6111-82-6

Usage

Uses

Used in the Food and Beverage Industry:
[(E)-1-Hexenyl]benzene is used as a flavoring agent to impart a pleasant fragrance and taste to a wide array of products. Its aromatic properties make it a valuable addition to the industry, enhancing the sensory experience of consumers.
Used in the Perfume and Cosmetics Industry:
Due to its sweet, floral scent, [(E)-1-Hexenyl]benzene is utilized as a key component in the production of perfumes and other cosmetic products. It contributes to the creation of captivating and long-lasting fragrances that are appreciated by consumers.
Used in the Pharmaceutical Industry:
[(E)-1-Hexenyl]benzene serves as an intermediate in the synthesis of various compounds within the pharmaceutical sector. Its chemical properties make it a versatile building block for developing new medications and therapies.
Used in the Chemical Industry:
Similarly, in the chemical industry, [(E)-1-Hexenyl]benzene is employed as an intermediate for synthesizing a range of compounds. Its adaptability and functional groups allow for its use in creating diverse chemical products, further expanding its utility and relevance in the market.

Upstream product

• 109-72-8 n-butyllithium 
• 622-25-3 1-(2-chlorovinyl)benzene 
• 103-64-0 bromostyrene 
• 4471-05-0 1-phenylhexan-1-ol 
• 71-43-2 benzene 
• 35843-79-9 (6-chloro-1-hexyn-1-yl)benzene 
• 16664-48-5 6-bromo-1-phenyl-1-hexyne 
• 693-25-4 n-pentylmagnesium bromide 
• 100-52-7 benzaldehyde 
• 100-42-5 styrene 
• 109-65-9 1-bromo-butane 
• 693-03-8 n-butyl magnesium bromide 
• 588-73-8 (Z)-β-bromostyrene 
• 588-72-7 [(E)-2-bromoethenyl]benzene 

Downstream Products

• 1743-30-2 2-Hydrazino-1-phenyl-hexan 
• 18035-33-1 (6-Phenyl-hexyl)-trichlorsilan 
• 18035-34-2 (1-Phenyl-hexyl)-trichlorsilan 
• 4471-05-0 (R)-1-phenyl-1-hexanol 
• 4471-05-0 (S)-1-phenylhexanol 
• 198956-51-3 (3S)-2-Benzylheptane 
• 123-01-3 1-dodecylbenzene 
• 14371-10-9 (E)-3-phenylpropenal 
• 82297-62-9 (E)-1-phenylhex-1-en-3-one 
• 100-52-7 benzaldehyde 
• 65-85-0 benzoic acid 
• 1674-38-0 dodecanophenone 

Relevant academic research and scientific papers

Ir-Catalyzed Remote Functionalization by the Combination of Deconjugative Chain-Walking and C-H Activation Using a Transient Directing Group

An Ir-catalyzed reaction of N-benzylideneanilines with functionalized alkenes such as α,β-unsaturated esters gave ortho-substituted benzaldehyde derivatives with a functional group at the remote position after acidic treatment. The present transformation

Dinuclear cobalt complex-catalyzed stereodivergent semireduction of alkynes: Switchable selectivities controlled by H2O

Catalytic semireduction of internal alkynes to alkenes is very important for organic synthesis. Although great success has been achieved in this area, switchable Z/E stereoselectivity based on a single catalyst for the semireduction of internal alkynes is a longstanding challenge due to the multichemo- and stereoselectivity, especially based on less-expensive earth-abundant metals. Herein, we describe a switchable semireduction of alkynes to (Z)- or (E)-alkenes catalyzed by a dinuclear cobalt complex supported by a macrocyclic bis pyridyl diimine (PDI) ligand. It was found that cis-reduction of the alkyne occurs first and the Z-E alkene stereoisomerization process is formally controlled by the amount of H2O, since the concentration of H2O may influence the catalytic activity of the catalyst for isomerization. Therefore, this protocol provides a facile way to switch to either the (Z)- or (E)-olefin isomer in a single transformation by adjusting the amount of water.

