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CAS RN: 128-09-6 | Product Number: C0291
N-Chlorosuccinimide
×
Purity: >98.0%(T)
Synonyms:
- NCS
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
Shipping Information
|
|---|---|---|---|---|---|
| 25G |
€16.00
|
7 | ≥100 |
|
|
| 100G |
€22.00
|
11 | ≥80 |
|
|
| 500G |
€72.00
|
8 | ≥60 |
|
* Stock available in Belgium: Shipment on the same day
* Stock available in Japan: Please check the Shipping Simulation for estimated shipments. (excludes regulated items and dry ice shipments)
| Product Number | C0291 |
Purity / Analysis Method 
|
>98.0%(T) |
| Molecular Formula / Molecular Weight | C__4H__4ClNO__2 = 133.53 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature
|
Room Temperature (Recommended in a cool and dark place, <15°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Light Sensitive,Moisture Sensitive |
| CAS RN | 128-09-6 |
| Reaxys Registry Number | 113915 |
| PubChem Substance ID | 87565445 |
| SDBS (AIST Spectral DB) | 3725 |
| Merck Index (14) | 2164 |
| MDL Number | MFCD00005511 |
Specifications
| Appearance | White to Almost white powder to crystal |
| Purity(Iodometric Titration) | min. 98.0 % |
| Melting point | 148.0 to 152.0 °C |
| Solubility in hot Methanol | almost transparency |
Properties (reference)
| Melting Point | 148 °C |
| Solubility in water | Slightly soluble |
| Degree of solubility in water | 14 g/l 25 °C |
| Solubility (soluble in) | Acetone |
| Solubility (slightly sol. in) | Benzene |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H302 : Harmful if swallowed. H314 : Causes severe skin burns and eye damage. H290 : May be corrosive to metals. |
| Precautionary Statements | P260 : Do not breathe dust. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection/ hearing protection. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water. P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor. P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor. |
Related Laws:
| EC Number | 204-878-8 |
| RTECS# | UY1013500 |
Transport Information:
| UN Number | UN3261 |
| Class | 8 |
| Packing Group | II |
| HS Number | 2925199590 |
Application
A Method for the Synthesis of Acyclic Haloamines with Ring Opening of Cyclic Amines
Experimental procedure:
To a vial, Piv-protected amine (1 eq.), AgNO3 (4 eq.), (NH4)2S2O8 (4 eq.), and NCS or NBS (4 eq.) is added and dissolved in 1:9 acetone:water (0.2 M). The resulting mixture is stirred at room temperature. After 30 minutes, the reaction mixture is partitioned between EtOAc and H2O and separated. The aqueous layer is extracted with EtOAc in triplicate and the combined organic layers concentrated in vacuo. The crude mixture is then purified over silica column eluting with an EtOAc:Hex. Mixture to afford the desired haloamine product.
To a vial, Piv-protected amine (1 eq.), AgNO3 (4 eq.), (NH4)2S2O8 (4 eq.), and NCS or NBS (4 eq.) is added and dissolved in 1:9 acetone:water (0.2 M). The resulting mixture is stirred at room temperature. After 30 minutes, the reaction mixture is partitioned between EtOAc and H2O and separated. The aqueous layer is extracted with EtOAc in triplicate and the combined organic layers concentrated in vacuo. The crude mixture is then purified over silica column eluting with an EtOAc:Hex. Mixture to afford the desired haloamine product.
References
- Deconstructive diversification of cyclic amines
Application
Chlorination of (Hetero)arene Derivatives with DMSO Catalyst
References
- DMSO-catalysed late-stage chlorination of (hetero)arenes
- Regioselective copper-catalyzed chlorination and bromination of arenes with O2 as the oxidant
- Para-Selective Halogenation of Nitrosoarenes with Copper(II) Halides
PubMed Literature
Documents
Product Articles
[Product Highlights] Chlorination of (Hetero)arene Derivatives with DMSO Catalyst[Product Highlights] A Method for the Synthesis of Acyclic Haloamines with Ring Opening of Cyclic Amines
[Research Articles] Decarboxylative Asymmetric Chlorination Using an Asymmetric Catalyst
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