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CS-W001157 4
Total: USD 88.00

Proton sponge

  • CAS No. 20734-58-1

  • Cat. No. CS-W020522
  • Purity≥98%
  • MDL No.MFCD00003920

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

Proton sponge|CS-W020522

Structure of 20734-58-1

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General Information

  • CAS No. 20734-58-1
  • Cat. No. CS-W020522
  • Purity ≥98%
  • MDL No. MFCD00003920
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈N₂
  • Molecular Weight 214.31
  • Synonym(s) N,N,N',N'-Tetramethyl-1,8-naphthalenediamine; N,N,N',N'-tetramethylnaphthalene-1,8-diamine
  • SMILES CN(C)C1=CC=CC2=CC=CC(N(C)C)=C12

Description

Proton-sponge is a nucleophilic base used in alkoxycarbonylation, dehydrofluorination, arylation, and intramolecular cyclization reactions.Proton-sponge is also referred to as 1,8-dimethylamino naphthalene. It is very strong base with weak nucleophilic character due to steric effects. It also participates in the reactions between arachno-6,9-C2B8H14 and selected acyl chlorides. It has been tested as an effective H+ scavenger.Proton-sponge can be used in the synthesis of C-substituted t-BuNH-8,9-R,R-nido-7,8,9-C3B8H9 (R,R = H,H; MeH; Me,Me; Ph,H and Ph,Ph) tricarbollide compounds. It was also used in the preparation of saturated fluoroalkyl(hydrido) complexes of Iridium.

Synthesis

  • Route1
    • null|null
      77-78-1
    • In-stock
      Naphthalene-1,8-diamine|CS-W016202
      479-27-6
    • ~93%
    • In-stock
      Proton sponge|CS-W020522
      20734-58-1

    References

    • Sorokin; Ozeryanskii; Pozharskii Russian Journal of Organic Chemistry, 2002 , vol. 38, # 5 p. 699 - 708
  • Route2
    • null|null
      53133-89-4
    • ~93%
    • In-stock
      Proton sponge|CS-W020522
      20734-58-1

    References

    • Pozharskii, A. F.; Kurasov, L. A.; Kuz'menko, V. V.; Popova L. L. Journal of Organic Chemistry USSR (English Translation), 1981 , p. 884 - 891 Zhurnal Organicheskoi Khimii, 1981 , vol. 17, # 5 p. 1005 - 1013
  • Route3
    • null|null
      88580-00-1
    • ~91%
    • In-stock
      Proton sponge|CS-W020522
      20734-58-1

    References

    • Pozharskii, A. F.; Kurasov, L. A.; Kuz'menko, V. V.; Popova L. L. Journal of Organic Chemistry USSR (English Translation), 1981 , p. 884 - 891 Zhurnal Organicheskoi Khimii, 1981 , vol. 17, # 5 p. 1005 - 1013

Safety Information

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

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Computational Chemistry Data

  • TPSA   6.48
  • LogP   2.9718
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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