68480-25-1

Usage

Uses

Used in Cosmetics Industry:
TRANS-2-TRIDECEN-1-OL 97 is used as a fragrance ingredient for its sweet and floral scent, enhancing the sensory experience of cosmetic products and providing a pleasant aroma to consumers.
Used in Fragrance Industry:
In the fragrance industry, TRANS-2-TRIDECEN-1-OL 97 is utilized as a key component in creating various scents, capitalizing on its strong and appealing odor to contribute to the overall composition of perfumes, colognes, and other scented products.
Used in Flavorings Industry:
TRANS-2-TRIDECEN-1-OL 97 is employed as a flavoring agent, leveraging its sweet and floral notes to add depth and complexity to food and beverage products, enhancing their taste profiles.
Used as an Intermediate in Chemical Synthesis:
Beyond its direct applications, TRANS-2-TRIDECEN-1-OL 97 also serves as an intermediate in the synthesis of other compounds, playing a crucial role in the production of various chemical products that require its specific properties.

Upstream product

• 16722-09-1 trimethylsilyloxirane 
• 91475-56-8 Phenyl undecyl sulfone 
• 51887-25-3 tridec-2-yn-1-ol 
• 68892-23-9 di-n-decyl dodecenyl aluminum 
• 1726-66-5 tri-decylaluminum 
• 74-86-2 acetylene 
• 874461-88-8 (Z)-2-(tridec-2-enyloxy)tetrahydro-2H-pyran 
• 671787-02-3 (E)-Tridec-2-enoic acid ethyl ester 
• 112-44-7 undecylaldehyde 
• 112-41-4 1-dodecene 
• 107-18-6 allyl alcohol 
• 821-11-4 1,4-butenediol 
• 693-67-4 bromoundecane 
• 6117-80-2 1,4-butenediol 

Downstream Products

• 1335101-36-4 (2S,3R,6S)-6-((1S,4S,5S)-1,4-bis(benzyloxy)-5-hydroxyhept-6-enyl)-2-decyl-3,6-dihydro-2H-pyran-3-ol 

Relevant academic research and scientific papers

STUDIES ON THE IDENTIFICATION AND SYNTHESES OF INSECT PHEROMONES XXI. STEREOSELECTIVE SYNTHESIS OF ALL THE POSSIBLE OPTICAL ISOMERS OF THE MOSQUITO OVIPOSITION ATTRACTANT PHEROMONE.

All the four optical isomers of the oviposition attractant pheromone of the mosquito Culex pipiens fatigans were synthetized via Sharpless asymmetric epoxidation.

Enantioselective synthesis of four isomers of 3-hydroxy-4- methyltetradecanoic acid, the constituent of antifungal cyclodepsipeptides W493 A and B

Four possible stereoisomers of 3-hydroxy-4-methyltetradecanoic acid were enantioselectively synthesized by using Sharpless epoxidation and a subsequent epoxide-ring opening reaction with trimethylaluminum as the key steps. The absolute configuration of the β-oxyacid component of antifungal cyclodepsipeptides W493 A and B was consequently determined as 3S,4R.

Bulky Cyclometalated Ruthenium Nitrates for Challenging Z-Selective Metathesis: Efficient One-Step Access to α-Oxygenated Z-Olefins from Acrylates and Allyl Alcohols

α-Oxygenated Z-olefins are ubiquitous in biologically active molecules and serve as versatile handles for organic synthesis, but their syntheses are often tedious and less selective. Here we report the efficient Z-selective metathesis of various terminal

Synergistic Relay Reactions To Achieve Redox-Neutral α-Alkylations of Olefinic Alcohols with Ruthenium(II) Catalysis

Herein, we report a ruthenium-catalyzed redox-neutral α-alkylation of unsaturated alcohols based on a synergistic relay process involving olefin isomerization (chain walking) and umpolung hydrazone addition, which takes advantage of the interaction between the two rather inefficient individual reaction steps to enable an efficient overall process. This transformation shows the compatibility of hydrazone-type “carbanions” and active protons in a one-pot reaction, and at the same time achieves the first Grignard-type nucleophilic addition using olefinic alcohols as latent carbonyl groups, providing a higher yield of the corresponding secondary alcohol than the classical hydrazone addition to aldehydes does. A broad scope of unsaturated alcohols and hydrazones, including some complex structures, can be successfully employed in this reaction, which shows the versatility of this approach and its suitability as an alternative, efficient means for the generation of secondary and tertiary alcohols.

