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CS-W001157 4
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3-Bromo-2,6-dimethylaniline

  • CAS No. 53874-26-3

  • Cat. No. CS-0139912
  • Purity≥98%
  • MDL No.MFCD16658602

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

3-Bromo-2,6-dimethylaniline|CS-0139912

Structure of 53874-26-3

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General Information

  • CAS No. 53874-26-3
  • Cat. No. CS-0139912
  • Purity ≥98%
  • MDL No. MFCD16658602
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀BrN
  • Molecular Weight 200.08
  • Synonym(s) 3-BroMo-2,6-diMetylaniline
  • SMILES NC1=C(C)C(Br)=CC=C1C

Description

3-Bromo-2,6-dimethylaniline features a sterically hindered aromatic core with electron-donating methyl groups flanking a brominated position, enhancing regioselectivity in cross-coupling reactions. This bench-stable derivative delivers high functional group tolerance and facilitates efficient access to substituted anilines under standard conditions.

Application

3-Bromo-2,6-dimethylaniline serves as a valuable building block for the synthesis of functionalized aromatic scaffolds, leveraging its ortho-methyl groups to direct electrophilic substitution and enhance metabolic stability. The bromo substituent enables facile cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, while the aniline functionality supports derivatization via acylation or diazotization. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative medicinal chemistry campaigns and process development workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.64814
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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