Pheromone
  • (Z)-8-DODECEN-1-YL ACETATE

    • Product Name   :   

      (Z)-8-DODECEN-1-YL ACETATE

    • CAS No   :   

      28079-04-1

    • Project State   :   

      Commercial

    General Description

    Good factory exports good (Z)-8-DODECEN-1-YL ACETATE 28079-04-1

    • Molecular Formula:C14H26O2
    • Molecular Weight:226.359
    • Vapor Pressure:0.00114mmHg at 25°C 
    • Refractive Index:1.448 
    • Boiling Point:300.1 °C at 760 mmHg 
    • Flash Point:96.5 °C 
    • PSA:26.30000 
    • Density:0.881 g/cm3 
    • LogP:4.24640 

    (Z)-8-DODECEN-1-YL ACETATE(Cas 28079-04-1) Usage

    Synthesis Reference(s)

    Tetrahedron Letters, 14, p. 675, 1973 DOI: 10.1016/S0040-4039(00)72431-2

    General Description

    (Z)-8-DODECEN-1-YL ACETATE is a sex pheromone component found in many Lepidoptera species, synthesized via a three-step process from cyclooctene. It is produced by the acetylation of (Z)-8-dodecen-1-ol, which is derived from the reduction of methyl (Z)-8-dodecenoate, itself obtained through ozonolysis and Wittig coupling. (Z)-8-DODECEN-1-YL ACETATE is structurally characterized by a (Z)-configured double bond at the 8-position and an acetate ester at the terminal carbon, playing a key role in insect communication.

    InChI:InChI=1/C14H26O2/c1-3-4-5-6-7-8-9-10-11-12-13-16-14(2)15/h5-6H,3-4,7-13H2,1-2H3/b6-5-

    28079-04-1 Relevant articles

    PHEROMONES OF INSECTS AND THEIR ANALOGS. XXI. SYNTHESIS OF ALK-8Z-EN-1-OLS AND THEIR ACETATES FROM A FUNCTIONALLY DIFFERENTIATED PRODUCT OF OZONOLYSIS OF CYCLOOCTENE

    Odinokov, V. N.,Akhmetova, V. R.,Khasanov, Kh. D.,Abduvakhabov, A. A.,Tolstikov, G. A.,Panasenko, A. A.

    , p. 240 - 243 (1989)

    Dodec-8Z-en-1-ol (VIII) and tetradec-8Z-...

    -

    Sonnet,P.E.,Oliver,J.E.

    , p. 3284 - 3286 (1976)

    -

    SYNTHESIS OF PHEROMONE DERIVATIVES VIA Z-SELECTIVE OLEFIN METATHESIS

    -

    Paragraph 0261; 0267, (2021/12/28)

    Disclosed herein are methods for synthes...

    SYNTHESIS OF STRAIGHT-CHAIN LEPIDOPTERAN PHEROMONES THROUGH ONE- OR TWO- CARBON HOMOLOGATION OF FATTY ALKENES

    -

    , (2020/02/14)

    Methods for the preparation of alkenes i...

    Synthesis method of (Z/E)-8-dodecen-1-alcohol acetate compound

    -

    , (2019/05/21)

    The invention provides a synthesis metho...

    SYNTHESIS OF PHEROMONES AND RELATED MATERIALS VIA OLEFIN METATHESIS

    -

    , (2018/09/12)

    Methods for preparation of olefins, incl...

    28079-04-1 Process route

    Δ<sup>8</sup>-dodecen-1-ol
    153123-34-3

    Δ8-dodecen-1-ol

    acetic anhydride
    108-24-7

    acetic anhydride

    (Z)-8-dodecen-1-yl acetate
    28079-04-1

    (Z)-8-dodecen-1-yl acetate

    Conditions
    Conditions Yield
    With pyridine; at 5 - 25 ℃; for 2h; Large scale;
    95%
    (Z)-8-dodecenol
    40642-40-8

    (Z)-8-dodecenol

    acetic anhydride
    108-24-7

    acetic anhydride

    (Z)-8-dodecen-1-yl acetate
    28079-04-1

    (Z)-8-dodecen-1-yl acetate

    Conditions
    Conditions Yield
    With pyridine; In dichloromethane; at 20 ℃; for 12h; chemoselective reaction; Inert atmosphere;
    90%
    With pyridine;
    89%
    In pyridine; for 24h; Ambient temperature;
    75%
    In pyridine; for 4h; Ambient temperature;
    With pyridine; at 20 ℃; for 15h; Yield given;
    With acetic acid; at 40 ℃;

    28079-04-1 Upstream products

    • 38363-29-0
      38363-29-0

      (E)-8-dodecenyl acetate

    • 40642-40-8
      40642-40-8

      (Z)-8-dodecenol

    • 75-36-5
      75-36-5

      acetyl chloride

    • 26906-26-3
      26906-26-3

      1-Acetoxydodec-8-yne

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