Description

(trans,trans)-4-Butyl-4′-ethenyl-1,1′-bicyclohexyl (CAS No. 153429-47-1) is a high-purity bicyclic organic compound with the molecular formula C₁₈H₃₂. This structurally unique molecule features a trans,trans-configuration of two cyclohexyl rings substituted with a butyl group at the 4-position and an ethenyl (vinyl) group at the 4′-position. Its rigid, lipophilic framework makes it valuable for advanced material science applications, including liquid crystal formulations and polymer modifiers. With a molecular weight of 248.45 g/mol, this compound exhibits excellent thermal stability and compatibility with non-polar matrices. Available in >95% purity by GC, it is supplied in amber glass vials under inert atmosphere to ensure long-term stability. Researchers utilize this compound as a building block for supramolecular chemistry and as a model substrate for studying steric effects in cyclohexyl systems.

Properties

• CAS Number: 153429-47-1
• Complexity: 226
• IUPAC Name: 1-butyl-4-(4-vinylcyclohexyl)cyclohexane
• InChI: InChI=1S/C18H32/c1-3-5-6-16-9-13-18(14-10-16)17-11-7-15(4-2)8-12-17/h4,15-18H,2-3,5-14H2,1H3
• InChI Key: HNJLLLQZSIESBM-UHFFFAOYSA-N
• Exact Mass: 248.250401021
• Molecular Formula: C18H32
• Molecular Weight: 248.4
• SMILES: CCCCC1CCC(CC1)C2CCC(CC2)C=C
• Monoisotopic Mass: 248.250401021
• Synonyms: (trans,trans)-4-Butyl-4′-ethenyl-1,1′-bicyclohexyl, 153429-47-1, (trans,trans)-4-Butyl-4′-vinyl-1,1′-bi(cyclohexane), 1-butyl-4-(4-ethenylcyclohexyl)cyclohexane, trans,trans-4-Butyl-4”-vinyl-bicyclohexyl, trans,trans-4-Butyl-4′-vinylbicyclohexyl, trans,trans-4-Butyl-4′-vinyl-bicyclohexyl, TRANS,TRANS-4-BUTYL-4/’/’-VINYL-BICYCLOHEXYL, (1s,1’r,4r,4’r)-4-butyl-4′-ethenyl-1,1′-bi(cyclohexane), 4-Butyl-4′-vinylbi(cyclohexane), 4VbcH, MFCD25541699, SCHEMBL8045777, SCHEMBL27662667, SCHEMBL28533383, DTXSID90599332, HNJLLLQZSIESBM-UHFFFAOYSA-N, MFCD11053345, AKOS015916634, AKOS032953588, DS-3249, 4-Butyl-4′-vinyl-1,1′-bi(cyclohexyl), SY055828, DB-110928, B5123, CS-0186198, NS00024993, 4-BUTYL-4′-ETHENYL-1,1′-BI(CYCLOHEXANE), (trans,trans)-4-Butyl-4 inverted exclamation mark -vinyl-1,1 inverted exclamation mark -bi(cyclohexane)

Application

This compound serves as a key intermediate in the synthesis of advanced liquid crystalline materials for display technologies. Its rigid bicyclic structure contributes to mesophase stability in nematic and smectic LC formulations. Researchers also employ it as a non-polar spacer in polymer science to modify chain packing and mechanical properties. The ethenyl group enables further functionalization through radical or metathesis polymerization strategies.

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