Fenchone, 50G

SKU:
196436-50G
  • $56.70

    • Description

    (1R)-(−)-Fenchone

    ≥98%

    Synonym(s):
    (−)-1,3,3-Trimethyl-2-norbornanone, (−)-Fenchone, (1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one
    Empirical Formula (Hill Notation):
    C10H16O
    CAS Number:
    7787-20-4
    Molecular Weight:
    152.23
    Beilstein:
    2042710
    EC Number:
    232-107-5
    MDL number:
    MFCD00151104
    PubChem Substance ID:
    24851759
    NACRES:
    NA.22

    PROPERTIES

    Quality Level

    100

    Assay

    ≥98%

    form

    liquid

    optical activity

    [α]24/D −50.5°, neat

    refractive index

    n20/D 1.461 (lit.)

    bp

    192-194 °C (lit.)

    mp

    5-6 °C (lit.)

    density

    0.948 g/mL at 25 °C (lit.)

    SMILES string

    CC1(C)C2CCC(C)(C2)C1=O

    InChI

    1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3/t7-,10+/m0/s1

    Inchi Key

    LHXDLQBQYFFVNW-OIBJUYFYSA-N

    DESCRIPTION

    General description

    (1R)-(-)-Fenchone is a bridged bicyclic ketone[1] found in fennel oil and thuja oil.[2]

    Application

    (1R)-(-)-Fenchone undergoes condensation with pyridinylalkylamines to form chiral iminopyridine ligands, which find applications in enantioselective copper-catalyzed Henry (nitro aldol) reaction.[3] It may also be used in the preparation of enantiopure C(7)-anti-substituted fenchones as new chiral sources.[4]

    SAFETY INFORMATION

    Hazard Statements

    H411

    Precautionary Statements

    P273 - P391 - P501

    Hazard Classifications

    Aquatic Chronic 2

    Storage Class Code

    10 - Combustible liquids

    WGK

    WGK 2

    Flash Point(F)

    151.7 °F - closed cup

    Flash Point(C)

    66.5 °C - closed cup

    Personal Protective Equipment

    dust mask type N95 (US), Eyeshields, Gloves