(4E)-5-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-4-en-2-ynenitrile

• ChemBase ID: 179219
• Molecular Formular: C14H17N
• Molecular Mass: 199.29148
• Monoisotopic Mass: 199.13609955
• SMILES: C1CCC(=C(C1(C)C)/C=C/C#CC#N)C
• Canonical SMILES: N#CC#C/C=C/C1=C(C)CCCC1(C)C
• InChI: InChI=1S/C14H17N/c1-12-8-7-10-14(2,3)13(12)9-5-4-6-11-15/h5,9H,7-8,10H2,1-3H3/b9-5+
• InChIKey: LSLSEAKCBXIBNM-WEVVVXLNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4E)-5-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-4-en-2-ynenitrile
• IUPAC Traditional name: (4E)-5-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-4-en-2-ynenitrile
• Synonyms: (4E)-5-(2,6,6-tTimethyl-1-cyclohexen-1-yl)-4-penten-2-ynenitrile; (E)-5-(2,6,6-Trimethyl-1-cyclohexen-1-yl)pent-4-en-2-ynenitrile

Database IDs

• CAS Number: 173214-57-8
• PubChem SID: 164235129
• PubChem CID: 5887960

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.7966468
• LogD (pH = 7.4): 3.7966468
• Log P: 3.7966468
• Molar Refractivity: 65.8888 cm^3
• Polarizability: 24.079556 Å^3
• Polar Surface Area: 23.79 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Hexane
• Apperance: Yellow Oil
• Boiling Point: 77-80°C @ 0.5mm

DETAILS

Toronto Research Chemicals - T795980

A novel intermediate of 9-cis retinoids.

REFERENCES

• Schmidt, A., et al.: Sci. Synthesis, 19, 133 (2004)