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CS-W001157 4
Total: USD 88.00

2-Methylbenzophenone

  • CAS No. 131-58-8

  • Cat. No. CS-0152978
  • Purity≥98%
  • MDL No.MFCD00008518

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

2-Methylbenzophenone|CS-0152978

Structure of 131-58-8

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General Information

  • CAS No. 131-58-8
  • Cat. No. CS-0152978
  • Purity ≥98%
  • MDL No. MFCD00008518
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂O
  • Molecular Weight 196.24
  • Synonym(s) Tris(methylthio)methane; 2-Methylbenzophenone
  • SMILES CC1=CC=CC=C1C(=O)C2=CC=CC=C2

Description

2-Methylbenzophenone is a sterically hindered ketone featuring a methyl group at the ortho position relative to the carbonyl. This substitution enhances stability and modulates reactivity, making it valuable in photoredox catalysis and organic synthesis. The compound exhibits robust bench stability and facilitates selective transformations under mild conditions.

Application

2-Methylbenzophenone serves as a versatile building block in synthetic organic chemistry, enabling the construction of biaryl and heterocyclic scaffolds through palladium-catalyzed cross-coupling reactions. Its methyl substituent enhances regioselectivity in electrophilic aromatic substitution and provides steric bias in transition metal-mediated transformations. The ketone functionality offers direct access to α-alkylated derivatives and facilitates downstream functionalization via enolization or reduction. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses targeting pharmaceutical intermediates and agrochemicals.

Synthesis

  • Route1

    References

    • Lin, Xiao-Fang; Li, Yao; Li, Shuang-Yan; Xiao, Zheng-Kang; Lu, Jian-Mei Tetrahedron, 2012 , vol. 68, # 29 p. 5806 - 5809
  • Route2
    • In-stock
      2-Tolylboronic acid|CS-W001232
      16419-60-6
    • null|null
      100-52-7
    • ~78%
    • In-stock
      2-Methylbenzophenone|CS-0152978
      131-58-8

    References

    • Dey, Bikash Kali; Dutta, Jayita; Drew, Michael G.B.; Bhattacharya, Samaresh Journal of Organometallic Chemistry, 2014 , vol. 750, p. 176 - 184
  • Route3

    References

    • Kaganovsky, Luba; Gelman, Dmitri; Rueck-Braun, Karola Journal of Organometallic Chemistry, 2010 , vol. 695, # 2 p. 260 - 266

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

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   3.22602
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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