B81255

N -溴代丁二酰亚胺

ReagentPlus^®, 99%

• Synonym(s): NBS
• Empirical Formula (Hill Notation): C₄H₄BrNO₂
• CAS Number: 128-08-5
• Molecular Weight: 177.98
• Beilstein: 113916
• EC 号: 204-877-2
• MDL编号: MFCD00005510
• PubChem化学物质编号: 57653959
• NACRES: NA.22

Properties

• 质量水平: 200
• 产品线: ReagentPlus^®
• 测定: 99%
• 形式: powder
• mp: 175-180 °C (dec.) (lit.)
• application(s): peptide synthesis
• 储存温度: 2-8°C
• SMILES string: BrN1C(=O)CCC1=O
• InChI: 1S/C4H4BrNO2/c5-6-3(7)1-2-4(6)8/h1-2H2
• InChI key: PCLIMKBDDGJMGD-UHFFFAOYSA-N

Description

一般描述

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.

应用

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.

多功能溴化剂。用于色氨酸的氧化反应，但酪氨酸、组氨酸和甲硫氨酸残基被氧化的程度可能较低。也可用于核糖体巯基的改性。

包装

5 g in glass bottle

100, 250, 500 g in poly bottle

1, 2.5, 5, 25 kg

特点和优势

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

法律信息

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Safety Information

• 象形图: GHS03,GHS05,GHS07,GHS08,GHS09
• 警示用语：: Warning
• 危险声明: H272 - H290 - H315 - H317 - H319 - H341 - H400
• 预防措施声明: P210 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• 危险分类: Aquatic Acute 1 - Eye Irrit. 2 - Met. Corr. 1 - Muta. 2 - Ox. Sol. 3 - Skin Irrit. 2 - Skin Sens. 1B
• 储存分类代码: 5.1B - Oxidizing hazardous materials
• WGK: WGK 3
• 闪点(F): Not applicable
• 闪点(C): Not applicable
• 个人防护装备: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges