7766-50-9

Usage

Uses

Used in Advanced Polymer Dielectrics:
11-Bromo-1-undecene is used as a component in the production of advanced polymer dielectrics for its ability to enhance the material's properties, such as improving dielectric strength and reducing energy loss. This makes it a valuable addition to the development of high-performance polymers for various applications, including electrical and electronic devices.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 34, p. 1024, 1991 DOI: 10.1021/jm00107a022Synthesis, p. 511, 1987 DOI: 10.1055/s-1987-27988

InChI:InChI=1/C11H21Br/c1-2-3-4-5-6-7-8-9-10-11-12/h2H,1,3-11H2

Upstream product

• 112-46-9 9-undecenol 
• 112-43-6 10-Undecen-1-ol 
• 91523-75-0 (+/-)-undec-10-en-2-ol 
• 51148-67-5 10-undecen-1-yl p-toluenesulfonate 
• 10035-10-6 hydrogen bromide 
• 109-64-8 1,3-dibromo-propane 
• 112-38-9 10-undecenoic acid 
• 16696-65-4 1,11-dibromoundecane 
• 4549-32-0 1,8-dibromooctane 
• 106-95-6 allyl bromide 
• 52355-50-7 undec-10-en-1-yl methanesulfonate 
• 1675-20-3 Trifluoressigsaeure-undecen-10-ylester 

Downstream Products

• 1001846-17-8 2-ethyl-2-(undec-10-enyl)tridec-12-enenitrile 
• 5048-44-2 11-dodecenenittrile 
• 74036-98-9 1,10-dibromoundecane 
• 463-30-9 11-fluoro-1-undecene 
• 7766-49-6 1-iodo-10-undecene 
• 85920-81-6 10-bromodecanal 
• 50530-12-6 10-bromodecanoic acid 
• 53057-53-7 1,21-docosadiene 
• 59100-35-5 4-undec-10-enyloxybenzoic acid methyl ester 
• 118625-56-2 ω-hexadecenyl bromide 
• 82654-10-2 1-Nitro-4-undec-10-enyloxy-benzene 
• 76691-39-9 10-Undecenyl-p-methylphenoxy ether 
• 101562-44-1 10-undecenyl-2'-isopropylphenyl ether 
• 101562-45-2 10-undecenyl-4'-isopropylphenyl ether 

Relevant academic research and scientific papers

Stereoselective Adsorption on a Gold-Thiol Monolayer with an Enantiopure Surface

Self-assembled films of (+)-11-toluene-p-sulfinylundecanethiol on gold have been shown to adsorb the enantiomeric ethyl lactates from the gas phase; adsorption is totally unselective when the system is not in equilibrium during short exposures at 20 deg C but becomes totally selective after extended exposure at 40 deg C.

ALKYL SULFATE ESTER OR SALT OF SAME

An alkyl sulfate ester containing a carbonyl group or a salt thereof. The compound is represented by the following formula: R1—C(═O)—(CR22)n—(OR3)p(CR42)q-L-OSO3X wherein R1, R2, R3, R4, L, X, n, p and q are as defined herein. Also disclosed is a production method for making the alkyl sulfate ester.

Synthesis and characterization of some atypical sphingoid bases

Sphingolipids are ubiquitous and abundant components of all eukaryotic and some prokaryotic organisms. Sphingolipids show a large structural variety not only between the different species, but also within an individual cell. This variety is not limited to alterations in the polar headgroups of e.g. glycosphingolipids, but also affects the lipophilic anchors comprised of different fatty acids on the one hand and different sphingoid bases on the other hand. The structural variations within different sphingoid bases e.g. in pathogens can be used to identify novel biomarkers and drug targets and the specific change in the profile of common and uncommon sphingolipids are associated with pathological conditions like diabetes or cancer. Therefore, the emerging field of sphingolipidomics is dedicated to collect data on the sphingolipidome of a cell and hence to assign changes therein to certain states of a cell or to pathological conditions. This powerful tool however is still limited by the availability of structural information about the individual lipid species as well as by the availability of appropriate internal standards for quantification. Herein we describe the synthesis of a variety of 1-deoxy-sphingoid bases. 1-DeoxySphingolipids have recently acquired significant attention due to its pathological role in the rare inherited neuropathy, HSAN1 but also as predictive biomarkers in diabetes type II. Some of the compounds synthesized and characterized herein, have been used and will be used to elucidate the correct structure of these disease-related lipids and their metabolites.

