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N-Bromosuccinimide

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Name

N-Bromosuccinimide

EINECS 204-877-2
CAS No. 128-08-5 Density 2.042 g/cm3
PSA 37.38000 LogP 0.38320
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. Melting Point 173- 176°C
Formula C4H4BrNO2 Boiling Point 221.4 °C at 760 mmHg
Molecular Weight 177.985 Flash Point 87.7 °C
Transport Information UN 3261 8/PG 2 Appearance white to off-white powder
Safety 26-36/37/39-45-37/39 Risk Codes 22-34-36/37/38
Molecular Structure Molecular Structure of 128-08-5 (N-Bromosuccinimide) Hazard Symbols CorrosiveC,HarmfulXn
Synonyms

N-Bromosuccinimide;N-bromobutanimide;1-Bromopyrrolidine-2,5-dione;1-bromopyrrolidine-2,5-dione;

Article Data 40

N-Bromosuccinimide Synthetic route

123-56-8

Succinimide

128-08-5

N-Bromosuccinimide

Conditions
ConditionsYield
With hydrogenchloride; sodium chlorite; sodium bromide In water at 0 - 25℃; for 1.5h; Temperature;96%
With sodium bromate; sulfuric acid; hydrogen bromide In water for 0.166667h; Ambient temperature;95%
With [bis(acetoxy)iodo]benzene In tetrachloromethane at 20℃; Solvent;94%
123-56-8

Succinimide

79-15-2

N-bromoacetamide

128-08-5

N-Bromosuccinimide

128-09-6

N-chloro-succinimide

128-08-5

N-Bromosuccinimide

Conditions
ConditionsYield
With tetraethylammonium bromide halogen exchange durin complex formation between an N-halogensuccinimide and quaternary ammonium halide;
With water; sodium bromide
82815-39-2

benzotelluracyclopentane bromide succinimide

A

128-08-5

N-Bromosuccinimide

B

1,1-dibromo-3,4-benzo-1-telluracyclopentane

Conditions
ConditionsYield
With bromine Te-N cleavage;
123-56-8

Succinimide

7726-95-6

bromine

furan-2,3,5(4H)-trione pyridine (1:1)

128-08-5

N-Bromosuccinimide

123-56-8

Succinimide

hypobromous acid

hypobromous acid

128-08-5

N-Bromosuccinimide

123-56-8

Succinimide

A

128-08-5

N-Bromosuccinimide

B

H2O

H2O

Conditions
ConditionsYield
Equilibrium constant;
123-56-8

Succinimide

A

128-08-5

N-Bromosuccinimide

B

HBr

HBr

Conditions
ConditionsYield
With bromine Equilibrium constant;

2-(4-methylphenyl)-2-(N-bromo-p-toluene-sulfonamide)-1-bromo-ethane

123-56-8

Succinimide

A

128-08-5

N-Bromosuccinimide

B

2-bromo-1-(4-methylphenyl)-1-(p-toluenesulfonamido)ethane

Conditions
ConditionsYield
In dichloromethane-d2

C21H16BrS(1+)*C4H4NO2(1-)

A

128-08-5

N-Bromosuccinimide

B

74067-58-6

1-methylthiotriptycene

Conditions
ConditionsYield
In dichloromethane-d2 at 22℃; Equilibrium constant; Inert atmosphere; Schlenk technique;

N-Bromosuccinimide Chemical Properties

Molecular Structure :

IUPAC Name: 1-bromopyrrolidine-2,5-dione
Empirical Formula: C4H4BrNO2 
Molecular Weight: 177.9841 
Product Categories: Nitrogen cyclic compounds; Medical Intermediates; Biochemistry; Bromination; Halogenation; N-Substituted Maleimides, Succinimides & Phthalimides; N-Substituted Succinimides; Reagents for Oligosaccharide Synthesis; Synthetic Organic Chemistry
Melting Point: 175-180 °C (dec.)(lit.)
Storage temperature: 0-6 °C 
Sensitive: Moisture Sensitive
Stability: Stable. Incompatible with strong oxidizing agents, halogenated hydrocarbons.
Index of Refraction:  1.606 
Surface Tension:  67.8 dyne/cm 
Density:  2.042 g/cm3 
Flash Point:  87.7 °C 
Enthalpy of Vaporization:  45.79 kJ/mol 
Boiling Point:  221.4 °C at 760 mmHg 
Vapour Pressure of  N-Bromosuccinimide (CAS NO.128-08-5):  0.107 mmHg at 25 °C 

N-Bromosuccinimide Uses

  N-Bromosuccinimide (CAS NO.128-08-5) is a chemical reagent which is used in radical substitution and electrophilic addition reactions in organic chemistry.It also can be considered a convenient source of cationic bromine.

N-Bromosuccinimide Safety Profile

Hazard Codes CorrosiveC,HarmfulXn
Risk Statements 22-34-36/37/38 
R22:Harmful if swallowed. 
R34:Causes burns. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 26-36/37/39-45-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S37/39:Wear suitable gloves and eye/face protection.

N-Bromosuccinimide Specification

  N-Bromosuccinimide (CAS NO.128-08-5), its Synonyms are 2,5-Pyrrolidinedione, 1-bromo- ; 1-Bromo-2,5-pyrrolidinedione ; Akos bbs-00004413 ; Bromosuccinimide ; Bromosuccinimide-n;succinimide, N-bromo- ; Succinbromide ; Succinbromimide . It is white to light yellow crystalline powder.

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