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128-08-5

Basic Information
CAS No.: 128-08-5
Name: N-Bromosuccinimide
Molecular Structure:
Molecular Structure of 128-08-5 (N-Bromosuccinimide)
Formula: C4H4BrNO2
Molecular Weight: 177.99 .
Synonyms: N-Bromosuccinimide;N-bromobutanimide;1-Bromopyrrolidine-2,5-dione;1-bromopyrrolidine-2,5-dione;
EINECS: 204-877-2
Density: 2.042 g/cm3
Melting Point: 173- 176°C
Boiling Point: 221.4 °C at 760 mmHg
Flash Point: 87.7 °C
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.
Appearance: white to off-white powder
Hazard Symbols: CorrosiveC,HarmfulXn
Risk Codes: 22-34-36/37/38
Safety: 26-36/37/39-45-37/39
Transport Information: UN 3261 8/PG 2
PSA: 37.38000
LogP: 0.38320
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;
128-08-5

N-Bromosuccinimide

31199-21-0

dioxa-3,5 exo p-nitrophenyl-4 syn tricyclo<5.2.1.02,6>decane

77085-46-2

1-[(1S,2R,6S,7R)-4-(4-Nitro-phenyl)-3,5-dioxa-tricyclo[5.2.1.02,6]dec-4-yl]-pyrrolidine-2,5-dione

Conditions
ConditionsYield
In tetrachloromethane for 1h; Heating;100%
128-08-5

N-Bromosuccinimide

443694-36-8

5-tert-butyl-2-methoxy-3H-azepine

5-bromo-4-t-butyl-5,6-dihydro-7-methoxy-2-succinimidyl-2H-azepine

Conditions
ConditionsYield
In dichloromethane at -98℃;100%
20662-84-4

2,4,5-trimethyloxazole

128-08-5

N-Bromosuccinimide

141567-40-0

5-(bromomethyl)-2,4-dimethyloxazole

Conditions
ConditionsYield
With dibenzoyl peroxide In tetrachloromethane for 1h; Heating / reflux;100%
128-08-5

N-Bromosuccinimide

511277-65-9

3-benzyloxy-4-ethyl-1-methoxybenzene

511277-67-1

5-benzyloxy-2-bromo-4-ethyl-1-methoxybenzene

Conditions
ConditionsYield
In tetrachloromethane for 16h; silica gel 60 (EM Science);100%
128-08-5

N-Bromosuccinimide

N-bromosuccinamide

122670-62-6

2-Bromo-5-(trifluoromethyl)-6-methoxy-1-naphthalene-carboxylic acid

122670-68-2

2-chloro-6-methoxy-1-methyl-5-(trifluoromethyl)naphthalene

94-36-0

dibenzoyl peroxide

122670-63-7

1-bromomethyl-2-chloro-6-methoxy-5-trifluoromethylnaphthalene

Conditions
ConditionsYield
In tetrachloromethane100%
128-08-5

N-Bromosuccinimide

122670-67-1

2-bromo-6-methoxy-1-methyl-5-(trifluoromethyl)naphthalene

122670-66-0

2-Bromo-1-(bromomethyl)-5-(trifluoromethyl)-6-methoxynaphthalene

Conditions
ConditionsYield
With dibenzoyl peroxide In tetrachloromethane100%
128-08-5

N-Bromosuccinimide

N-bromosuccinamide

122670-68-2

2-chloro-6-methoxy-1-methyl-5-(trifluoromethyl)naphthalene

94-36-0

dibenzoyl peroxide

122670-63-7

1-bromomethyl-2-chloro-6-methoxy-5-trifluoromethylnaphthalene

Conditions
ConditionsYield
In tetrachloromethane100%
128-08-5

N-Bromosuccinimide

122670-67-1

2-bromo-6-methoxy-1-methyl-5-(trifluoromethyl)naphthalene

122670-63-7

1-bromomethyl-2-chloro-6-methoxy-5-trifluoromethylnaphthalene

122670-66-0

2-Bromo-1-(bromomethyl)-5-(trifluoromethyl)-6-methoxynaphthalene

Conditions
ConditionsYield
With dibenzoyl peroxide In tetrachloromethane100%
128-08-5

N-Bromosuccinimide

3-ethoxy-4-methyl-5-(thien-2-yl)isoxazole

4-bromomethyl-3-ethoxy-5-(thien-2-yl)isoxazole

Conditions
ConditionsYield
In tetrachloromethane100%
128-08-5

N-Bromosuccinimide

31378-26-4, 31378-27-5, 14284-93-6

tris(2,4-pentanedionato)ruthenium(III)

tris(3-bromo-2,4-pentanedionato)ruthenium(III)

