1,3,3-trimethyl-2-[(1E,3E)-3-methylhexa-1,3-dien-5-yn-1-yl]cyclohex-1-ene

• ChemBase ID: 179236
• Molecular Formular: C16H22
• Molecular Mass: 214.34588
• Monoisotopic Mass: 214.1721507
• SMILES: C1CCC(=C(C1(C)C)/C=C/C(=C/C#C)/C)C
• Canonical SMILES: C#C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C
• InChI: InChI=1S/C16H22/c1-6-8-13(2)10-11-15-14(3)9-7-12-16(15,4)5/h1,8,10-11H,7,9,12H2,2-5H3/b11-10+,13-8+
• InChIKey: VZHBEOMOYZVQPM-OGFJCPFKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3,3-trimethyl-2-[(1E,3E)-3-methylhexa-1,3-dien-5-yn-1-yl]cyclohex-1-ene
• IUPAC Traditional name: 1,3,3-trimethyl-2-[(1E,3E)-3-methylhexa-1,3-dien-5-yn-1-yl]cyclohex-1-ene
• Synonyms: (E,E)-1,3,3-Trimethyl-2-(3-methyl-1,3-hexadien-5-ynyl)cyclohexene; (E,E)-3-Methyl-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-hexadien-5-yne; 1,3,3-Trimethyl-2-[(1E,3E)-3-methyl-1,3-hexadien-5-ynyl]-cyclohexane

Database IDs

• CAS Number: 25576-25-4
• PubChem SID: 164235146
• PubChem CID: 12050146

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.3144855
• LogD (pH = 7.4): 4.3144855
• Log P: 4.3144855
• Molar Refractivity: 74.2921 cm^3
• Polarizability: 27.75461 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Hexane
• Apperance: Pale Yellow Oil

DETAILS

Toronto Research Chemicals - T796410

Intermediate in the preparation of Retinoic Acid derivatives.

REFERENCES

• Derguini, F., et al.: J. Biol. Chem., 270, 18875 (1995)
• Wada, A., et al.: Bioorg. Med. Chem., 12, 3931 (1995)