Description

(Trans(Trans))-4′-vinyl-4-(4-methylphenyl)bicyclohexyl (CAS No. 155041-85-3) is a high-purity bicyclic organic compound with the molecular formula C₂₁H₃₀. This stereospecific derivative features a rigid bicyclohexyl backbone substituted with a vinyl group and a 4-methylphenyl moiety, offering unique structural properties for advanced material science and synthetic applications. Its trans,trans configuration ensures exceptional thermal and chemical stability, making it ideal for liquid crystal formulations, polymer modifiers, and organic semiconductor research. With a molecular weight of 282.47 g/mol, this compound is supplied as a crystalline solid (≥98% purity by HPLC) with stringent QC validation via GC-MS and NMR. Store under inert conditions at 2-8°C to prevent vinyl group polymerization.

Properties

• CAS Number: 155041-85-3
• Complexity: 307
• IUPAC Name: 1-methyl-4-[4-(4-vinylcyclohexyl)cyclohexyl]benzene
• InChI: InChI=1S/C21H30/c1-3-17-6-10-19(11-7-17)21-14-12-20(13-15-21)18-8-4-16(2)5-9-18/h3-5,8-9,17,19-21H,1,6-7,10-15H2,2H3
• InChI Key: BCUMFFLWJNKNOU-UHFFFAOYSA-N
• Exact Mass: 282.234750957
• Molecular Formula: C21H30
• Molecular Weight: 282.5
• SMILES: CC1=CC=C(C=C1)C2CCC(CC2)C3CCC(CC3)C=C
• Monoisotopic Mass: 282.234750957
• Synonyms: DTXSID80608922, (trans(trans))-4′-vinyl-4-(4-methylphenyl)bicyclohexyl, DTXCID501768355, 439-730-3, 155041-85-3, (trans,trans)-4-(p-Tolyl)-4′-vinyl-1,1′-bi(cyclohexane), trans,trans-4-(4-Methylphenyl)-4′-vinylbicyclohexyl, 1-[4-(4-ethenylcyclohexyl)cyclohexyl]-4-methylbenzene, benzene, 1-[(trans,trans)-4′-ethenyl[1,1′-bicyclohexyl]-4-yl]-4-methyl-, MFCD12911573, 1-Methyl-4-(4-trans-vinyl-[1,1′-bicyclohexyl]-4′-trans-yl)-benzol, 1-[(trans,trans)-4′-ethenyl[1,1′-bicyclohexyl]-4-yl]-4-methylbenzene, trans,trans-4-Vinyl-4′-(4-methyl-phenyl)-bicyclohexyl, trans,trans-4-(p-Tolyl)-4′-vinylbicyclohexyl, trans,trans-4-p-Tolyl-4′-vinyl-bicyclohexyl, MePVbcH, BCUMFFLWJNKNOU-UHFFFAOYSA-N, SCHEMBL2272206, SCHEMBL2272212, SCHEMBL2272215, BCUMFFLWJNKNOU-YSXIEMCBSA-N, AKOS015889435, AKOS022172790, AKOS024462488, CS-W010039, SB66556, DS-15517, LS-14913, SY053389, M2638, NS00077630, 4-(4-Methylphenyl)-4′-vinyl-1,1′-bi(cyclohexyl), (1r,1’r,4R,4’R)-4-p-Tolyl-4′-vinylbi(cyclohexane), trans-1-ethenyl-4-(trans-4-(4-methylphenyl)cyclohexyl)-cyclohexane, (trans,trans)-4-(p-Tolyl)-4 inverted exclamation mark -vinyl-1,1 inverted exclamation mark -bi(cyclohexane)

Application

This compound serves as a key intermediate in the synthesis of liquid crystal materials for optoelectronic displays due to its rigid biphenyl-like structure and controllable alignment properties. Researchers utilize it as a mesogenic building block in advanced polymer networks for tunable refractive index materials. The vinyl group enables facile functionalization via thiol-ene click chemistry for custom dendritic architectures in nanotechnology applications.

Safety and Hazards

GHS Hazard Statements

• H373 (100%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

Precautionary Statements

• P260, P319, and P501

Hazard Classes and Categories

• STOT RE 2 (100%)

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