83060-53-1

Basic information

• Product Name: 1-Penten-4-yn-3-ol, 3-methyl-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (1Z)-
• CAS NO: 83060-53-1
• Molecular Formula: C15H22O
• Molecular Weight: 218.339
• Mol File: 83060-53-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-Penten-4-yn-3-ol, 3-methyl-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (1Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Penten-4-yn-3-ol, 3-methyl-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (1Z)-(83060-53-1)
• EPA Substance Registry System: 1-Penten-4-yn-3-ol, 3-methyl-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (1Z)-(83060-53-1)

Safety Data

• Hazardous Substances Data: 83060-53-1(Hazardous Substances Data)

Upstream product

• 35031-06-2 (Z)-β-ionone 
• 65032-27-1 ethynylmagnesium chloride 
• 17974-59-3 (7E)-9-ethynyl-β-ionol 

Downstream Products

• 83043-56-5 1,3,3-Trimethyl-2-((Z)-3-methyl-nona-1,3,4-trienyl)-cyclohexene 
• 83043-68-9 1,3,3-Trimethyl-2-((Z)-3,6,6-trimethyl-hepta-1,3,4-trienyl)-cyclohexene 
• 83043-61-2 (4aR,8aR)-5-Benzenesulfonylmethyl-1,1,4a,6-tetramethyl-1,2,3,4,4a,8a-hexahydro-naphthalene 
• 83043-62-3 (4aR,8aR)-8-Benzenesulfonylmethyl-4,4,7,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene 
• 83043-60-1 (4aR,8aR)-5-Benzenesulfinylmethyl-1,1,4a,6-tetramethyl-1,2,3,4,4a,8a-hexahydro-naphthalene 
• 83043-69-0 [(Z)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-1,2,4-trienyl]-benzene 
• 534600-65-2 (4aR,8aR)-8-benzenesulfonylmethyl-4,4,7,8a-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalene 
• 94369-98-9 14-phenyldrima-5,7,9⁽¹⁴⁾-triene 
• 83043-58-7 (7Z)-9-ethynyl-β-ionyl benzoate 
• 94370-11-3 C₂₁H₂₆⁽²⁾H₂S 
• 94370-11-3 C₂₁H₂₆⁽²⁾H₂S 
• 83043-57-6 (S)-5-[1-((S)-Benzenesulfinyl)-meth-(E)-ylidene]-1,1,4a,6-tetramethyl-1,2,3,4,4a,5-hexahydro-naphthalene 
• 83043-64-5 (S)-5-[1-((R)-Benzenesulfinyl)-meth-(E)-ylidene]-1,1,4a,6-tetramethyl-1,2,3,4,4a,5-hexahydro-naphthalene 
• 83043-59-8 (4aS,8aS)-1,1,4a,6-Tetramethyl-5-phenylsulfanylmethyl-1,2,3,4,4a,8a-hexahydro-naphthalene 

Relevant articles and documents

Photosensitized oxygenation of twisted 1,3-dienes: Abnormally higher reactivity of vinyl hydrogen rather than allyl hydrogen toward singlet oxygen

As one of the novel examples to investigate the characteristic reactivity of significantly twisted 1,3-dienes, the photosensitized oxygenation of two types of significantly twisted 1,3-dienes, cis-βionol derivative 2 and acyclic derivative 11, is investigated. Photosensitized oxygenation of 2a-f and 11a-e revealed that the vinyl hydrogen Ha was more reactive than the allyl hydrogen Hb. Thus, phenyl derivative 2e and tert- butyl-substituted compound 11d selectively produced allenes 3e and 13d in 67% and 75% yield resulting from the ene reaction of the vinyl hydrogen Ha rather than allyl alcohols 4e and 14d resulting from the allyl hydrogen abstraction in 24% and 8% yield, respectively. Furthermore, in the case of methyl- substituted compound 11b, the extent of the inherent reactivity of the vinyl hydrogen Ha was similar to that of the allyl hydrogen Hc. On the basis of X- ray analysis and MM and MO calculations, the discovered abnormally higher reactivity of the vinyl hydrogen would be rationalized by considering mainly the large σ*-π orbital interaction between the vinyl C-H bond and another double bond in significantly twisted 1,3-dienes resulting from calculations of HOMO electron densities.