N-Bromosuccinimide

ALDRICH/B81255 - ReagentPlus^®, 99%

Synonym: NBS

CAS Number: 128-08-5
Empirical Formula (Hill Notation): C₄H₄BrNO₂
Molecular Weight: 177.98
EC Number: 204-877-2
MDL Number: MFCD00005510
Linear Formula: C₄H₄BrNO₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-B81255-5G	5 g	$32.20 1/EAAdd To Favorites		Add To Favorites
45-B81255-100G	100 g	$41.60 1/EAAdd To Favorites		Add To Favorites
45-B81255-500G	500 g	$112.00 1/EAAdd To Favorites		Add To Favorites
45-B81255-1KG	1 kg	$162.00 1/EAAdd To Favorites		Add To Favorites
45-B81255-5KG	5 kg	$614.00 1/EAAdd To Favorites		Add To Favorites

application(s)	peptide synthesis
assay	99%
form	powder
InChI	1S/C4H4BrNO2/c5-6-3(7)1-2-4(6)8/h1-2H2
InChI key	PCLIMKBDDGJMGD-UHFFFAOYSA-N
mp	175-180 °C (dec.) (lit.)
product line	ReagentPlus^®
Quality Level	200
SMILES string	BrN1C(=O)CCC1=O
storage temp.	2-8°C

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.
Application:	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.
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.
Legal Information:	ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
Packaging:	1, 5 kg in poly bottle
Packaging:	100, 250, 500 g in poly bottle
Packaging:	5 g in glass bottle

Symbol	GHS03,GHS05,GHS07,GHS08,GHS09
Signal word	Warning
Hazard statements	H272 - H290 - H315 - H317 - H319 - H341 - H400
Precautionary statements	P210 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313
Hazard Codes	C
Risk Statements	22-34
Safety Statements	26-36/37/39-45
RIDADR	UN 3261 8 / PGII
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable