃; for 4h; Stage #2: girard's reagent T In methanol; dichloromethane | A n/a B 99% C n/a |
- 123-46-6
girard's reagent T
- 2393-23-9
4-methoxy-benzylamine
A
- 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione
B
- 1426294-38-3
diisopropyl (2-((4-methoxybenzyl)amino)-2-oxoethyl)phosphonate
| Conditions | Yield |
|---|---|
| Stage #1: 2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)acetate; 4-methoxy-benzylamine In dichloromethane at 20℃; for 4h; Stage #2: girard's reagent T In methanol; dichloromethane | A n/a B 99% C n/a |
- 1426294-34-9
2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)propanoate
- 123-46-6
girard's reagent T
- 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine
A
- 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione
B
- 1426294-48-5
diisopropyl (1-((3,4-dimethoxyphenethyl)amino)-1-oxopropan-2-yl)phosphonate
| Conditions | Yield |
|---|---|
| Stage #1: 2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)propanoate; 2-(3,4-dimethoxyphenyl)-ethylamine In dichloromethane at 20℃; for 4h; Stage #2: girard's reagent T In methanol; dichloromethane | A n/a B 99% C n/a |
- 123-46-6
girard's reagent T
- 64-04-0
phenethylamine
A
- 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione
B
- 1426294-39-4
diisopropyl (2-oxo-2-(phenethylamino)ethyl)phosphonate
| Conditions | Yield |
|---|---|
| Stage #1: 2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)acetate; phenethylamine In dichloromethane at 20℃; for 4h; Stage #2: girard's reagent T In methanol; dichloromethane | A n/a B 99% C n/a |
- 123-46-6
girard's reagent T
- 55-81-2
4-Methoxyphenethylamine
A
- 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione
B
- 1426294-40-7
diisopropyl (2-((4-methoxyphenethyl)amino)-2-oxoethyl)phosphonate
| Conditions | Yield |
|---|---|
| Stage #1: 2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)acetate; 4-Methoxyphenethylamine In dichloromethane at 20℃; for 4h; Stage #2: girard's reagent T In methanol; dichloromethane | A n/a B 99% C n/a |
- 53053-08-0
4-azidobenzoic acid N-hydroxysuccinimide ester
- 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione
| Conditions | Yield |
|---|---|
| With chitosan In aq. phosphate buffer; dichloromethane at 50℃; for 5h; Solvent; Temperature; Microwave irradiation; | 98.2% |
- 123-46-6
girard's reagent T
- 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine
A
- 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione
B
- 1426294-41-8
diisopropyl (2-((3,4-dimethoxyphenethyl)amino)-2-oxoethyl)phosphonate
| Conditions | Yield |
|---|---|
| Stage #1: 2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)acetate; 2-(3,4-dimethoxyphenyl)-ethylamine In dichloromethane at 20℃; for 4h; Stage #2: girard's reagent T In methanol; dichloromethane | A n/a B 96% C n/a |
- 1426294-34-9
2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)propanoate
- 123-46-6
girard's reagent T
- 100-46-9
benzylamine
A
- 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione
B
- 1426294-46-3
diisopropyl (1-(benzylamino)-1-oxopropan-2-yl)phosphonate
| Conditions | Yield |
|---|---|
| Stage #1: 2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)propanoate; benzylamine In dichloromethane at 20℃; for 4h; Stage #2: girard's reagent T In methanol; dichloromethane | A n/a B 95% C n/a |
| Conditions | Yield |
|---|---|
| With hydroxylamine hydrochloride; potassium carbonate; acetic acid In cyclohexane at 65℃; for 9h; Product distribution / selectivity; | 94.7% |
| With hydroxyammonium sulfate; boric acid; hypophosphorous acid; sodium hydroxide In toluene at 95℃; Temperature; Reflux; | 85.5% |
| With hydroxylamine; acetic acid In cyclohexane; water for 6 - 9h; Product distribution / selectivity; Heating / reflux; | 64.9% |
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Specification
N-Hydroxysuccinimide, with the CAS NO.6066-82-6, is also called 1-hydroxy-5-pyrrolidinedione; 1-Hydroxysuccinimide; 5-Pyrrolidinedione,1-hydroxy-2. It belongs to the Product Categories of Peptide coupling agents; Medical Intermediates; Heterocycles; Other Reagents; Miscellaneous Reagents; Biochemistry. N-Hydroxysuccinimide is an organic compound with the formula C4H5NO3. Being slightly acidic, it is an irritant to skin, eyes and mucous membranes. N-Hydroxysuccinimide is widely used as an activating reagent for carboxylic acids in organic chemistry or biochemistry. Besides it is also used as leaving groups to activate covalent coupling of amine containing biomolecules onto surfaces in academic and commercial surface immobilizations, hence N-Hydroxysuccinimide is still used for protein modification.
Physical properties about N-Hydroxysuccinimide are: (1)ACD/LogP: -1.711; (2)ACD/LogD (pH 5.5): -1.71; (3)ACD/LogD (pH 7.4): -1.86; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 2.78; (7)ACD/KOC (pH 7.4): 2.01; (8)#H bond acceptors: 4; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.6; (12)Molar Refractivity: 23.865 cm3; (13)Molar Volume: 69.761 cm3; (14)Polarizability: 9.461 10-24cm3; (15)Surface Tension: 88.9209976196289 dyne/cm; (16)Density: 1.65 g/cm3; (17)Flash Point: 112.519 °C; (18)Enthalpy of Vaporization: 58.095 kJ/mol; (19)Boiling Point: 262.438 °C at 760 mmHg; (20)Vapour Pressure: 0.0020000000949949 mmHg at 25°C
When you are using this chemical, please be cautious about it as the following:
1. Do not breathe dust;
2. Avoid contact with skin and eyes;
3. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
4. Wear suitable protective clothing;
You can still convert the following datas into molecular structure:
(1)InChI=1S/C4H5NO3/c6-3-1-2-4(7)5(3)8/h8H,1-2H2 ;
(2)InChIKey=NQTADLQHYWFPDB-UHFFFAOYSA-N ;
(3)SmilesO=C1N(O)C(=O)CC1