70080-13-6

Usage

Physical State

Yellowish liquid

Odor

Strong, sweet, floral; reminiscent of gardenia and jasmine

Uses

1. Fragrance ingredient in perfumes, soaps, and air fresheners
2. Flavoring agent in the food industry
3. Intermediate in the synthesis of other compounds in pharmaceuticals

Safety Precautions

Can be irritant to skin, eyes, and respiratory system; should be handled with care

Upstream product

• 827-54-3 2-naphthylethylene 
• 114078-26-1 (E)-3-(β-styryl)furan 

Downstream Products

• 66-99-9 β-naphthaldehyde 
• 7498-57-9 2-naphthaleneacetonitrile 
• 56759-28-5 (E)-2-[2-(4-methylbenzene)sulfonylvinyl]naphthalene 
• 1428533-25-8 benzyl 2-(3,5-dichloro-6-(naphthalen-2-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetate 
• 1428533-62-3 2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-2-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide 
• 1428533-41-8 benzyl 2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-2-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetate 

Relevant academic research and scientific papers

Construction of polyaromatics via photocyclization of 2-(fur-3-yl) ethenylarenes, using a 3-furyl group as an isopropenyl equivalent synthon

The construction of different types of substituted arenes was demonstrated through the photocyclization of 2-(fur-3-yl)ethenylarenes using a 3-furyl group as an isopropenyl equivalent synthon in the photocyclization reaction. The furan portion of the photocyclization intermediate could be fragmented via a base-induced elimination reaction to yield a series of substituted polyaromatics, including naphthalene, benzofuran, benzothiophene, phenanthrene, phenalene, acenaphthene, and triphenylene. Using different reagents, this method made it possible to introduce methyl or 2-hydroxyethyl groups as substituents at specific positions in these arenes.

Novel anti-Markovnikov regioselectivity in the Wacker reaction of styrenes

The Wacker reaction is one of the longest known palladium-catalysed organic transformations, and in the vast majority of cases proceeds with Markovnikov regioselectivity. Palladium(II)-mediated oxidation of styrenes was examined and in the absence of reoxidants was found to proceed in an anti-Markovnikov sense, giving aldehydes. Studies on the mechanism of this unusual transformation were carried out, and indicate the possible involvement of a η4-palladium-styrene complex. With a heteropolyacid as the terminal oxidant, oxidation of styrene to give the anti-Markovnikov aldehyde as the major product was found to be catalytic.