67857-89-0

Basic information

• Product Name: (1E)-penta-1,4-dien-1-ylcyclohexane
• CAS NO: 67857-89-0
• Molecular Formula: C₁₁H₁₈
• Molecular Weight: 150.2606
• Mol File: 67857-89-0.mol

Chemical Properties

• Boiling Point: 199°C at 760 mmHg
• Flash Point: 60.4°C
• Density: 0.881g/cm³
• Vapor Pressure: 0.492mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: (1E)-penta-1,4-dien-1-ylcyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: (1E)-penta-1,4-dien-1-ylcyclohexane(67857-89-0)
• EPA Substance Registry System: (1E)-penta-1,4-dien-1-ylcyclohexane(67857-89-0)

Safety Data

• Hazardous Substances Data: 67857-89-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(1E)-penta-1,4-dien-1-ylcyclohexane is used as a building block for the production of various other chemicals. Its structure and reactivity make it a valuable intermediate in the production of pharmaceuticals, agrochemicals, and other fine chemicals.
Used in Polymer Chemistry and Materials Science:
(1E)-penta-1,4-dien-1-ylcyclohexane has potential applications in the field of polymer chemistry and materials science, making it a versatile compound with important industrial and scientific uses.

Upstream product

• 931-48-6 2-cyclohexylacetylene 
• 106-95-6 allyl bromide 
• 3066-75-9 allyl diethyl phosphate 
• 195524-17-5 ((Z)-1,2-Bis-ethylselanyl-vinyl)-cyclohexane 
• 36525-01-6 C₈H₁₃ClHg 
• 107-05-1 3-chloroprop-1-ene 

Relevant articles and documents

Catalytic Anti-Markovnikov Hydroallylation of Terminal and Functionalized Internal Alkynes: Synthesis of Skipped Dienes and Trisubstituted Alkenes

We have developed catalytic anti-Markovnikov hydroallylation of terminal and functionalized internal alkynes. In this article, we describe the development of the reaction, exploration of the substrate scope, and a study of the reaction mechanism. Synthesis of skipped dienes through the hydroallylation of terminal alkyl and aryl alkynes with simple allyl phosphates and 2-substituted allyl phosphates is described. The hydroallylation of functionalized internal alkynes leads to the formation of skipped dienes containing trisubstituted alkenes. We demonstrate that the hydroallylation of internal alkynes can be used in the regio- and diastereoselective synthesis of complex trisubstituted alkenes. A mechanism of the hydroallylation reaction is proposed, and experimental evidence is provided for the key steps of the catalytic cycle. Stoichiometric experiments demonstrate an unexpected role of lithium alkoxide in the carbon-carbon bond-forming step of the reaction. A study of the hydrocupration of internal alkynes provides new insight into the structure, stability, and reactivity of alkenyl copper intermediates, as well as insight into the source of the regioselectivity in reactions of internal alkynes.

The Hydroboration-Iodination of Dialkylselenoacetylenes to Vinylic Diselenides

The hydroboration of dialkylselenoacetylenes 1, generated from alkylseleno bromides and sodium acetylide in liquid ammonia, with dicycloalkylboranes followed by iodination under basic condition produced (Z)/(E)-vinylic diselenides (2/3). The reaction proceeds with a transfer of one cycloalkyl group and smoothly to give major 2 and minor 3 in almost quantitative ratio (2:3=93:7 to 97:3). The hydroboration-iodination process provides a general method for synthesis of (Z)-vinylic diselenides containing cyclic systems.