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β-thujaplicin

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Origin: China

Cas No: 499-44-5

Specification: 99%min

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  • Products Specification
  • Product Description
  • Property

    CAS No.: 499-44-5 Formula: C10H12O2 Molecular Weight: 164.20100

    Description

    Hinokitiol (β-thujaplicin) is a natural monoterpenoid found in the wood of trees in the family Cupressaceae. It is a tropolone derivative and one of the thujaplicins. Hinokitiol has inhibitory effects on Chlamydia trachomatis and may be clinically useful as a topical drug.
    The name originates from the fact it was originally isolated in Taiwanese hinoki in 1936. It is actually almost absent in Japanese hinoki while it is contained in high concentration (about 0.04% of heartwood mass) in Juniperus cedrus, Hiba cedar wood (Thujopsis dolabrata) and Western red cedar (Thuja plicata). It can be readily extracted from the cedarwood with solvent and ultrasonication.

    Basic Info

    Chemical Name β-thujaplicin
    Synonyms

    Isopropyltropolone;
    2,4,6-Cycloheptatrien-1-one, 2-hydroxy-4-(1-methylethyl)-;
    β-Thujaplicine;
    Hinokitol;
    2-hydroxy-4-(1-methylethyl)-2,4,6-cycloheptatrien-1-one;
    4-ISOPROPYLTROPOLONE;
    Hinokitiol;
    2-Hydroxy-4-isopropylcyclohepta-2,4,6-trien-1-one;
    beta-thujaplicin;
    2-hydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-one;
    B-THUJAPLICIN;

    CAS No. 499-44-5
    Molecular Formula C10H12O2
    Molecular Weight 164.20100
    PSA 37.30000
    LogP 1.87580

    Properties

    Density 1.127g/cm3
    Boiling Point 140ºC (10 mmHg)
    Melting Point 50-52ºC
    Flash Point 128.1ºC
    Refractive Index 1.553
    Vapor Pressure 8.98E-05mmHg at 25°C

    Safety Info

    RTECS GU4200000
    Safety Statements S36
    HS Code 2914400090
    WGK Germany 3
    Risk Statements R22
    Hazard Codes Xn

    Synthesis Route

    2-hydroxy-6-prop-1-en-2-ylcyclohepta-2,4,6-trien-1-oneβ-thujaplicin
    (5S)-6-isopropyl-3-cycloheptene-1,2-dioneβ-thujaplicin
    6-bromo-2-hydroxycyclohepta-2,4,6-trien-1-oneβ-thujaplicin

    GC Analysis

    Column type Active phase Temperature (°C) Retention Index (I) Temperature Control Method
    Capillary DB-5 - 1559. temperature ramp
    Capillary SE-30 - 1559. temperature ramp

    Precursor

    (5S)-6-isopropyl-3-cycloheptene-1,2-dione
    2-hydroxy-6-prop-1-en-2-ylcyclohepta-2,4,6-trien-1-one
    6-bromo-2-hydroxycyclohepta-2,4,6-trien-1-one
    3-propan-2-ylcycloheptan-1-one

    Downstream Product

    isobutyric acid
    4-propan-2-ylcyclohepta-3,6-diene-1,2,5-trione
    β-thujaplicin
    cyclopentene

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