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CS-W001157 4
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3-(4-(Iodomethyl)phenyl)-3-(trifluoromethyl)-3H-diazirine

  • CAS No. 95758-92-2

  • Cat. No. CS-0144529
  • Molecule weight326.06
  • Purity≥95%
  • MDL No.None

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

3-(4-(Iodomethyl)phenyl)-3-(trifluoromethyl)-3H-diazirine|CS-0144529

Structure of 95758-92-2

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General Information

  • CAS No. 95758-92-2
  • Cat. No. CS-0144529
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆F₃IN₂
  • Molecular Weight 326.06
  • Synonym(s) None
  • SMILES FC(C1(C2=CC=C(CI)C=C2)N=N1)(F)F

Description

This diazirine derivative features a trifluoromethyl group and an iodomethyl substituent on the aromatic ring, enabling efficient photoaffinity labeling. The electron-withdrawing trifluoromethyl moiety enhances stability and reactivity under UV activation, while the iodomethyl handle facilitates site-specific conjugation. Bench-stable and moisture-tolerant, it integrates seamlessly into probe design for target identification in complex biological systems.

Application

3-(4-(Iodomethyl)phenyl)-3-(trifluoromethyl)-3H-diazirine serves as a versatile photoreactive probe for covalent labeling of biomolecules. The diazirine ring enables efficient UV-induced formation of reactive carbene intermediates, while the iodomethyl group facilitates site-specific conjugation via nucleophilic substitution. Its trifluoromethyl substituent enhances metabolic stability and modulates lipophilicity, improving membrane permeability. This compound functions effectively in affinity labeling workflows and is compatible with standard purification methods.

Safety Information

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GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1325
Class : 4.1
Packing Group : Ⅱ
Hazard Statements : H228-H315-H319
Precautionary Statements : P210-P240-P241-P264-P280-P302+P352-P362+P364-P370+P378

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Computational Chemistry Data

  • TPSA   24.72
  • LogP   3.8025
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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