470665-13-5

Basic information

• Product Name: (+/-)-1-(4-benzyloxyphenyl)prop-2-en-1-ol
• Synonyms: (+/-)-1-(4-benzyloxyphenyl)prop-2-en-1-ol
• CAS NO: 470665-13-5
• Molecular Weight: 240.302
• Mol File: 470665-13-5.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: (+/-)-1-(4-benzyloxyphenyl)prop-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-1-(4-benzyloxyphenyl)prop-2-en-1-ol(470665-13-5)
• EPA Substance Registry System: (+/-)-1-(4-benzyloxyphenyl)prop-2-en-1-ol(470665-13-5)

Safety Data

• Hazardous Substances Data: 470665-13-5(Hazardous Substances Data)

Upstream product

• 4397-53-9 p-benzyloxybenzaldehyde 
• 3536-96-7 vinylmagnesium chloride 
• 100-39-0 benzyl bromide 
• 123-08-0 4-hydroxy-benzaldehyde 
• 100-44-7 benzyl chloride 
• 1826-67-1 vinyl magnesium bromide 
• 87030-16-8 (E)-(benzyloxy)-4-(3-chloroprop-1-enyl)benzene 
• 593-60-2 Vinyl bromide 

Downstream Products

• 1334335-31-7 C₁₉H₂₀O₂ 
• 66123-44-2 2-(4-hydroxyphenyl)tetrahydrofuran 
• 1334335-17-9 C₁₈H₂₇NO₂ 
• 1374313-52-6 1-(4-(benzyloxy)phenyl)allyl but-3-enoate 
• 1374313-61-7 (2Z,4E)-5-(4-(benzyloxy)phenyl)penta-2,4-dienoic acid 

Relevant articles and documents

KOtBu/DMSO Catalytic System for Isomerization of Allylic Alcohols to Ketones

The isomerization of allylic alcohols is an important reaction because it can afford carbonyl compounds in an atom-economical manner. Although base-catalyzed methods are more desirable than those using transition-metal catalysts from both the economic and environmental points of view, these methods have several drawbacks, such as narrow substrate scope and high catalyst loading. This paper reports the development of an efficient KOtBu/DMSO catalytic system suitable for the isomerization of a broad range of allylic alcohols with good yields, to which previously reported systems could not be applied. This catalytic system was successfully applied to a tandem allylic isomerization/electrophilic trapping reaction, thereby highlighting its synthetic utility.

Highly Enantioselective Iridium-Catalyzed Coupling Reaction of Vinyl Azides and Racemic Allylic Carbonates

The iridium-catalyzed enantioselective coupling reaction of vinyl azides and allylic electrophiles is presented and provides access to β-chiral carbonyl derivatives. Vinyl azides are used as acetamide enolate or acetonitrile carbanion surrogates, leading to γ,δ-unsaturated β-substituted amides as well as nitriles with excellent enantiomeric excess. These products are readily transformed into chiral N-containing building blocks and pharmaceuticals. A mechanism is proposed to rationalize the chemoselectivity of this coupling reaction.

One-Pot Conversion of Allylic Alcohols to α-Methyl Ketones via Iron-Catalyzed Isomerization-Methylation

A one-pot iron-catalyzed conversion of allylic alcohols to α-methyl ketones has been developed. This isomerization-methylation strategy utilized a (cyclopentadienone)iron(0) carbonyl complex as precatalyst and methanol as the C1 source. A diverse range of allylic alcohols undergoes isomerization-methylation to form α-methyl ketones in good isolated yields (up to 84% isolated yield).