Conditions
ConditionsYield
In chloroform column (aluminumoxid), evapn., recrystn. (EtOH), elem. anal.;100%
In chloroform ratio of succinimide to (Ru(OCCH3CHCCH3O)3) is 3.0;; column chromatographic separation (Al2O3 90), eluent was evaporated to dryness, residue recrystd. from ethanol, crystals dried under vacuum, elem. anal., UV, NMR;
128-08-5

N-Bromosuccinimide

167033-03-6

((C2H5)2C2B4H4)Nb(Cl)2(C5H5)

266323-95-9

C5H5Cl2Nb((C2H5)2C2B4H3Br)

Conditions
ConditionsYield
In tetrahydrofuran Nb-complex was dissolved in THF, ligand was added, shaken for 5 min under inert atm.; after 10 min solvent was removed by rotary evaporator, residue was redissolved in CH2Cl2, flash-chromd. on silica, solvent was removed; elem. anal.;100%
128-08-5

N-Bromosuccinimide

1254037-04-1

((Me3Si)2CH)3C6H2(H)SnC5H6

1254037-01-8

((Me3Si)2CH)3C6H2(Br)SnC5H6

Conditions
ConditionsYield
In benzene addn. of NBS in C6H6 to Sn compd. at room temp., stirring for 1 h;100%
128-08-5

N-Bromosuccinimide

C18H17N5O2

C18H16BrN5O2

Conditions
ConditionsYield
In tetrahydrofuran at -78℃; for 1h; Cooling with acetone-dry ice;100%
128-08-5

N-Bromosuccinimide

C19H16N2O2

C19H15BrN2O2

Conditions
ConditionsYield
In tetrahydrofuran at -78℃; for 1h; Cooling with acetone-dry ice;100%
128-08-5

N-Bromosuccinimide

C16H13N5O

C16H12BrN5O

Conditions
ConditionsYield
In tetrahydrofuran at -78℃; for 1h; Cooling with acetone-dry ice;100%

1-formyl-5-(4-(2-(triisopropylsilyl)ethynyl)phenyl)dipyrromethane

128-08-5

N-Bromosuccinimide

C27H33BrN2OSi

Conditions
ConditionsYield
In tetrahydrofuran at -78℃; for 1h; Cooling with acetone-dry ice;100%
128-08-5

N-Bromosuccinimide

2835-77-0

(2-aminophenyl)(phenyl)methanone

39859-36-4

2-amino-5-bromobenzophenone

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃;100%
17084-13-8

potassium hexafluorophosphate

128-08-5

N-Bromosuccinimide

C150H106Ir3N18Ru(5+)*5F6P(1-)

C150H102Br4Ir3N18Ru(5+)*5F6P(1-)

Conditions
ConditionsYield
Stage #1: N-Bromosuccinimide; C150H106Ir3N18Ru(5+)*5F6P(1-) In acetonitrile at 20℃; for 38h;
Stage #2: potassium hexafluorophosphate In water
100%
128-08-5

N-Bromosuccinimide

5,15-bis(mesityl)norcorrolatonickel(II)

C38H30Br2N4Ni

Conditions
ConditionsYield
With pyridine In chloroform-d1 at 0℃;100%
In methanol; dichloromethane at 20℃; for 0.333333h;96%
128-08-5

N-Bromosuccinimide

1701-93-5

silver thiocyanate

163276-49-1

1-thiocyanatopyrrolidine-2,5-dione

Conditions
ConditionsYield
In dichloromethane100%
128-08-5

N-Bromosuccinimide

211803-10-0

N,N-dibutyl-(3,3,3-trifluoro-1-propynyl)amine

353301-02-7

N-[2-Bromo-1-(N',N'-dibutylamino)-3,3,3-trifluoro-1-propenyl]succinimide

Conditions
ConditionsYield
With 4 A molecular sieve In acetonitrile at 20℃; for 1h;99%
128-08-5

N-Bromosuccinimide

7424-72-8

9-(naphthyl-2-yl)anthracene

474688-73-8

9-bromo-10-(2-naphtyl)-anthracene

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide99%
128-08-5

N-Bromosuccinimide

(C5(CH3)5)Co((CH3CH2)2C2B3H4Br)

