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CS-W001157 4
Total: USD 88.00

6,6'-((1E,1'E)-(((1R,2R)-Cyclohexane-1,2-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol)

  • CAS No. 135616-40-9

  • Cat. No. CS-W014424
  • Purity≥95%
  • MDL No.MFCD00191800

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

6,6'-((1E,1'E)-(((1R,2R)-Cyclohexane-1,2-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol)|CS-W014424

Structure of 135616-40-9

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General Information

  • CAS No. 135616-40-9
  • Cat. No. CS-W014424
  • Purity ≥95%
  • MDL No. MFCD00191800
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₆H₅₄N₂O₂
  • Molecular Weight 546.84
  • Synonym(s) 6,6'-[(1R,2R)-cyclohexane-1,2-diylbis(iminomethylylidene)]bis(2,4-di-tert-butylcyclohexa-2,4-dien-1-one)
  • SMILES OC1=C(C(C)(C)C)C=C(C(C)(C)C)C=C1/C=N/[C@H]2[C@H](/N=C/C3=C(O)C(C(C)(C)C)=CC(C(C)(C)C)=C3)CCCC2

Description

Chelating transition metals with high enantioselectivity, (R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine (CAS 135616-40-9) enables asymmetric catalysis in synthetic organic chemistry.

Application

(R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine (CAS 135616-40-9) drives selective metal ion chelation in catalytic systems by forming stable, sterically protected complexes with transition metals. This setup enables precise control over reaction pathways. Researchers leverage this to stabilize enzyme active sites and enhance selectivity in asymmetric synthesis.

Synthesis

  • Route1
    • In-stock
      3,5-Di-tert-butyl-2-hydroxybenzaldehyde|CS-W012904
      37942-07-7
    • null|null
      20439-47-8
    • ~99%
    • In-stock
      6,6'-((1E,1'E)-(((1R,2R)-Cyclohexane-1,2-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol)|CS-W014424
      135616-40-9

    References

    • Nakano, Tamaki; Yade, Tohru; Okamoto, Yoshio Macromolecules, 2003 , vol. 36, # 10 p. 3498 - 3504
  • Route2
    • In-stock
      3,5-Di-tert-butyl-2-hydroxybenzaldehyde|CS-W012904
      37942-07-7
    • (1R,2R)-Cyclohexane-1,2-diamine hydrochloride|CS-0184261
      191480-63-4
    • ~%
    • In-stock
      6,6'-((1E,1'E)-(((1R,2R)-Cyclohexane-1,2-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol)|CS-W014424
      135616-40-9

    References

    • Journal of Organic Chemistry, , vol. 71, # 7 p. 2903 - 2906
  • Route3

    References

    • Tetrahedron Letters, , vol. 46, # 22 p. 3829 - 3830

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

Quality Control

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Computational Chemistry Data

  • TPSA   65.18
  • LogP   9.137
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   4

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