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CS-W001157 4
Total: USD 88.00

(1R,5S)-6,6-Dimethylbicyclo[3.1.1]heptan-2-one

  • CAS No. 38651-65-9

  • Cat. No. CS-0091543
  • Molecule weight138.21
  • Purity≥95%
  • MDL No.MFCD08447116

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

(1R,5S)-6,6-Dimethylbicyclo[3.1.1]heptan-2-one|CS-0091543

Structure of 38651-65-9

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General Information

  • CAS No. 38651-65-9
  • Cat. No. CS-0091543
  • Purity ≥95%
  • MDL No. MFCD08447116
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄O
  • Molecular Weight 138.21
  • Synonym(s) Bicyclo(3.1.1)heptan-2-one, 6,6-dimethyl-, (1R)-
  • SMILES O=C1[C@@](C2)([H])C(C)(C)[C@@]2([H])CC1

Description

(1R)-(+)-Nopinone may be used in the preparation of a chiral annulated indene derivative, which can be a potentially useful chiral ligand for transition metal complexes in asymmetric transformations. It may also react with secondary amines in cyclohexane to form the corresponding enamines.

Synthesis

  • Route1
    • null|null
      18172-67-3
    • ~97%
    • In-stock
      (1R,5S)-6,6-Dimethylbicyclo[3.1.1]heptan-2-one|CS-0091543
      38651-65-9

    References

    • Sauer, Anne M.; Crowe, William E.; Henderson, Gregg; Laine, Roger A. Organic Letters, 2009 , vol. 11, # 16 p. 3530 - 3533
  • Route2
    • null|null
      177698-19-0
    • ~65%
    • In-stock
      (1R,5S)-6,6-Dimethylbicyclo[3.1.1]heptan-2-one|CS-0091543
      38651-65-9

    References

    • Willand-Charnley, Rachel; Fisher, Thomas J.; Johnson, Bradley M.; Dussault, Patrick H. Organic Letters, 2012 , vol. 14, # 9 p. 2242 - 2245
  • Route3
    • null|null
      28239-06-7
    • ~%
    • In-stock
      (1R,5S)-6,6-Dimethylbicyclo[3.1.1]heptan-2-one|CS-0091543
      38651-65-9
    • (1R,5R)-6,6-Dimethylbicyclo[3.1.1]hept-3-en-2-one|CS-0963791
      35408-03-8

    References

    • Konopelski, Joseph P.; Sundararaman, P.; Barth, Guenter; Djerassi, Carl Journal of the American Chemical Society, 1980 , vol. 102, # 8 p. 2737 - 2745

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.0116
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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