Pyrrolidinedione, 1-chloro-
N-Chlorosuccinimide
CAS: 128-09-6;39454-96-1
Molecular Formula: C4H4ClNO2
Pyrrolidinedione, 1-chloro- - Names and Identifiers
| Name | N-Chlorosuccinimide |
| Synonyms | NCS Succinchlorimide Chlorosuccinimide Succinochlorimide quaternarycompound N-Chlorosuccinimide N-Chlorosuccini1mide N-Chloro Succinimide Chlorosuccinimide, N- succinicn-chloroimide Succinimide, N-chloro- Succinic N-chloroimide Pyrrolidinedione, 1-chloro- 1-Chloro-2,5-piperidinedione 1-chloropyrrolidine-2,5-dione 2,5-Pyrrolidinedione, 1-chloro- |
| CAS | 128-09-6 39454-96-1 |
| EINECS | 204-878-8 |
| InChI | InChI=1/C4H4ClNO2/c5-6-3(7)1-2-4(6)8/h1-2H2 |
| InChIKey | JRNVZBWKYDBUCA-UHFFFAOYSA-N |
Pyrrolidinedione, 1-chloro- - Physico-chemical Properties
| Molecular Formula | C4H4ClNO2 |
| Molar Mass | 133.53 |
| Density | 1,65 g/cm3 |
| Melting Point | 148-150 °C (lit.) |
| Boling Point | 216.5°C |
| Flash Point | >110°C |
| Water Solubility | Soluble in water, alcohol, benzene, acetone and acetic acid. Slightly soluble in ether, chloroform, carbon tetrachloride and petroleum ether. |
| Solubility | 14g/l |
| Vapor Presure | 1.04Pa at 25℃ |
| Appearance | White to off-white crystalline powder |
| Color | White |
| Merck | 14,2164 |
| BRN | 113915 |
| pKa | -2.78±0.20(Predicted) |
| Storage Condition | Store at +2°C to +8°C. |
| Sensitive | Moisture Sensitive |
| Refractive Index | 1.4378 (estimate) |
| MDL | MFCD00005511 |
| Physical and Chemical Properties | Properties: white or off-white crystals |
| Use | Used as pharmaceutical intermediates, organic synthetic chlorinating agent, can also be used for the preparation of rubber additives |
Pyrrolidinedione, 1-chloro- - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R34 - Causes burns |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S37/39 - Wear suitable gloves and eye/face protection |
| UN IDs | UN 3261 8/PG 2 |
| WGK Germany | 3 |
| RTECS | UY1013500 |
| FLUKA BRAND F CODES | 21 |
| TSCA | Yes |
| HS Code | 29251995 |
| Hazard Note | Irritant |
| Hazard Class | 8 |
| Packing Group | III |
| Toxicity | MLD orally in rats: 2.7 g/kg (Stohlman, Smith) |
Pyrrolidinedione, 1-chloro- - Upstream Downstream Industry
Pyrrolidinedione, 1-chloro- - Introduction
Solubility: 14g/L water (20°C), 1g/150ml ethanol and 1g/50ml benzene, slightly soluble in ether, chloroform and carbon tetrachloride, soluble in acetone. 1:50 aqueous solution is acidic to litmus. The smell of chlorine
Last Update：2022-10-16 17:13:05
Pyrrolidinedione, 1-chloro- - Reference Information
| LogP | -1.19 |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Introduction | N-chlorosuccinimide, also known as succinyl chloroimine, is a pharmaceutical intermediate that can be used in the production of antibiotics. It can also be used to identify reagents for tertiary alcohols, as well as chlorinating agents and fungicides. N-nitrogen succinic acid imine is an important nitriding agent in organic synthesis and is also a fungicide. Easy to purify and stable. |
| properties | N-chlorosuccinimide is white powder or crystal, mp 144 ~ 146oC, soluble in water, slightly soluble in carbon tetrachloride, benzene, toluene and acetic acid, insoluble in ethers. |
| Application | N -Chlorosuccinimide (NCS) is an important chlorinating agent in organic synthesis, which can specifically replace the alpha of fatty acid chloride. H, produce high-purity α-chlorinated fatty acids and their derivatives, and the latter is an important fine chemical, in medicine, it is the synthetic raw materials of doxycycline, methylethromycin, norethisterone, 16-methyledoxyprogesterone, chlorstilbenol, etc., and can also be used as important raw materials for pesticides and fragrances. Used as polyester fiber surface treatment agent, can enhance its ability to dye adhesive, printing ink acceptance. |
| synthesis method | due to the interaction of diacid and ammonia, succinimide is dehydrated, and then chlorinated and recrystallized to obtain finished N-chlorinated succinimide: |
| precautions | N-chlorosuccinimide is sensitive to moisture and should be stored in the dryer. During use, you should avoid inhaling or sticking to the skin, and generally operate in a fume hood with good ventilation performance. |
| use | used as a pharmaceutical intermediate, organic synthesis chlorinating agent, and also used as a rubber additive as a chlorinating agent in organic synthesis, an intermediate of antibiotic drugs. The chlorine atom on the nitrogen atom is more active, and it is an excellent chlorination reagent and oxidation reagent. Used as chlorinating agent, oxidant, etc. in organic synthesis. is an important organic synthetic chlorinating agent and pharmaceutical intermediate, commonly used in the synthesis of antibiotics, such as benzyl cephalosporin (Cefaloram). Identify primary, secondary and tertiary alcohols. Chlorinating agent. Fungicide. Chlorination reagents and oxidation reagents with specific selectivity |
| Production method | It is obtained by ammonification and chlorination of succinic acid. Add succinic acid to the reaction pot, add ammonia water dropwise, stir and heat, and steam to remove water at 102 ℃. Vacuum distillation, collect the fraction after 180 ℃ to obtain succinimide. Add the molten succinimide to the aqueous acetic acid solution, stir and cool to 0-5°C, add sodium hypochlorite dropwise, and control the reaction below 8°C (otherwise there is a danger of explosion). When the reaction solution is clarified, it reaches the end point, centrifuges, and the filter cake is washed with water to be neutral, spin dry, and dry to obtain the finished product. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:52:54
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Raw Materials for Pyrrolidinedione, 1-chloro-