127047-14-7

Basic information

• Product Name: 5-hydroxy-1-phenyl-hexene-⁽¹⁾
• Synonyms: 5-hydroxy-1-phenyl-hexene-⁽¹⁾
• CAS NO: 127047-14-7
• Molecular Weight: 176.258
• Mol File: 127047-14-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 5-hydroxy-1-phenyl-hexene-⁽¹⁾(CAS DataBase Reference)
• NIST Chemistry Reference: 5-hydroxy-1-phenyl-hexene-⁽¹⁾(127047-14-7)
• EPA Substance Registry System: 5-hydroxy-1-phenyl-hexene-⁽¹⁾(127047-14-7)

Safety Data

• Hazardous Substances Data: 127047-14-7(Hazardous Substances Data)

Upstream product

• 4173-44-8 (E,E)-6-phenyl-3,5-hexadien-2-one 
• 4173-44-8 1-phenyl-1,3-hexadien-5-one 
• 591-50-4 iodobenzene 
• 17397-24-9 hex-5-en-2-ol 
• 80816-23-5 (E)-3-phenyl-3-vinyloxyprop-1-ene 
• 75-24-1 trimethylaluminum 
• 33599-88-1 (E)-6-phenylhex-5-en-2-one 
• 24595-57-1 6-phenyl-5-hexyn-2-ol 
• 19041-15-7 (S)-γ-valerolactone 
• 14872-53-8 S-γ-methyl-(R/S)-α-carbethoxy-γ-butyrolactone 
• 18545-25-0 S-(-)-γ-methyl-(R/S)-γ-butyrolactol 
• 1449-46-3 benzyltriphenylphosphonium bromide 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 119793-72-5 (E)-2-(3-phenyl-allyl) malonic acid dimethyl ester 

Downstream Products

• 126110-35-8 R-trans-5-chloro-1-phenyl-1-hexene 
• 33599-88-1 (E)-6-phenylhex-5-en-2-one 
• 1379822-78-2 (-)-(1S,3R,6R,7R,9R)-3-methyl-9-methyl-7-phenyl-2,8-dioxabicyclo[4.4.0]decane 
• 1379822-79-3 (+)-(1R,3S,6S,7S,9R)-3-methyl-9-methyl-7-phenyl-2,8-dioxabicyclo[4.4.0]decane 
• 1429416-36-3 methyl (2E,8E)-5-methyl-9-phenyl-4-oxanona-2,8-dienoate 
• 1356185-69-7 (+/-)-(E)-6-phenylhex-5-en-2-yl sulfamate 
• 126187-54-0 (1S,2S)-2-methyl-(trans-2-phenylethenyl)cyclopropane 
• 126187-55-1 (1R,2S)-2-methyl-(trans-2-phenylethenyl)cyclopropane 

Relevant articles and documents

Catalytic olefin hydroamination with aminium radical cations: A photoredox method for direct C-N bond formation

While olefin amination with aminium radical cations is a classical method for C-N bond formation, catalytic variants that utilize simple 2° amine precursors remain largely undeveloped. Herein we report a new visible-light photoredox protocol for the intramolecular anti-Markovnikov hydroamination of aryl olefins that proceeds through catalytically generated aminium radical intermediates. Mechanistic studies are consistent with a process involving amine oxidation via electron transfer, turnover-limiting C-N bond formation, and a second electron transfer step to reduce a carbon-centered radical, rendering the overall process redox-neutral. A range of structurally diverse N-aryl heterocycles can be prepared in good to excellent yields under conditions significantly milder than those required by conventional aminium-based protocols.

A facile synthesis of aryldihydropyrans using a Sonogashira-selenoetherification strategy

A high yielding and convenient synthesis of 2-aryl-2,5-dihydro-2H-pyrans is reported. Sonogashira coupling of 4-pentyn-1-ol and 5-hexyn-2-ol with a range of phenyl and naphthyl bromides affords the appropriate aryl acetylenic alcohols which then undergo r

Photoreactions of Phenyl-Substituted N-(Pent-4-enyl-1-oxy)pyridine-1(1H)-thiones

A series of hitherto unknown N-(pent-4-enyl-1-oxy)pyridine-2(1H)-thiones (6) were prepared from substituted pent-4-enyl tosylates or benzylic chlorides.On irradiation with incandescent light heterocycles 6 liberated alkoxy radicals 2, which were studied for rearrangement reactions.Surprisingly, all transformations involving the 1-phenylpent-4-enyl-1-oxy radical (2a), for example, to give the substituted thioether 8, 2-bromomethyl-5-phenyltetrahydrofuran (11), or the tetrahydrofuran 14a, were not stereoselective.On the other hand 2-, 3-mono-, and 1,5-disubstituted pent-4-enyl-1-oxy radicals 2d-e and 2g cyclized in good yields and with good to excellent stereoselectivities to give the corresponding 2,4-cis- and 2,3-trans-phenyltetrahydrofurfuryl radicals 3d-e, and the trans-2-benzyl-5-methyl substituted intermediate 3g.The major reaction mode of the 4-phenylpent-4-enyl-1-oxy radical (2f) was the 6-endo cyclization, which afforded 3-phenyltetrahydropyran (13f) as the major product (endo:exo=93:7) after trapping with hydrogen donors.According to the experimental data of the present study, the unusual reactivity of the 1-phenylpent-4-enyl-1-oxy radical (2a) in 5-exo-trig ring closures could be caused by a coplanar arrangement of the benzyloxy moiety in the transition state of the cyclization.This interaction would lock the radical center in 2a in a preferred conformation, which would result in similar steric effects for both cis- and trans-cyclizations. - Keywords: alkoxy radicals; cyclizations; pyridinethiones; radicals; tetrahydrofurans