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B81255

Sigma-Aldrich

N-Bromosuccinimide

99%, for peptide synthesis, ReagentPlus®

Synonym(s):

NBS

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100 G
CN¥314.89
5 G
CN¥596.52
250 G
CN¥704.15
500 G
CN¥1,153.93
1 KG
CN¥396.19
5 KG
CN¥1,500.73

CN¥314.89

List PriceCN¥449.84Save 30%

Available to ship onApril 17, 2025Details

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100 G
CN¥314.89
5 G
CN¥596.52
250 G
CN¥704.15
500 G
CN¥1,153.93
1 KG
CN¥396.19
5 KG
CN¥1,500.73

About This Item

Empirical Formula (Hill Notation):
C4H4BrNO2
CAS Number:
128-08-5
Molecular Weight:
177.98
Beilstein:
113916
EC Number:
204-877-2
MDL number:
MFCD00005510
UNSPSC Code:
12352101
PubChem Substance ID:
57653959
NACRES:
NA.22

CN¥314.89

List PriceCN¥449.84Save 30%

Available to ship onApril 17, 2025Details

Request a Bulk Order

Product Name

N-Bromosuccinimide, ReagentPlus®, 99%

Quality Level

200

product line

ReagentPlus®

Assay

99%

form

powder

mp

175-180 °C (dec.) (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

BrN1C(=O)CCC1=O

InChI

1S/C4H4BrNO2/c5-6-3(7)1-2-4(6)8/h1-2H2

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1 of 4

This Item
310506793574242489
N-Bromosuccinimide ReagentPlus®, 99%

B81255

N-Bromosuccinimide

Sodium bromide ACS reagent, ≥99.0%

310506

Sodium bromide

Sodium bromide anhydrous, free-flowing, Redi-Dri™, ACS reagent, ≥99%

793574

Sodium bromide

Bromoacetonitrile 97%

242489

Bromoacetonitrile

assay

99%

assay

≥99.0%

assay

≥99%

assay

97%

product line

ReagentPlus®

product line

-

product line

Redi-Dri™

product line

-

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

mp

175-180 °C (dec.) (lit.)

mp

755 °C (lit.)

mp

755 °C (lit.)

mp

-

General description

N-Bromosuccinimide (NBS) is an organic compound commonly used as a brominating agent in organic synthesis. It is a convenient source of bromine radicals. It is used in radical bromination of allylic and benzylic positions. Additionally, NBS is also used as a reagent in electrophilic addition and electrophilic substitution reactions in organic chemistry.

Application

N-Bromosuccinimide can be used as a reagent:      
  • In the Wohl-Ziegler reaction (bromination at allylic positions via a radical pathway).      
  • To synthesize benzils and aliphatic 1,2-diketones from hydrobenzoins and 1,2-diols in the presence of CCl4 as a solvent.      
  • To prepare tricyclic azepino[4,5-b]indoles from indole-β-enaminoesters or β-enaminones via Pictet–Spengler cyclization.
  • To synthesize acylsilanes via oxidative hydrolysis of 2-silyl-1,3-dithianes.

Versatile brominating agent. For the oxidation of tryptophan though tyrosine, histidine and methionine residues may be oxidized to a lesser extent. Also used for the modification of ribosomal sulfhydryl groups.

Features and Benefits

NBS is an easier and safer brominating agent to handle than bromine.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Warning

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2 - Met. Corr. 1 - Muta. 2 - Ox. Sol. 3 - Skin Irrit. 2 - Skin Sens. 1B

Storage Class Code

5.1B - Oxidizing hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves
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    Certificates of Analysis (COA)

    Lot/Batch Number
    0000424508
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    0000424502
    0000424502
    0000418610

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