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CS-W001157 4
Total: USD 88.00

4-Dimethylaminopyridine

  • CAS No. 1122-58-3

  • Cat. No. CS-W008903
  • Purity≥98%
  • MDL No.MFCD00006418

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

4-Dimethylaminopyridine|CS-W008903

Structure of 1122-58-3

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General Information

  • CAS No. 1122-58-3
  • Cat. No. CS-W008903
  • Purity ≥98%
  • MDL No. MFCD00006418
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀N₂
  • Molecular Weight 122.17
  • Synonym(s) None
  • SMILES CN(C)C1=CC=NC=C1

Description

4-(Dimethylamino)pyridine (DMAP) is a highly versatile nucleophilic catalyst for acylation reactions and esterifications. It is also employed in various organic transformations like Baylis-Hillman reaction, Dakin-West reaction, protection of amines, C-acylations, silylations, applications in natural products chemistry, and many others.4-(Dimethylamino)pyridine can be used as a catalyst:To synthesize 3,5-disubstituted 2,6-dicyanoaniline by reacting malononitrile, aldehydes, and -nitroolefins.For the acylation of alcohols with acid anhydrides under auxiliary base- and solvent-free conditions to synthesize corresponding esters.In Baylis-Hillman reaction to form carbon-carbon bond by the coupling of an activated alkene with an aldehyde or ketone.

Synthesis

  • Route1
    • In-stock
      [1,4'-Bipyridin]-1-ium chloride hydrochloride|CS-W012981
      5421-92-1
    • null|null
      68-12-2
    • ~64%
    • In-stock
      4-Dimethylaminopyridine|CS-W008903
      1122-58-3

    References

    • US2004/106801 A1, ; Page 3 ;
  • Route2
    • null|null
      646-34-4
    • null|null
      123-54-6
    • ~95%
    • In-stock
      4-Dimethylaminopyridine|CS-W008903
      1122-58-3

    References

    • Bioorganic and Medicinal Chemistry, , vol. 21, # 4 p. 969 - 978
  • Route3
    • In-stock
      4-Chloropyridine hydrochloride|CS-W019791
      7379-35-3
    • null|null
      124-40-3
    • ~94%
    • In-stock
      4-Dimethylaminopyridine|CS-W008903
      1122-58-3

    References

    • Synlett, , # 1 p. 116 - 118

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06,GHS08,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅱ
Hazard Statements : H301-H310-H318-H331-H370-H411
Precautionary Statements : P260-P261-P262-P264-P270-P271-P273-P280-P301+P310-P302+P350-P304+P340-P305+P351+P338-P308+P311-P310-P311-P330-P361-P363-P391-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   16.13
  • LogP   1.1476
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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