Basic information Safety Supplier Related

N-(2-Bromoethyl)phthalimide

Basic information Safety Supplier Related

N-(2-Bromoethyl)phthalimide Basic information

Product Name:
N-(2-Bromoethyl)phthalimide
Synonyms:
  • AURORA KA-575
  • BETA-BROMOETHYLPHTHALIMIDE
  • 2-(2-BROMO-ETHYL)-ISOINDOLE-1,3-DIONE
  • TIMTEC-BB SBB003129
  • 1-Bromo-2-phthalimidoethane
  • 1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-
  • 2-(2-Bromoethyl)-1H-isoindole-1,3(2H)-dione
  • 2-(2-bromoethyl)-1h-isoindole-3(2h)-dione
CAS:
574-98-1
MF:
C10H8BrNO2
MW:
254.08
EINECS:
209-379-9
Product Categories:
  • N-Substituted Maleimides, Succinimides & Phthalimides
  • N-Substituted Phthalimides
  • Bifunctional CrosslinkersOrganic Building Blocks
  • Carbonyl Compounds
  • Cyclic Imides
  • Linkers
  • Peptide Synthesis
  • Bifunctional Linkers
  • Building Blocks
  • Carbonyl Compounds
  • Chemical Biology
  • Chemical Synthesis
  • Cyclic Imides
  • Linkers and Crosslinkers
  • Organic Building Blocks
  • alkyl bromide
Mol File:
574-98-1.mol
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N-(2-Bromoethyl)phthalimide Chemical Properties

Melting point:
80-83 °C (lit.)
Boiling point:
318 °C
Density 
1.6254 (rough estimate)
refractive index 
1.6320 (estimate)
storage temp. 
Sealed in dry,Room Temperature
pka
-2.35±0.20(Predicted)
form 
Crystalline Powder
color 
White to slightly pink or beige
Water Solubility 
insoluble
BRN 
148736
CAS DataBase Reference
574-98-1(CAS DataBase Reference)
NIST Chemistry Reference
N-(beta-bromoethyl)phthalimide(574-98-1)
EPA Substance Registry System
1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- (574-98-1)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
24/25
WGK Germany 
3
TSCA 
Yes
HS Code 
29251995

MSDS

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N-(2-Bromoethyl)phthalimide Usage And Synthesis

Chemical Properties

white powder

Uses

N-(2-Bromoethyl)phthalimide is an intermediate used in organic synthesis. It can react with phenyl magnesium bromide to get 2-(2-bromo-ethyl)-3-hydroxy-3-phenyl-isoindolin-1-one.

Synthesis Reference(s)

Journal of the American Chemical Society, 71, p. 2425, 1949 DOI: 10.1021/ja01175a052
Organic Syntheses, Coll. Vol. 1, p. 119, 1941

Purification Methods

The following is to be carried out in an efficient FUME HOOD. Dissolve the compound (180g) in CS2 (500 mL) by refluxing for 15minutes (to cause the separation of the most likely impurity, 1,2-diphthalimidoethane), filter and evaporate under reduced pressure. The product forms light tan crystals (m 78-80o). Recrystallise it from EtOH (charcoal) [the compound (50g) is dissolved in hot 75% EtOH (200mL), boiled for ca 10 minutes, carbon is added (5g, Norite), filter and cool to 0o], to give white crystals (40g) which can be recrystallised (m 80-81o); and further recrystallisation gives m 82-83o. [Salzberg & Supniewski Org Synth Coll Vol I 119 1932, Landini & Rolla Synthesis 389 1976, Beilstein 21/10 V 275.]

N-(2-Bromoethyl)phthalimide Preparation Products And Raw materials

Preparation Products

Raw materials

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