Total Synthesis and Structural Elucidation of Two Unusual Non-Methylene-Interrupted Fatty Acids in Ovaries of the Limpet Cellana toreuma

In our previous study, unusual odd-numbered dienoic acids with a terminal olefin were found as minor components in ovaries of the Japanese limpet Cellana toreuma, and the synthetic interests have been focused onto their structural confirmation and the inspection into their potential biological activity. Here, we describe an efficient and stereoselective total synthesis of two new unusual dienoic acids, 19:2?7,18 and 21:2?7,20, through a common pathway involving the strategic combination of alkyne-zipper reaction and Lindlar hydrogenation for the construction of their unique carbon chains. In our synthetic study, 2-propyn-1-ol was at first subjected to alkylation and alkyne-zipper reaction to form the two fragments, and the subsequent carbon chain elongation was achieved by the usual coupling reaction to obtain the C-19 and C-21 products bearing an internal acetylenic group. Then, the internal acetylenic group of these products was subjected to Lindlar hydrogenation to form a Z-alkenyl moiety, and the subsequent deprotection of the products was carried out under an acidic condition without isomerization of the internal Z-alkenyl group. Total synthesis of target fatty acids, 19:2?7,18 and 21:2?7,20, was finally accomplished by two-step oxidation of the resulting alcohols into carboxylic acids in a highly chemoselective manner, and the structures of these unusual natural fatty acids were finally elucidated by identifying the GC–MS spectra of the methyl esters of authentic and synthetic fatty acids.

A magnetic nanoparticle-supported N-heterocyclic carbene-palladacycle: An efficient and recyclable solid molecular catalyst for Suzuki-Miyaura cross-coupling of 9-chloroacridine

A robust magnetic nanoparticle-supported N-heterocyclic carbene-palladacycle has been readily synthesized by directly anchoring the structural defined acenaphthoimidazolylidene palladacycle with a long tail on magnetic nanoparticles (MNPs), and functioned as a solid molecular catalyst and exhibited extremely high catalytic activity towards the challenging Suzuki-Miyaura cross-coupling reactions between less-studied heterocyclic 9-chloroacridine and diverse boronic acids. Remarkably, the catalyst could be used 5 times without obvious loss of activity highlighting the efficiency of our strategy of immobilization of previledged catalysts.

Microorganism detection and analysis using carbohydrate and lectin recognition

Methods of binding and detecting a microorganism on a solid substrate. The microorganism is bound on a solid substrate covalently bound to a capture agent having a saccharide moiety. A lectin capable of binding to the microorganism and the saccharide moiety of the capture agent is added to the sample to bind the microorganism on the solid substrate. Further provided are biosensor devices, such as a quartz crystal microbalance (QCM) device or a surface plasmon resonance (SPR) device, that incorporate the solid substrate for the detection of microorganisms.

Synthesis and characterization of precisely-defined ethylene-co-aryl ether polymers via ADMET polymerization

A new family of polyolefins containing various aryl ether units have been designed and synthesized, and their thermal properties were studied. We prepared six acyclic diene monomers di(undec-10-enyloxy)aryl ether by a two-step approach and the corresponding homopolymers and copolymers with 1,9-decadiene by ADMET. Subsequent hydrogenation gave the corresponding ethylene-co-aryl ether polymers. The structures of these polymers were confirmed by 1H NMR, 13C NMR and FT-IR. Additionally, crystallization behaviors and thermal properties were investigated by differential scanning calorimetry (DSC), X-ray diffraction and thermal gravimetric analysis (TGA). The results show that incorporation of these aryl ether units has improved the thermal stability of polymers. And these polymers show a tendency of semicrystallinity to amorphous state with the insertion of more rigid phenyl rings in functional sites of polymers' main chain. Interestingly, DSC analysis reveals that a sequence of melting/crystallization phenomenon occurs in the crystalline saturated homopolymers.

ADMET Polymers Containing Precisely Spaced Pendant Boronic Acids and Esters

Precise aryl boronic ester- and acid-containing polymers have been synthesized via acyclic diene metathesis. High-molecular weight phenyl boronic acid polymers were synthesized. Cross-linked phenyl boronic acid polymers were also synthesized and demonstrate a unique crystallization behavior not usually seen in cross-linked polymers. (Graph Presented).

3-METHYL-6-CYCLOHEXADECEN-1-ONE AND ITS USE IN PERFUME COMPOSITIONS

The present invention is directed to a novel compound, 3-methyl-cyclohexadec-6-enone, and a method of improving, enhancing or modifying a fragrance formulation through the addition of an olfactory acceptable amount of 3-methyl-cyclohexadec-6-enone.

Decreasing the alkyl branch frequency in precision polyethylene: Effect of alkyl branch size on nanoscale morphology

Synthesis and morphological characterization are reported for a series of 13 precision branched polyethylene structures, the branch being placed on every 39th carbon and varying in size from methyl to pentadecyl group. A recently established synthetic scheme for preparation of the symmetrical α,ω-diene monomer was employed to increase the number of methylene carbons between the branch points from 20 to 38, yielding polymers with 5.26 mol % α-olefin incorporation. The morphology of these polymers was investigated using differential scanning calorimetry (DSC), wide-angle X-ray diffraction (WAXD), and transmission electron microscopy (TEM). Methyl branching significantly reduces the melting point and single crystal lamellae thickness of unbranched polyethylene. On the other hand, all further branches from ethyl to pentadecyl produce polymers that have similar melting points and single crystal lamellae thicknesses. A clear change in the morphology of both solution and melt-grown crystals of these polymers was observed from a situation where the methyl branch is incorporated in the polymer's unit cell to one where branches of greater mass are mostly expelled from the unit cell.