New strategy for production of primary alcohols from aliphatic olefins by tandem cross-metathesis/hydrogenation

Primary alcohols are widely used in industry as solvents and precursors of detergents. The classic methods for hydration of terminal alkenes always produce the Markovnikov products. Herein, we reported a reliable approach to produce primary alcohols from terminal alkenes combining with biomass-derived allyl alcohol by tandem cross-metathesis/hydrogenation. A series of primary alcohol with different chain lengths was successfully produced in high yields (ca. 90percent). Computational studies revealed that self-metathesis and hydrogenation of substrates are accessible but much slower than cross-metathesis. This new methodology represents a unique alternative to primary alcohols from terminal alkenes.

Copper-Catalyzed Perfluoroalkylation of Allyl Phosphates with Stable Perfluoroalkylzinc Reagents

A general and practical method for copper-catalyzed cross-coupling of allyl phosphates with stable perfluoroalkylzinc reagents has been developed. The reaction proceeds under mild reaction conditions with high efficiency, good functional group tolerance, and high regio- A nd stereoselectivities and provides general, straightforward, and useful access to allyl-perfluoroalkyl compounds. Preliminary mechanistic studies reveal that the allyl copper intermediate may be involved in the catalytic cycle.

In Situ Generation of Ru-Based Metathesis Catalyst. A Systematic Study

A systematic study for the in situ generation of Ru-based metathesis catalysts was described. Assembly of commercially available and inexpensive reagents [Ru(p-cymene)Cl2]2, SIPr·HCl, and n-BuLi led to the formation of 18 electron arene-ruthenium complexes that, in the presence of additives such as alkynes, cyclopropenes, and diazoesters, generated highly selective and efficient catalytic systems applicable to a variety of olefin metathesis transformations. Notably, we were able to achieve a productive TON of 4500 for the self-metathesis of methyl oleate, a reaction which could be easily upscaled to 2 kg.

Synthesis and Application of Stereoretentive Ruthenium Catalysts on the Basis of the M7 and the Ru-Benzylidene-Oxazinone Design

A series of new stereoretentive ruthenium catalysts bearing the dithiocatecholate ligand was synthesiszed on the basis of the M7 and Ru-benzylidene-oxazinone design. The activity of the catalysts was tested in ring-opening cross-metathesis reactions, ring

Stereoretentive Olefin Metathesis Made Easy: In Situ Generation of Highly Selective Ruthenium Catalysts from Commercial Starting Materials

The in situ preparation of highly stereoretentive ruthenium-based metathesis catalysts is reported. This approach completely avoids the isolation of intermediates and air-sensitive catalysts, thus allowing for the rapid access and evaluation of numerous dithiolate Ru catalysts. A procedure was established to perform cross-metathesis reactions without the use of a glovebox, and on a small scale even Schlenk techniques are not required. Consequently, the chemistry displayed in this report is available to every practicing organic chemist and presents a powerful approach for the identification of new stereoretentive catalysts.

Synthetic method for American white moth sex pheromone

The invention provides a synthetic method for an American white moth sex pheromone. 2-propargyl alcohol which is cheap and easy to obtain is used as a raw material, the American white moth sex pheromone a (9S,10R)-9,10-epoxy-(3Z,6Z)-3,6-heneicosadiene is synthesized in a high enantioselectivity and high yield, and enantiomer excess e.e. achieves 99% or more. According to the synthetic method for the American white moth sex pheromone, the production process is safer, the costs are low, the selectivity is higher, and the synthetic method is more energy-saving and environmentally friendly.