N-HYDROXYSUCCINIMIDE
N-Hydroxy succinimide
CAS: 6066-82-6
Molecular Formula: C4H5NO3
N-HYDROXYSUCCINIMIDE - Names and Identifiers
| Name | N-Hydroxy succinimide |
| Synonyms | NHS HOSu HONSU NHS OR HONSU N-HYDROXYSUCCINIMDE 1-Hydroxysuccinimide N-HYDROXYSUCCINIMIDE N-Hydroxysuccinimide N-Hydroxy succinimide NHS N-HYDROXYSUCCINIMIDE, N-Hydroxysuccinimide (HOSu) 1-hydroxy-5-pyrrolidinedione 5-Pyrrolidinedione,1-hydroxy-2 N-HYDROXY-2,5-PYRROLIDINEDIONE 1-hydroxypyrrolidine-2,5-dione 1-Hydroxy-2,5-pyrrolidinedione 1-Hydroxy-2,5-pyrrolidine-dione N-HYDROXYSUCCINIMIDE POLYMER-BOUND N-Hydroxysuccinimide POLYMER-BOUND HOSu~1-Hydroxy-2,5-pyrrolidinedione |
| CAS | 6066-82-6 |
| EINECS | 228-001-3 |
| InChI | InChI=1/C4H5NO3/c6-3-1-2-4(7)5(3)8/h8H,1-2H2 |
| InChIKey | NQTADLQHYWFPDB-UHFFFAOYSA-N |
N-HYDROXYSUCCINIMIDE - Physico-chemical Properties
| Molecular Formula | C4H5NO3 |
| Molar Mass | 115.09 |
| Density | 1.4769 (rough estimate) |
| Melting Point | 95-98°C(lit.) |
| Boling Point | 215.33°C (rough estimate) |
| Flash Point | 112.5°C |
| Water Solubility | SOLUBLE |
| Solubility | Soluble in water (50 mg/ml), DMSO (100 mM), methanol, acetone (50 mg/ml), and DMF. |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | White crystal |
| Color | Clear yellow-brown to brown |
| BRN | 113913 |
| pKa | 7.81±0.20(Predicted) |
| PH | 5-7 (50g/l, H2O, 20℃) |
| Storage Condition | Store at +2°C to +8°C. |
| Stability | Stable. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, strong bases. Protect from moisture. |
| Sensitive | Hygroscopic |
| Refractive Index | 1.4080 (estimate) |
| MDL | MFCD00005516 |
| Physical and Chemical Properties | Appearance: white to off-white crystals; Melting point range: 95.0 ℃ ~ 98.0 ℃; |
| Use | For the synthesis of amino acid protectants, semi-synthetic kanamycin and pharmaceutical intermediates. |
N-HYDROXYSUCCINIMIDE - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| TSCA | Yes |
| HS Code | 29251995 |
| Hazard Note | Irritant |
N-HYDROXYSUCCINIMIDE - Upstream Downstream Industry
| Raw Materials | Succinic anhydride Hydroxylamine hydrochloride |
N-HYDROXYSUCCINIMIDE - Introduction
Sensitive to moisture, soluble in water, soluble in acetone, alcohol and ethyl acetate; slightly soluble in chlorinated hydrocarbons, ethers, toluene and benzene. The product is easy to caking.
Last Update：2022-10-16 17:27:00
N-HYDROXYSUCCINIMIDE - Reference Information
Open Data Unverified Data
| LogP | -2.01 |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | N-hydroxysuccinimide is a white crystal, which is sensitive to moisture, soluble in water, soluble in acetone, alcohols and ethyl acetate; Slightly soluble in chlorinated hydrocarbons, ethers, toluene and benzene. The product is easy to agglomerate and has a melting point of 99-100 °c. For the synthesis of amino acid protectants, semi-synthetic kanamycin and pharmaceutical intermediates. |
| Application | N-hydroxysuccinimide (NHS) is a white crystalline substance that can be used as a pharmaceutical intermediate, for the production of semi-synthetic kanamycin. |
| Use | pharmaceutical intermediate for the production of semi-synthetic kanamycin. used as semi-synthetic antibiotic intermediate; Peptide solid phase synthesis linking agent; Using carbodiimide method as an additive in improved amidation and peptide coupling reaction; N-hydroxysuccinimide can be used for the synthesis of amino acid protectants, semi-synthesis of kanamycin and pharmaceutical intermediates. |
| production method | N-hydroxysuccinimide was prepared as follows: 100g(1.0mol) succinic anhydride and 70g(1.0mol) of hydroxylamine hydrochloride are heated together, the reaction system is kept under negative pressure to remove the generated volatiles, and is rapidly heated to above 125 ℃, and then slowly rises to 160 ℃ after 1H. The heating was stopped and when the temperature dropped to 125 °c, the liquid reaction was poured into of diethyl ether and stirred vigorously. After the product was cured, the ether layer was decanted, the cured product was heated to boiling with 400ml of butanol, hot filtered, and the filtrate was rapidly cooled to 0 °c. After 1H filtration, the crystals were successively washed with butanol and diethyl ether, and the obtained crude product was recrystallized from ethyl acetate to obtain 50g of finished product in 44% yield. |
Last Update：2024-04-10 11:14:41
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Raw Materials for N-HYDROXYSUCCINIMIDE