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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
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AAA1592230
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A1592230
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Description

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.

Applications
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

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
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Safety and Handling

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

SDS
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RUO – Research Use Only