METHODS OF BORYLATION AND USES THEREOF

The present invention relates, in general terms, to methods of borylation and uses thereof. In particular, the present invention provides a method of borylating an alkene compound by contacting the compound with a boron compound, a Fe pre-catalyst and a protic additive. The borylation occurs at a vicinal (β) position to an electron donating or electron withdrawing moiety of the compound.

Selective hydroboration of equilibrating allylic azides

The iridium(i)-catalyzed hydroboration of equilibrating allylic azides is reported to provide only the anti-Markovnikov product of alk-1-ene isomers in good yields and with good functional group tolerance.

Recyclable and reusable PdCl2(PPh3)2/PEG-400/H2O system for the hydrophenylation of alkynes with sodium tetraphenylborate

A stable and efficient PdCl2(PPh3)2/PEG-400/H2O catalytic system for the hydrophenylation reaction of alkynes has been developed. In the presence of 3 mol% PdCl2(PPh3)2 and 2 equiv. of HOAc, the hydrophenylation of both terminal and internal alkynes with sodium tetraphenylborate proceeded smoothly in a mixture of PEG-400 and water at room temperature or 50 °C to afford a variety of phenyl-substituted alkenes in moderate to high yields. The isolation of the products was easily performed by extraction with petroleum ether, and the PdCl2(PPh3)2/PEG-400/H2O system could be readily recycled and reused six times without apparent loss of catalytic activity.

Efficient in situ palladium nano catalysis for Z-selective semi transfer hydrogenation of internal alkynes using safer 1, 4-butanediol

Simple and efficient in situ generated palladium nanoparticles (PdNPs) in PEG-4OO catalyzed semi transfer hydrogenation of internal alkynes to Z-alkenes with excellent selectivity along with the formation of beneficial γ-butyrolactone as a byproduct using low quantity of safer and attractive 1, 4-butanediol as a hydrogen source was described.

Stereoselective Chromium-Catalyzed Semi-Hydrogenation of Alkynes

Chromium complexes have found very little applications as hydrogenation catalysts. Here, we report a Cr-catalyzed semi-hydrogenation of internal alkynes to the corresponding Z-alkenes with good stereocontrol (up to 99/1 for dialkyl alkynes). The catalyst comprises the commercial reagents chromium(III) acetylacetonate, Cr(acac)3, and diisobutylaluminium hydride, DIBAL?H, in THF. The semi-hydrogenation operates at mild conditions (1-5 bar H2, 30 °C).

ISOMERIZATION OF ALKENES

The present invention relates to an isomerization method for alkenes, comprising of reaction an alkene with a Ni(I)-compound. By this method, E-Alkenes are obtained in excellent yield.

Migratory Hydrogenation of Terminal Alkynes by Base/Cobalt Relay Catalysis

Migratory functionalization of alkenes has emerged as a powerful strategy to achieve functionalization at a distal position to the original reactive site on a hydrocarbon chain. However, an analogous protocol for alkyne substrates is yet to be developed. Herein, a base and cobalt relay catalytic process for the selective synthesis of (Z)-2-alkenes and conjugated E alkenes by migratory hydrogenation of terminal alkynes is disclosed. Mechanistic studies support a relay catalytic process involving a sequential base-catalyzed isomerization of terminal alkynes and cobalt-catalyzed hydrogenation of either 2-alkynes or conjugated diene intermediates. Notably, this practical non-noble metal catalytic system enables efficient control of the chemo-, regio-, and stereoselectivity of this transformation.

Cobalt-Catalyzed Migrational Isomerization of Styrenes

An efficient cobalt-catalyzed migrational isomerization of styrenes was developed using the thiazoline iminopyridine (TIP) ligand. This reaction is operationally simple and atom-economical using readily available starting materials to access trisubstituted alkenes. Even when using a 0.1 mol % catalyst loading, the reaction could be conducted in neat and completed in 1 h with excellent conversion and high E stereoselectivity.