53210-27-8

Usage

Uses

Used in Fragrance and Flavor Industries:
(3,7-dimethylocta-2,6-dien-1-yl)benzene is used as a key ingredient in the fragrance and flavor industries due to its distinctive sweet, spicy, and clove-like aroma. Its natural presence in essential oils from various plants makes it a popular choice for enhancing the scent and taste of various products.
Used in Pharmaceutical Synthesis:
(3,7-dimethylocta-2,6-dien-1-yl)benzene serves as a crucial component in the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a versatile building block for creating a range of medicinal compounds.
Used as a Precursor in Chemical Production:
In the chemical industry, (3,7-dimethylocta-2,6-dien-1-yl)benzene is utilized as a precursor in the production of other chemicals. Its ability to be transformed into different chemical entities makes it a valuable intermediate in various chemical processes.
Used in Medicinal Research:
(3,7-dimethylocta-2,6-dien-1-yl)benzene has been studied for its potential medicinal properties, including antimicrobial, anti-inflammatory, and antioxidant effects. Its diverse pharmacological activities are currently being explored for possible applications in the development of new drugs and treatments.

Upstream product

• 6138-90-5 geranyl bromide 
• 591-51-5 phenyllithium 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 106-24-1 Geraniol 
• 141-12-8 neryl acetate 
• 143-66-8 sodium tetraphenyl borate 
• 105-87-3 3,7-dimethyl-2E,6-octadien-1-yl acetate 
• 934-56-5 trimethyl(phenyl)stannane 
• 60699-29-8 (Z)-3,7-dimethylocta-2,6-dien-1-yl diethyl phosphate 
• 60699-32-3 (E)-3,7-dimethylocta-2,6-dien-1-yl diethyl phosphate 
• 72863-23-1 3,7-dimethyl-3-(p-tolylsulfonyl)-1,6-octadiene 
• 61573-91-9 (E)-3,7-dimethyl-2,6-octadien-1-ylcarbonic acid ethyl ester 
• 960-16-7 tributylphenylstannane 
• 74367-67-2 gernayl trifluoroacetate 

Relevant academic research and scientific papers

Catalytic asymmetric bromocyclization of polyenes

The first catalytic asymmetric bromonium ion-induced polyene cyclization has been achieved by using a chiral BINOL-derived thiophosphoramide catalyst and 1,3-dibromo-5,5-dimethylhydantoin as an electrophilic bromine source. Bromocyclization products are o

A palladium NNC-pincer complex: An efficient catalyst for allylic arylation at parts per billion levels

Allylic arylation of allylic acetates by sodium tetraarylborates in the presence of ppb to ppm (molar) loadings of a palladium NNC-pincer complex catalyst in methanol at 50°C gave the corresponding arylated products in excellent yields. Total turnover numbers of up to 500 000 000 and turnover frequencies of up to 11 250 000 h-1 were achieved.

Self-assembled poly(imidazole-palladium): Highly active, reusable catalyst at parts per million to parts per billion levels

Metalloenzymes are essential proteins with vital activity that promote high-efficiency enzymatic reactions. To ensure catalytic activity, stability, and reusability for safe, nontoxic, sustainable chemistry, and green organic synthesis, it is important to develop metalloenzyme-inspired polymer-supported metal catalysts. Here, we present a highly active, reusable, self-assembled catalyst of poly(imidazole-acrylamide) and palladium species inspired by metalloenzymes and apply our convolution methodology to the preparation of polymeric metal catalysts. Thus, a metalloenzyme-inspired polymeric imidazole Pd catalyst (MEPI-Pd) was readily prepared by the coordinative convolution of (NH4)2PdCl4 and poly[(N-vinylimidazole)-co-(N- isopropylacrylamide)5] in a methanol-water solution at 80 °C for 30 min. SEM observation revealed that MEPI-Pd has a globular-aggregated, self-assembled structure. TEM observation and XPS and EDX analyses indicated that PdCl2 and Pd(0) nanoparticles were uniformly dispersed in MEPI-Pd. MEPI-Pd was utilized for the allylic arylation/alkenylation/vinylation of allylic esters and carbonates with aryl/alkenylboronic acids, vinylboronic acid esters, and tetraaryl borates. Even 0.8-40 mol ppm Pd of MEPI-Pd efficiently promoted allylic arylation/alkenylation/vinylation in alcohol and/or water with a catalytic turnover number (TON) of 20 000-1 250 000. Furthermore, MEPI-Pd efficiently promoted the Suzuki-Miyaura reaction of a variety of inactivated aryl chlorides as well as aryl bromides and iodides in water with a TON of up to 3 570 000. MEPI-Pd was reused for the allylic arylation and Suzuki-Miyaura reaction of an aryl chloride without loss of catalytic activity.

Selective cross-coupling of organic halides with allylic acetates

A general protocol for the coupling of haloarenes with a variety of allylic acetates is presented. Strengths of the method are a tolerance for electrophilic (ketone, aldehyde) and acidic (sulfonamide, trifluoroacetamide) substrates and the ability to couple with a variety of substituted allylic acetates. Secondary alkyl bromides can also be allylated under slightly modified conditions, demonstrating the generality of the approach. Finally, the coupling of a reactive vinyl halide could be achieved by the use of a very hindered ligand and more reactive, branched allylic acetates.

Palladium-catalyzed cross-coupling reactions of organogold(i) phosphanes with allylic electrophiles

Aryl and alkenylgold(i) phosphanes react regioselectively with allylic electrophiles such as cinnamyl and geranyl halides (bromide, chloride and acetates) under palladium catalysis in THF at 80 °C to afford the α-substitution product with moderate to high yields. When the reaction is performed with a chiral enantiopure secondary acetate, the α-substituted cross-coupling product is obtained with complete inversion of the stereochemistry.

COMPOUNDS CAPABLE OF RELEASING FRAGRANT COMPOUNDS

Provided is class of compounds of formula (I) wherein X, R1, R2 and R3 have the same meaning as given in the specification capable of releasing fragrant compounds in a controlled manner into the surroundings.

A highly active and reusable self-assembled poly(imidazole/palladium) catalyst: Allylic arylation/alkenylation

Gobs of globules: A polymeric imidazole/acrylamide palladium catalyst, MPPI-Pd (M=PdIICl and Pd0), was utilized for the allylic arylation/alkenylation of allylic esters with aryl/alkenylboronic acids and tetraaryl borates. Low catalyst loadings efficiently promoted the reaction with a catalytic turnover number of 20000-1250000. The catalyst can be reused without loss of catalytic activity.

Cu(I)-catalyzed, α-selective, allylic alkylation reactions between phosphorothioate esters and organomagnesium reagents

Regiocontrol of allylic alkylation reactions involving hard nucleophiles remains a significant challenge and continues to be an active area of research. The lack of general methods in which α-alkylation is favored underscores the need for the development of new processes for achieving this type of selectivity. We report that Cu(I) catalyzes the allylic substitution of phosphorothioate esters with excellent α-regioselectivity, regardless of the nature of the Grignard reagent that is used. To the best of our knowledge, the Cu-catalyzed allylic alkylation of phosphorothioate esters has never been described. We have also developed a simple protocol for inducing high α selectivity starting from secondary allylic halides. This is accomplished by using sodium phosphorothioates as an additive.

Palladium-catalyzed cross-couplings of allylic phosphates

A range of palladium-catalyzed cross-coupling reactions can be performed using allylic phosphates as electrophiles. Both conventional heating and microwave irradiation can be used.