(C5(CH3)5)Co((CH3CH2)2C2B3H3Br2)

Conditions
ConditionsYield
In tetrahydrofuran dissoln. of Co-complex in THF, addn. of 1.5 equiv. of succinimide-compd., stirring for < 5 min (color change from orange to dark orange-brown);99%
128-08-5

N-Bromosuccinimide

[(1-pyrrolylimido)F(dpe)2tungsten](BF4)

W(((C6H5)2PCH2)2)2FNN(CH)3CBr(1+)*BF4(1-)*ClCH2CH2Cl=[W(((C6H5)2PCH2)2)2FNN(CH)3CBr]BF4*ClCH2CH2Cl

Conditions
ConditionsYield
In tetrahydrofuran (N2); stirring (-50°C, 9 h), addn. (5% aq. Na2S2O3); washing (5% aq. Na2S2O3, 5% NH4BF4), drying (MgSO4), evapn.; elem. anal.;99%
In tetrahydrofuran (N2); stirring (-78°C, 26 h), addn. (5% aq. Na2S2O3); washing (5% aq. Na2S2O3, 5% NH4BF4), drying (MgSO4), evapn.; elem. anal.;43%
128-08-5

N-Bromosuccinimide

392335-71-6

2-[2,4,6-tris(bis(trimethylsilyl)methyl)phenyl]-1,2-dihydro-2-germanaphthalene

392335-72-7

2-bromo-2-[2,4,6-tris(bis(trimethylsilyl)methyl)phenyl]-1,2-dihydro-2-germanaphthalene

Conditions
ConditionsYield
With BPO In benzene bromination with NBS (BPO cat.) in refluxing benzene;99%
With catalyst: benzoyl peroxide In benzene under Ar, soln. was refluxed for 2 h; solvent was evapd., hexane added, mixt. was filtered, solvent was evapd.; elem. anal.;99%
128-08-5

N-Bromosuccinimide

403830-45-5

N-[5-(10,20-diphenylporphirinato) zinc(II)]-N'-(octyl)pyromellitic diimide

403830-46-6

N-[5-(15-bromo-10,20-diphenylporphinato)zinc(II)]-N'-(octyl)pyromellitic diimide

Conditions
ConditionsYield
In dichloromethane ligand in CH2Cl2 was added to soln. of Zn-complex in CH2Cl2 under N2, stirred at room temp. for 5 min, quenched with acetone; washed with water, dried over Na2SO4, volatiles were removed, chromd. onsilica gel with CHCl3;99%

3-(dimesitylboryl)-2,2'-bithiophene

128-08-5

N-Bromosuccinimide

942612-25-1

5,5'-dibromo-3-(dimesitylboryl)-2,2'-bithiophene

Conditions
ConditionsYield
In dichloromethane thiophene-compd. and N-bromosuccinimide in CH2Cl2;99%
128-08-5

N-Bromosuccinimide

1051971-71-1

5,15-bis-(3-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)porphyrin zinc

1051971-72-2

C46H46Br2N4O8Zn

Conditions
ConditionsYield
With pyridine In chloroform for 0.75h;99%
128-08-5

N-Bromosuccinimide

1062503-73-4

C57H61N5O10Zn

1062503-75-6

C57H60BrN5O10Zn

Conditions
ConditionsYield
With pyridine In chloroform at 0℃;99%
128-08-5

N-Bromosuccinimide

1008133-49-0

[Ir(1,3-di(2-pyridyl)-4,6-dimethylbenzene-N,C2,N)(6-phenyl-2,2'-bipyridine(-H))](hexafluorophosphate)

1008133-64-9

[Ir(1-bromo-3,5-di(2-pyridyl)-2,6-dimethylbenzene-N,C4,N)(6-(p-bromophenyl)-2,2'-bipyridine(-H))](hexafluorophosphate)

Conditions
ConditionsYield
In acetonitrile treatment of iridium compd. with 2 equiv. of NBS in CH3CN at 20°Cfor several hs; NMR;99%
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    N-Bromosuccinimide

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    N-Bromosuccinimide Product Name: N-Bromosuccinimide Molecular Weight: 177.98 CAS NO: 128-08-5 EC NO: 204-878-8 Molecular Formula: C4H4BrNO

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  • N-Bromosuccinimidee CAS:128-08-5

  • Casno:

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    N-Bromosuccinimidee CAS:128-08-5

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  • N-Bromosuccinimide

  • Casno:

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Chemistry

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 

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.

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.

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.