693-62-9

Usage

Uses

Used in Chemical Synthesis:
(E)-undec-4-ene is used as a starting material for the synthesis of various chemicals and materials, including perfumes, plastics, and surfactants. Its high reactivity due to the presence of the double bond allows for a wide range of chemical reactions and the creation of diverse products.
Used in Detergent Production:
(E)-undec-4-ene is used as a precursor in the production of detergents. Its chemical properties make it suitable for use in formulating cleaning agents that can effectively remove dirt and stains.
Used in Lubricant Formulation:
(E)-undec-4-ene is used as a component in the formulation of lubricants. Its ability to reduce friction and wear in mechanical systems contributes to the performance and longevity of lubricants.
Used in Corrosion Inhibition:
(E)-undec-4-ene is used as a precursor in the production of corrosion inhibitors. Its chemical structure allows it to form protective layers on metal surfaces, preventing corrosion and extending the life of materials in various industries.
Used in the Perfume Industry:
(E)-undec-4-ene is used as a component in the creation of perfumes. Its unique chemical properties contribute to the development of distinct and complex fragrances.
Used in the Plastics Industry:
(E)-undec-4-ene is used as a building block in the production of various types of plastics. Its versatility in chemical reactions enables the creation of plastics with specific properties tailored to different applications.

InChI:InChI=1/C11H22/c1-3-5-7-9-11-10-8-6-4-2/h7,9H,3-6,8,10-11H2,1-2H3/b9-7+

Upstream product

• 111-71-7 heptanal 
• 998-40-3 tributylphosphine 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 60212-31-9 Undec-4-in 
• 1779-51-7 n-butyl(triphenyl)phosphonium bromide 
• 629-05-0 n-octyne 
• 102-67-0 tri-n-propylaluminum 
• 111-25-1 1-bromo-hexane 
• 42599-17-7 (E)-1-iodo-1-octene 
• 927-77-5 n-propylmagnesium bromide 
• 111-66-0 oct-1-ene 

Downstream Products

• 155293-78-0 (E)-N-(6,6-dimethyl-2-hepten-4-ynyl)-N-methyl-3-[3-(3-pyrrolyl)benzyloxy]benzylamine 
• 821-98-7 cis-Undecen-(4) 

Relevant academic research and scientific papers

Tergal Gland Secretion of the Rove Beetle Aleochara pseudochrysorrhoa (Staphylinidae: Aleocharinae): Chemical Composition and Biological Roles

Aleochara pseudochrysorrhoa has a glandular complex known as the tergal gland. Generally, the tergal gland secretion (TGS) has been described to have defensive function, but some reports point to a possible secondary function of this complex. For example, the TGS of the related species A. curtula has been demonstrated to possess an important role in intraspecies communication. In this work, we describe the chemical composition of the TGS of A. pseudochrysorrhoa males and females. Eleven compounds were identified based on GC/MS and GC-FT-IR analyses, retention indexes and derivatization products. Furthermore, a brief study regarding the biological function of the TGS in mating behavior is provided, in which the stimulation of male grasping response reaction by female TGS proved to be dependent on concentration.

Extension of surface organometallic chemistry to metal?organic frameworks: Development of a well-defined single site [(≡Zr? O?)W(=O)(CH2TBu)3] olefin metathesis catalyst

We report here the first step by step anchoring of a W(≡CtBu)(CH2tBu)3 complex on a highly crystalline and mesoporous MOF, namely Zr-NU-1000, using a Surface Organometallic Chemistry (SOMC) concept and methodology. SOMC allowed us to selectively graft the complex on the Zr6 clusters and characterize the obtained single site material using state of the art experimental methods including extensive solid-state NMR techniques and HAADF-STEM imaging. Further FT?IR spectroscopy revealed the presence of a W=O moiety arising from the in situ reaction of the W≡CtBu functionality with the coordinated water coming from the 8-connected hexanuclear Zr6 clusters. All the steps leading to the final grafted molecular complex have been identified by DFT. The obtained material was tested for gas phase and liquid phase olefin metathesis and exhibited higher catalytic activity than the corresponding catalysts synthesized by different grafting methods. This contribution establishes the importance of applying SOMC to MOF chemistry to get well-defined single site catalyst on MOF inorganic secondary building units, in particular the in situ synthesis of W=O alkyl complexes from their W carbyne analogues.

Manganese-catalyzed cross-coupling reaction between aryl grignard reagents and alkenyl halides

(Chemical Equation Presented) Aryl Grignard reagents react stereospecifically with alkenyl halides in the presence of manganese chloride (10%) to afford good yields of cross-coupling products.

PHASE-TRANSFER VERSION OF THE WITTIG REACTION AND ITS STEREOCHEMISTRY IN THE ALIPHATIC SERIES

Alkyltriphenylphosphonium salts react with saturated α,β-ethylenic, α,β-acetylenic, and cyclic aliphatic aldehydes when heated with solid potassium carbonate to form the corresponding alkenes with preparative yields.The reaction is cis-stereoselective with saturated aldehydes and cis-stereospecific with unsaturated aldehydes.

A NOVEL ZIRCONIUM-CATALYZED HYDROALUMINATION OF OLEFINS

Sterically hindered trialkylalanes, such as triisobutylalane, react with olefins at or below room temperature under the influence of a catalytic amount of Cl2ZrCp2 to effect hydroalumination of the olefins.The reaction can tolerate certain hetero-functional groups, such as OH, SPh and Br, which tend to interfere with previously reported hydroalumination procedures.