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Assay
95%
mp
194-198 °C (lit.)
functional group
imide
SMILES string
BrN1C(=O)c2ccccc2C1=O
InChI
1S/C8H4BrNO2/c9-10-7(11)5-3-1-2-4-6(5)8(10)12/h1-4H
InChI key
MARXMDRWROUXMD-UHFFFAOYSA-N
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Application
N-Bromophthalimide has been used:
- as reagent in allylic amination reactions of alkenes
- brominating reagent in enantioselective synthesis of multisubstituted biaryl derivatives by chiral phosphoric acid catalyzed asymmetric bromination
- as a titrant in titrimetric determination of isoniazid in pure form or in tablets
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Titrimetric determination of para-aminobenzoic acid using N-bromophthalimide and N-bromosaccharin.
Journal of pharmaceutical and biomedical analysis, 7(5), 627-631 (1989-01-01)
Journal of the American Chemical Society, 135(4), 1232-1235 (2013-01-15)
A catalytic asymmetric bromocyclization of trisubstituted olefinic amides that uses a C(2)-symmetric mannitol-derived cyclic selenium catalyst and a stoichiometric amount of N-bromophthalimide is reported. The resulting enantioenriched pyrrolidine products, which contain two stereogenic centers, can undergo rearrangement to yield 2,3-disubstituted
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 62(4-5), 918-925 (2005-06-14)
Fourier transform infrared (FT-IR) spectra of phthalimide and N-bromophthalimide have been recorded in the range of 4000-400 cm-1. With the hope of providing more and effective information on the fundamental vibrations, a normal coordinate analysis has been performed on phthalimide
Organic letters, 15(20), 5186-5189 (2013-10-10)
Allylic amination reactions of alkenes, with an NBP (N-bromophthalimide) or NBS (N-bromosuccinimide)/DBU combination, were developed, in which both internal and external nitrogen nucleophiles can be installed directly. Dual activation of NBS or NBP by DBU leads to more electrophilic bromine
Titrimetric methods for the determination of some sulpha drugs using N-bromophthalimide and N-bromosaccharin.
The Analyst, 113(9), 1369-1372 (1988-09-01)
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