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N-Bromosuccinimide

CAS No.
128-08-5
Chemical Name:
N-Bromosuccinimide
Synonyms
NBS;bromosuccinimide;N-BROMOSUCINIMIDE;1-BROMO-2,5-PYRROLIDINEDIONE;N-Brom-succinimid;N-Bromsuccinimid;N-BROMOBUTANIMIDE;N-Bromsuccinimide;N-Bromosucciminide;1-Bromo-2,5-phrrolidinedione
CBNumber:
CB2234049
Molecular Formula:
C4H4BrNO2
Molecular Weight:
177.98
MDL Number:
MFCD00005510
MOL File:
128-08-5.mol
MSDS File:
SDS
Last updated:2024-12-18 14:08:52

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
LogP -1.19
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)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
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,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
Hazardous Substances Data 128-08-5(Hazardous Substances Data)
Toxicity LD50 orally in Rabbit: > 2000 mg/kg
NFPA 704
1
3 2
OX

N-Bromosuccinimide price More Price(48)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B81255 N-Bromosuccinimide 99% 128-08-5 5g $31.2 2024-03-01 Buy
Sigma-Aldrich B81255 N-Bromosuccinimide 99% 128-08-5 1kg $157 2024-03-01 Buy
Sigma-Aldrich SAB4501957 Anti-p95 antibody produced in rabbit affinity isolated antibody 128-08-5 100μG $506 2024-03-01 Buy
Sigma-Aldrich 8.01949 N-Bromosuccinimide for synthesis 128-08-5 5G $42 2024-03-01 Buy
Sigma-Aldrich 8.01949 N-Bromosuccinimide for synthesis 128-08-5 250g $86 2024-03-01 Buy
Product number Packaging Price Buy
B81255 5g $31.2 Buy
B81255 1kg $157 Buy
SAB4501957 100μG $506 Buy
8.01949 5G $42 Buy
8.01949 250g $86 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. In bromination of olefins; in oxidation of alcohols to aldehydes and ketones and of aldehydes to acid bromides.

Definition

ChEBI: N-bromosuccinimide is a five-membered cyclic dicarboximide compound having a bromo substituent on the nitrogen atom. It has a role as a reagent. It is a dicarboximide, a pyrrolidinone and an organobromine compound. It is functionally related to a succinimide.

Preparation

N-Bromosuccinimide is prepared by addition of bromine to a cold aqueous solution of succinimide or by reaction of succinimide with NaBrO2 in the presence of HBr.
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. N-Bromosuccinimide is a brominating agent that replaces hydrogen atoms in benzylic or allylic positions. It is used in the oxidation of secondary alcohols to ketones and in controlled low-energy brominations.

Flammability and Explosibility

Non flammable

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.]

123-56-8
128-08-5
Synthesis of N-Bromosuccinimide from Succinimide

N-Bromosuccinimide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-Bromosuccinimide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-Bromosuccinimide  pictures 2024-12-18 N-Bromosuccinimide
128-08-5
US $6.00 / kg 1kg More than 99% 2000KG/Month Hebei Longbang Technology Co., Ltd
N-Bromosuccinimide pictures 2024-12-18 N-Bromosuccinimide
128-08-5
US $6.00 / kg 1kg 99% 2000KG/Month HebeiShuoshengImportandExportco.,Ltd
N-Bromosuccinimide pictures 2024-12-18 N-Bromosuccinimide
128-08-5
US $0.00 / KG 1KG 99% 2000mt Jinan Finer Chemical Co., Ltd
2,5-PYRROLIDINEDIONE, 1-BROMO- N-BROMOSUCCINIMIDE BROMOSUCCINIMIDE-N SUCCINIMIDE, N-BROMO- SUCCINBROMIDE SUCCINBROMIMIDE TIMTEC-BB SBB007826 1-bromo-5-pyrrolidinedione 5-Pyrrolidinedione,1-bromo-2 N-Bromosuccynimide N-BROMOSUCCINIMIDE pure N-Succinbromoimide AKOS BBS-00004413 N-Bromosuccinimide, extra pure N-BroMosucciniMide, 99% 100GR N-BroMosucciniMide, 99% 500GR NSC 16 N-BROMOSUCCINIMIDE FOR SYNTHESIS N-BroMosucciniMide ReagentPlus(R), 99% Anti-p95 antibody produced in rabbit Cell cycle regulatory protein P95 NIBRIN NIJMEGEN BREAKAGE syndrome protein 1 N-Bromosuccinimide 1-Bromopyrrolidine-2,5-dione, 1-Bromo-2,5-dioxopyrrolidine N-broMinatedbutyltwoiMide 1-Bromodihydro-1H-pyrrole-2,5-dione N-Bromosuccinimide≥ 99% (Titration) Succinibromimide N-bromo succinimde N-BROMOSUCCINIMIDE REAGENTPLUS(TM) 9& N-BROMOSUCCINIMIDE, REAGENTPLUS, 99% N-Bromosuccinimide99% 1-BROMO-2,5-PYRROLIDINEDIONE (N-BROMOSUCCINIMIDE) N-Bromo butanediimide Ozagrel Impurity 20 1-Bromo-2,5-pyrrolidinedione, NBS, N-bromobutanimide, N-бромбутанимид N-BROMOSUCCINIMIDE, 98%N-BROMOSUCCINIMIDE, 98%N-BROMOSUCCINIMIDE, 98%N-BROMOSUCCINIMIDE, 98% JACS-128-08-5 N-Bromosuccinimide > N-Bromosuccinimide, 99%, for synthesis N Bromo Succinamide (NBS) High purity N-bromosuccinimide cas:128-08-5 n-Bromosuccinimide for synthesis 100GM n-Bromosuccinimide for synthesis 500GM n-Bromosuccinimide, GR 99% N-Bromosuccinimide extrapure AR, ExiPlus, Multi-Compendial, 99% 1-BROMO-2,5-PYRROLIDINEDIONE N-BROMOSUCINIMIDE NBS N-BROMOBUTANIMIDE bromosuccinimide 1-Bromo-2,5-phrrolidinedione N-Bromsuccinimid N-Brom-succinimid N-Bromsuccinimide N-Bromosucciminide Ozagrel Sodium Impurity 20