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ε-Carotene

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ε-Carotene
Names
IUPAC name
ε,ε-carotene
Other names
4,4'-Didehydro-6,6'-dihydro-β,β-carotene
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-28,37-38H,15-16,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+
    Key: QABFXOMOOYWZLZ-JLTXGRSLSA-N
  • InChI=1/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-28,37-38H,15-16,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+
    Key: QABFXOMOOYWZLZ-JLTXGRSLBO
  • C1(=C/CCC(C)(C)C1\C=C\C(=C\C=C\C(=C\C=C\C=C(\C=C\C=C(\C=C\C2C(=C/CCC2(C)C)\C)C)C)C)C)\C
Properties
C40H56
Molar mass 536.888 g·mol−1
Appearance Crystal
Melting point 190 °C[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

ε-Carotene (epsilon-carotene) is a carotene. It can be synthesized from 2,7-dimethyl-2,4,6-octatrienedial and 2-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-butenal.[2]

References

[edit]
  1. ^ Karrer, P.; Eugster, C. H.; Tobler, E. "Synthesis of carotenoids. III. Total synthesis of lycopene". Helvetica Chimica Acta (in German). 33: 1349–1352. doi:10.1002/hlca.19500330534. ISSN 0018-019X..
  2. ^ Wu, Xin-Yan; Guo, Xing-Tao; Sha, Feng (Sep 26, 2016). "Highly Enantioselective Michael Addition of Aromatic Ketones to Nitrodienes and the Application to the Synthesis of Chiral γ-Aminobutyric Acid". Synthesis. 49 (3). Georg Thieme Verlag KG: 647–656. doi:10.1055/s-0036-1588604. ISSN 0039-7881. S2CID 100564295.