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N-Bromosuccinimide

N-Bromosuccinimide
N-Bromosuccinimide structure
CAS No.
128-08-5
Chemical Name:
N-Bromosuccinimide
Synonyms
NBS;NSC 16;NIBRIN;SUCCINBROMIDE;JACS-128-08-5;SUCCINBROMIMIDE;bromosuccinimide;N-Bromsuccinimid;Succinibromimide;N-BROMOBUTANIMIDE
CBNumber:
CB2234049
Molecular Formula:
C4H4BrNO2
Formula Weight:
177.98
MOL File:
128-08-5.mol

N-Bromosuccinimide Properties

Melting point:
175-180 °C (dec.)(lit.)
Boiling point:
221.4°C (rough estimate)
Density 
2.098
vapor pressure 
14.8 hPa (20 °C)
refractive index 
1.6060 (estimate)
storage temp. 
Store at +2°C to +8°C.
solubility 
14.8g/l (decomposition)
pka
-2.78±0.20(Predicted)
form 
Crystalline Powder
color 
White to light yellow
Odor
characteristic odour of bromine
Water 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.
Sensitive 
Moisture Sensitive
Merck 
14,1438
BRN 
113916
Stability:
Stable. Incompatible with strong oxidizing agents, halogenated hydrocarbons.
InChIKey
PCLIMKBDDGJMGD-UHFFFAOYSA-N
CAS DataBase Reference
128-08-5(CAS DataBase Reference)
FDA UNII
K8G1F2UCJF
NIST Chemistry Reference
2,5-Pyrrolidinedione, 1-bromo-(128-08-5)
EPA Substance Registry System
N-Bromosuccinimide (128-08-5)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS05,GHS07
Signal word  Danger
Hazard statements  H318-H302-H314-H290
Precautionary statements  P234-P260-P264-P270-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P390-P405-P406-P501-P280-P305+P351+P338-P310-P260h-P301+P330+P331-P303+P361+P353-P501a
Hazard Codes  C,Xn
Risk Statements  22-34-36/37/38
Safety Statements  26-36/37/39-45-37/39
RIDADR  UN 3261 8/PG 2
WGK Germany  3
Hazard Note  Harmful
TSCA  Yes
HazardClass  8
PackingGroup  III
HS Code  29251995
Toxicity LD50 orally in Rabbit: > 2000 mg/kg

N-Bromosuccinimide price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.01949 N-Bromosuccinimide for synthesis 128-08-5 5 g $28.58 2021-03-22 Buy
Sigma-Aldrich B81255 N-Bromosuccinimide 99% 128-08-5 5g $54.5 2021-03-22 Buy
Sigma-Aldrich 8.01949 N-Bromosuccinimide for synthesis 128-08-5 250 g $63.36 2021-03-22 Buy
Sigma-Aldrich B81255 N-Bromosuccinimide 99% 128-08-5 1kg $129 2021-03-22 Buy
Sigma-Aldrich 8.01949 N-Bromosuccinimide for synthesis 128-08-5 1 kg $178.52 2021-03-22 Buy

N-Bromosuccinimide Chemical Properties,Uses,Production

Chemical Properties

white to light yellow crystalline powder

Uses

N-Bromosuccinimide is a brominated succinimide used as a chemical reagent in radical substitution and electrophilic addition reactions in organic synthesis.

Uses

NBS, is a chemical reagent used in organic chemistry in electrophilic addition reactions and radical substitution

Uses

In bromination of olefins; in oxidation of alcohols to aldehydes and ketones and of aldehydes to acid bromides.

Definition

ChEBI: A five-membered cyclic dicarboximide compound having a bromo substituent on the nitrogen atom.

Preparation

N-Bromosuccinimide (NBS) is a widely used mild brominating agent and used as chemical intermediate and building block for several chemical production processes, especially in pharma related applications.
Preparation of N-bromosuccinimide
1.62mol (160g) succinimide is dissolved in a mixture of 1.60mol (64g) NaOH, 300g crushed ice and 400ml water. Cool the mixture in an ice bath, and add 85ml (1.65 mol, 264g) Br2 at once while stirring violently. Stir for two more minutes, then filter the precipitated product and wash with ice water. Dry in a desiccator. Yield 75-81%.
Don't clean up NBS too much, the stinky yellow stuff still containing a bit of Br2 works best.

Safety Profile

Poison by intraperitoneal route. An irritating poison to skin, eyes, and mucous membranes. Reacts explosively with adme, dtallyl sulfide, and hydrazine hydrate. Explosive reaction with propiononitrile after heating to 105℃ for 24 hours. Violent reaction with dtbenzoyl peroxide + 4-tok acid. When heated to decomposition it emits toxic fumes of Brand NOx. See also BROMIDES and NITROGEN MONOXIDE.

Purification Methods

N-Bromosuccinimide (30g) is purified by dissolving rapidly in 300mL of boiling water and filtering through a fluted filter paper into a flask immersed in an ice bath, and left for 2hours. The crystals are filtered off, washed thoroughly with ca 100mL of ice-cold water and drained on a Büchner funnel before drying under vacuun over P2O5 or CaCl2 [Dauben & McCoy J Am Chem Soc 81 4863 1959]. This brominating agent has also been crystallised from acetic acid or water (10 parts), washed in water and dried in vacuo [Wilcox et al. J Am Chem Soc 108 7693 1986, Shell et al. J Am Chem Soc 108 121 1986, Phillips & Cohen J Am Chem Soc 108 2013 1986, Beilstein 21/9 V 543.]

N-Bromosuccinimide Preparation Products And Raw materials

Raw materials

Preparation Products


N-Bromosuccinimide Suppliers

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View Lastest Price from N-Bromosuccinimide manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-12-01 N-Bromosuccinimide / Nbs
128-08-5
US $8.00 / Kg/Bag 10g 99% 10000kg Hebei Crovell Biotech Co Ltd
2021-11-08 N-Bromosuccinimide
128-08-5
US $5.00 / KG 1KG 99% 20 Tons Wuhan wingroup Pharmaceutical Co., Ltd
2021-11-04 N-Bromosuccinimide(NBS)
128-08-5
US $0.00 / Kg/Drum 100Kg/Drum 99% 10tons Wuhan Boye Science And Technology Development Co., Ltd.

N-Bromosuccinimide Spectrum


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