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CS-W001157 4
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2,6-Dimethylbenzyl alcohol

  • CAS No. 62285-58-9

  • Cat. No. CS-0031344
  • Purity≥98%
  • MDL No.MFCD00128004

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

2,6-Dimethylbenzyl alcohol|CS-0031344

Structure of 62285-58-9

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General Information

  • CAS No. 62285-58-9
  • Cat. No. CS-0031344
  • Purity ≥98%
  • MDL No. MFCD00128004
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂O
  • Molecular Weight 136.19
  • Synonym(s) NSC 618295; (2,6-Dimethylphenyl)methanol
  • SMILES OCC1=C(C=CC=C1C)C

Description

2,6-Dimethylbenzyl alcohol offers enhanced stability and solubility in polar organic solvents due to its sterically hindered aromatic core. This bench-stable phenolic alcohol integrates readily into synthetic sequences requiring a protected hydroxymethyl handle, particularly in pharmaceutical intermediates and functionalized materials.

Application

2,6-Dimethylbenzyl alcohol serves as a stable, bench-ready building block for the synthesis of pharmaceutical intermediates and functionalized aromatic compounds. Its ortho-methyl groups enhance resistance to oxidation and provide steric shielding, improving selectivity in downstream transformations. The primary alcohol functionality enables straightforward derivatization via esterification, ether formation, or oxidation to the aldehyde, facilitating access to diverse molecular architectures in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Sagan, Sandrine; Josien, Hubert; Karoyan, Philippe; Brunissen, Alie; Chassaing, Gerard; Lavielle, Solange Bioorganic and Medicinal Chemistry, 1996 , vol. 4, # 12 p. 2167 - 2178
  • Route2

    References

    • Novapharme Patent: US5059614 A1, 1991 ;
  • Route3

    References

    • Castro, Luis C. Misal; Bezier, David; Sortais, Jean-Baptiste; Darcel, Christophe Advanced Synthesis and Catalysis, 2011 , vol. 353, # 8 p. 1279 - 1284

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   1.79574
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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