N-(2-Bromoethyl)phthalimide - ≥98% , CAS No.574-98-1

CAS: 574-98-1 Cat. No.: N159771 Molecular Weight: 254.08 Beilstein Registry Number: 148736 EC Number: 209-379-9

GRADE & PURITY ≥98%

Synonyms

2-(2-Bromoethyl)-1H-isoindole-1,3(2H)-dione | 2-(2-bromoethyl)-1H-isoindole-1,3-dione | A831470 | N-(2-bromo ethyl)-phthalimide | 1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- | EINECS 209-379-9 | 2-(2-Bromoethyl)-1H-isoindole-1,3(2H)-dione # | 2-(2-Bromo

Storage

Room temperature

Shipped In

Normal

Overview

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.

Specifications

Synonyms

2-(2-Bromoethyl)-1H-isoindole-1, 3(2H)-dione | 2-(2-bromoethyl)-1H-isoindole-1, 3-dione | A831470 | N-(2-bromo ethyl)-phthalimide | 1H-Isoindole-1, 3(2H)-dione, 2-(2-bromoethyl)- | EINECS 209-379-9 | 2-(2-Bromoethyl)-1H-isoindole-1, 3(2H)-dione # | 2-(2-Bromo

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504752102
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504752102
• Canonical Smiles: C1=CC=C2C(=C1)C(=O)N(C2=O)CCBr
• IUPAC Name: 2-(2-bromoethyl)isoindole-1,3-dione
• InChIKey: CHZXTOCAICMPQR-UHFFFAOYSA-N
• INCHI: 1S/C10H8BrNO2/c11-5-6-12-9(13)7-3-1-2-4-8(7)10(12)14/h1-4H,5-6H2
• Isomeric SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCBr
• WGK Germany: 3
• Molecular Weight: 254.08
• Beilstein: 148736
• Reaxy-Rn: 148736
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=148736&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 N-substituted carboxylic acid imides Benzenoids Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organobromides Organic oxides Hydrocarbon derivatives Alkyl bromides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phthalimide - Isoindole - Carboxylic acid imide, n-substituted - Benzenoid - Carboxylic acid imide - Carboxylic acid derivative - Azacycle - Alkyl bromide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organobromide - Organohalogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Alkyl halide - 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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (224 mg/L at 25°C).
• Boil Point(°C): 318°C(lit.)
• Melt Point(°C): 81 - 85°C
• Molecular Weight: 254.080 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 252.974 Da
• Monoisotopic Mass: 252.974 Da
• Topological Polar Surface Area: 37.400 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 243.000
• 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

References

1. Yingchun Guo, Lei Feng, Changcheng Wu, Xiaomei Wang, Xu Zhang.  (2020)  Confined pyrolysis transformation of ZIF-8 to hierarchically ordered porous Zn-N-C nanoreactor for efficient CO2 photoconversion under mild conditions.  JOURNAL OF CATALYSIS,      [PMID:] [10.1016/j.jcat.2020.07.037]