1669-55-2

Usage

Physical Properties

Colorless liquid, sweet floral odor

Common Uses

Production of fragrances and flavorings, intermediate in pharmaceutical synthesis

Safety Precautions

May cause skin and eye irritation, store in well-ventilated area away from sources of ignition

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 121758-59-6 (Z,Z)-bis(p-metylstyryl) telluride 
• 100-52-7 benzaldehyde 
• 122-00-9 para-methylacetophenone 
• 98-86-2 acetophenone 

Downstream Products

• 62056-11-5 1‐phenyl‐3‐(p‐tolyl)propan‐1‐ol 
• 4224-87-7 4-methyl-chalcone 
• 43008-81-7 1-methyl-4-(3-phenylpropyl)benzene 
• 134539-87-0 1-methyl-4-(3-phenyl-1-propen-1-yl)benzene 
• 134539-86-9 1-methyl-4-(3-phenyl-2-propen-1-yl)benzene 
• 1297593-97-5 (E)-1,5-diphenyl-3-(4-methylphenyl)-4-yn-1-ene 
• 1297593-96-4 (E)-1,3-diphenyl-5-(4-methylphenyl)-4-yn-1-ene 
• 62056-37-5 1-methyl-4-[(1E)-3-phenylprop-1-en-1-yl]benzene 
• 62056-38-6 (E)-1-phenyl-3-p-tolylpropene 

Relevant academic research and scientific papers

Palladium-Catalyzed Synthesis of α-Methyl Ketones from Allylic Alcohols and Methanol

One-pot synthesis of α-methyl ketones starting from 1,3-diaryl propenols or 1-aryl propenols and methanol as a C1 source is demonstrated. This one-pot isomerization-methylation is catalyzed by commercially available Pd(OAc)2 with H2O as the only by-product. Mechanistic studies and deuterium labelling experiments indicate the involvement of isomerization of allyl alcohol followed by methylation through a hydrogen-borrowing pathway in these isomerization-methylation reactions.

One-pot two-step reaction of selenosulfonate with isocyanides and allyl alcohol under aqueous conditions: Atom-economic synthesis of selenocarbamates and allyl sulfones

In many reactions involving selenosulfonate or thiosulfonate, the sulfone group often leaves in form of benzenesulfinic acid or sodium benzenesulfinate. A one-pot two-step reaction of selenosulfonate with isocyanides and allyl alcohol under aqueous conditions to afford selenocarbamates and allyl sulfone compounds is reported. The sulfinic acid as the first-step side product is converted to the allyl sulfone compound by water promoted reaction with allyl alcohol. Water acts as both an oxygen source of selenocarbamates and as a promoter to drive the second step reaction. The reactions have the advantages of mild conditions, green, environment-friendly, and high atomic economy.

Bi(OTf)3 catalyzed disproportionation reaction of cinnamyl alcohols

Bi(OTf)3 catalyzed disproportionation reaction of cinnamyl alcohols provides chalcones and benzyl styrenes. The use of various metal triflates is investigated herein for facile and efficient redox transformation. A plausible mechanism has been proposed.

Lithium amidoborane, a highly chemoselective reagent for the reduction of α,β-unsaturated ketones to allylic alcohols

Lithium amidoborane (LiNH2BH3, LiAB for short), is capable of chemoselectively reducing α,β-unsaturated ketones to the corresponding allylic alcohols at ambient temperature. A mechanistic study shows that the reduction is via a double hydrogen transfer process. The protic H(N) and hydridic H(B) in amidoborane add to the O and C sites of the carbonyl group, respectively.

VINYLLITHIUMS FROM BUTYL VINYL TELLURIDES AND BIS-VINYL TELLURIDES

Butyl vinyl tellurides and bis-vinyl tellurides furnish vinyllithiums with retention of configuration in good yields upon treatment with n-butyllithium at -78 deg C.