N-Bromophthalimide - ≥95% , CAS No.2439-85-2

CAS: 2439-85-2 Cat. No.: N137544 Molecular Weight: 226.03 Beilstein Registry Number: 21501 EC Number: 219-467-9

GRADE & PURITY ≥95%

Synonyms

DTXSID70179136 | MFCD00005888 | NSC3525 | NSC-3525 | EINECS 219-467-9 | J-015498 | NSC 3525 | 2-bromoisoindole-1,3-dione | SCHEMBL1771 | A817278 | AI3-18212 | UNII-8EC67S8PWW | FT-0634283 | N-Bromophthalimide | 2-Bromoisoindoline-1,3-dione | 2-bromo-1h-is

Storage

Protected from light,Room temperature

Shipped In

Normal

Overview

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

Specifications

Synonyms

DTXSID70179136 | MFCD00005888 | NSC3525 | NSC-3525 | EINECS 219-467-9 | J-015498 | NSC 3525 | 2-bromoisoindole-1, 3-dione | SCHEMBL1771 | A817278 | AI3-18212 | UNII-8EC67S8PWW | FT-0634283 | N-Bromophthalimide | 2-Bromoisoindoline-1, 3-dione | 2-bromo-1h-is

Specifications & Purity

≥95%

Storage

Protected from light, Room temperature

Shipped In

Normal

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 488185125
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488185125
• Canonical Smiles: C1=CC=C2C(=C1)C(=O)N(C2=O)Br
• IUPAC Name: 2-bromoisoindole-1,3-dione
• InChIKey: MARXMDRWROUXMD-UHFFFAOYSA-N
• INCHI: 1S/C8H4BrNO2/c9-10-7(11)5-3-1-2-4-6(5)8(10)12/h1-4H
• Isomeric SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)Br
• WGK Germany: 3
• Molecular Weight: 226.03
• Beilstein: 21501
• Reaxy-Rn: 131211
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=131211&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Isoindoles and derivatives
      • Subclass Isoindolines
        • Level5 Isoindolones
          • Level6 Phthalimides

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Isoindoles and derivatives
• Subclass: Isoindolines
• Intermediate Tree Nodes: Isoindolones
• Direct Parent: Phthalimides
• Alternative Parents: Isoindoles Benzenoids Carboxylic acids and derivatives Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phthalimide - Isoindole - Benzenoid - Azacycle - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phthalimides. These are aromatic heterocyclic compounds containing a 1,3-dioxoisoindoline moiety. They are imide derivatives of phthalic anhydrides.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Light & Moisture sensitive
• Melt Point(°C): 207 °C
• Molecular Weight: 226.030 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 224.943 Da
• Monoisotopic Mass: 224.943 Da
• Topological Polar Surface Area: 37.400 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 217.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1