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N-Bromosuccinimide, 99%, Thermo Scientific Chemicals
Description
N-Bromosuccinimide is a chemical reagent used in electrophilic additions and radical substitution reactions in synthetic organic chemistry. In Wohl-Ziegler reaction, it is involved in allylic and benzylic bromination reaction. It is also used in the alfa-bromination of carbonyl derivatives. In the Hofmann rearrangement, it is used in the presence of a strong base, such as 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) reacts with primary amides to produce a carbamate. It oxidizes silyl ethers to aldehydes in the presence of azobisisobutyronitrile. It is also used for the modification of ribosomal sulfhydryl groups.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
N-Bromosuccinimide is a chemical reagent used in electrophilic additions and radical substitution reactions in synthetic organic chemistry. In Wohl-Ziegler reaction, it is involved in allylic and benzylic bromination reaction. It is also used in the alfa-bromination of carbonyl derivatives. In the Hofmann rearrangement, it is used in the presence of a strong base, such as 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) reacts with primary amides to produce a carbamate. It oxidizes silyl ethers to aldehydes in the presence of azobisisobutyronitrile. It is also used for the modification of ribosomal sulfhydryl groups.
Solubility
Soluble in acetone, tetrahydrofuran, dimethyl formamide, dimethyl sulfoxide and acetonitrile. Slightly soluble in water and acetic acid. Insoluble in ether, hexane and carbon tetrachloride.
Notes
Moisture and light sensitive. Incompatible with strong oxidizing agents, strong acids, strong bases, iron, iron salts, halogenated hydrocarbons, amines and metals. Store in a cool place.
Specifications
Specifications
| Melting Point | 175°C to 180°C (decomposition) |
| Density | 2.098 |
| Assay Percent Range | 99% |
| Quantity | 250 g |
| UN Number | UN3261 |
| Beilstein | 113916 |
| Sensitivity | Light sensitive |
| Merck Index | 14,1438 |
| Solubility Information | Soluble in acetone,tetrahydrofuran,dimethyl formamide,dimethyl sulfoxide and acetonitrile. Slightly soluble in water and acetic acid. Insoluble in ether,hexane and carbon tetrachloride. |
| Formula Weight | 177.99 |
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Safety and Handling
- N-Bromosuccinimide
- Warning
- ACUTE AQUATIC Acute 1
- Serious eye damage/eye irritation Category 2
- Substances and mixtures corrosive to metals Category 1
- Oxidising solid Category 3
- Skin corrosion/irritation Category 2
- Skin sensitiser Category 1
- H272-May intensify fire; oxidiser.
- H290-May be corrosive to metals.
- H315-Causes skin irritation.
- H317-May cause an allergic skin reaction.
- H319-Causes serious eye irritation.
- H400-Very toxic to aquatic life.
- P210-Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
- P280-Wear protective gloves/protective clothing/eye protection/face protection.
- P302+P352-IF ON SKIN: Wash with plenty of water/soap.
- P333+P313-If skin irritation or rash occurs: Get medical advice/attention.
- P337+P313-If eye irritation persists: Get medical advice/attention.
- P371+P380+P375-In case of major fire and large quantities: Evacuate area Fight fire remotely due to the risk of explosion.
- MIXTURE LIST-Contains : N-Bromosuccinimide
RUO – Research Use Only