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CS-W001157 4
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Methyl 5-(bromomethyl)-2-nitrobenzoate

  • CAS No. 88071-91-4

  • Cat. No. CS-0654864
  • Molecule weight274.07
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

Methyl 5-(bromomethyl)-2-nitrobenzoate|CS-0654864

Structure of 88071-91-4

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General Information

  • CAS No. 88071-91-4
  • Cat. No. CS-0654864
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈BrNO₄
  • Molecular Weight 274.07
  • Synonym(s) None
  • SMILES COC(=O)C1=C(C=CC(=C1)CBr)[N+](=O)[O-]

Description

Methyl 5-(bromomethyl)-2-nitrobenzoate features a bromomethyl group flanked by a nitro substituent and ester functionality, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The electron-deficient aromatic ring enhances reactivity, while the bench-stable ester moiety ensures reliable handling under standard conditions.

Application

Methyl 5-(bromomethyl)-2-nitrobenzoate serves as a versatile building block for heterocyclic synthesis, enabling efficient construction of biologically relevant scaffolds. The bromomethyl group exhibits high reactivity in nucleophilic substitution reactions, facilitating coupling with amines, thiols, and azide derivatives under mild conditions. Its nitro group enhances electrophilicity at the aromatic ring and supports subsequent reduction and functionalization steps. The compound demonstrates excellent bench stability and is readily purified by flash chromatography, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331-H341
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

  • TPSA   69.44
  • LogP   2.2763
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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