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N-Bromosuccinimide, 99%
CAS: 128-08-5 | C4H4BrNO2 | 177.985 g/mol
$99.74 - $1158.04
Chemical Identifiers
CAS | 128-08-5 |
---|---|
Molecular Formula | C4H4BrNO2 |
Molecular Weight (g/mol) | 177.985 |
MDL Number | MFCD00005510 |
InChI Key | PCLIMKBDDGJMGD-UHFFFAOYSA-N |
Synonym | n-bromosuccinimide, succinbromimide, succinbromide, succinibromimide, n-bromosuccimide, 2,5-pyrrolidinedione, 1-bromo, 1-bromo-2,5-pyrrolidinedione, bromosuccinimide, nbs, n-bromo succinimide |
PubChem CID | 67184 |
ChEBI | CHEBI:53174 |
IUPAC Name | 1-bromopyrrolidine-2,5-dione |
SMILES | C1CC(=O)N(C1=O)Br |
Catalog Number | Mfr. No. | Quantity | Price | Quantity | |||||
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Catalog Number | Mfr. No. | Quantity | Price | Quantity | |||||
AAA1592230
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Thermo Scientific Chemicals
A1592230 |
250 g |
Each for $99.74
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AAA159220B
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Thermo Scientific Chemicals
A159220B |
1000 g |
Each for $275.38
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AAA159220I
|
Thermo Scientific Chemicals
A159220I |
5000 g |
Each for $1,158.04
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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.
ApplicationsN-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.
Chemical Identifiers
128-08-5 | |
177.985 | |
PCLIMKBDDGJMGD-UHFFFAOYSA-N | |
67184 | |
1-bromopyrrolidine-2,5-dione |
C4H4BrNO2 | |
MFCD00005510 | |
n-bromosuccinimide, succinbromimide, succinbromide, succinibromimide, n-bromosuccimide, 2,5-pyrrolidinedione, 1-bromo, 1-bromo-2,5-pyrrolidinedione, bromosuccinimide, nbs, n-bromo succinimide | |
CHEBI:53174 | |
C1CC(=O)N(C1=O)Br |
Specifications
128-08-5 | |
2.098 | |
C4H4BrNO2 | |
250 g | |
113916 | |
14,1438 | |
Soluble in acetone,tetrahydrofuran,dimethyl formamide,dimethyl sulfoxide and acetonitrile. Slightly soluble in water and acetic acid. Insoluble in ether,hexane and carbon tetrachloride. | |
C1CC(=O)N(C1=O)Br | |
177.985 | |
CHEBI:53174 | |
99% |
175°C to 180°C (decomposition) | |
99% | |
MFCD00005510 | |
UN3261 | |
Light sensitive | |
n-bromosuccinimide, succinbromimide, succinbromide, succinibromimide, n-bromosuccimide, 2,5-pyrrolidinedione, 1-bromo, 1-bromo-2,5-pyrrolidinedione, bromosuccinimide, nbs, n-bromo succinimide | |
PCLIMKBDDGJMGD-UHFFFAOYSA-N | |
1-bromopyrrolidine-2,5-dione | |
67184 | |
177.99 | |
N-Bromosuccinimide |
Safety and Handling
GHS H Statement
H314-H318-H302
Causes severe skin burns and eye damage.
Causes serious eye damage.
Harmful if swallowed.
P210-P220-P221-P234-P261-P264b-P272-P280-P302+P352-P305+P351+P338-P333+P313-P362-P370+P378q-P390-P501c
H272-H290-H315-H317-H319
DOTInformation : Hazard Class: 8; Packaging Group: II
EINECSNumber : 204-877-2
TSCA : Yes
storageNote1 : Moisture sensitive
Recommended Storage : Ambient temperatures
RUO – Research Use Only