693-62-9

Basic information

• Product Name: (E)-undec-4-ene
• Synonyms: (E)-undec-4-ene;(E)-4-Undecene;4-Undecene, (E)-
• CAS NO: 693-62-9
• Molecular Formula: C₁₁H₂₂
• Molecular Weight: 154.3
• Mol File: 693-62-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: -63.7°C
• Boiling Point: 187.71°C (estimate)
• Flash Point: 59.8°C
• Appearance: /
• Density: 0.7508
• Vapor Pressure: 0.725mmHg at 25°C
• Refractive Index: 1.4285
• CAS DataBase Reference: (E)-undec-4-ene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-undec-4-ene(693-62-9)
• EPA Substance Registry System: (E)-undec-4-ene(693-62-9)

Safety Data

• Hazardous Substances Data: 693-62-9(Hazardous Substances Data)

Usage

General Description

(E)-undec-4-ene, also known as 4-Undecene, is a straight chain aliphatic hydrocarbon with the molecular formula C11H22. It is classified as an alkene, containing a double bond between carbon atoms 4 and 5. This colorless liquid is commonly used as a starting material in the synthesis of various chemicals and materials, including perfumes, plastics, and surfactants. It also serves as a precursor in the production of detergents, lubricants, and corrosion inhibitors. (E)-undec-4-ene is known for its high reactivity due to the presence of the double bond, making it a versatile compound in the chemical industry.

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

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

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 articles and documents

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.

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.