6284-13-5

Usage

Uses

Used in Chemical Synthesis:
Morpholine, 4-(2-cyclopenten-1-yl)is used as an intermediate in the production of various pharmaceuticals and agrochemicals. Its unique chemical structure allows it to be a versatile building block in the synthesis of complex organic molecules, contributing to the development of new drugs and pesticides.
Used in Solvent Applications:
Morpholine, 4-(2-cyclopenten-1-yl)is utilized as a solvent in various industrial processes. Its ability to dissolve a wide range of substances makes it a valuable component in the formulation of paints, coatings, and other chemical products.
Used as a Corrosion Inhibitor:
Morpholine, 4-(2-cyclopenten-1-yl)is employed as a corrosion inhibitor in various applications, such as in the oil and gas industry. Its ability to form protective films on metal surfaces helps prevent corrosion and extends the lifespan of equipment and infrastructure.
Used as a Stabilizer:
Morpholine, 4-(2-cyclopenten-1-yl)is used as a stabilizer for various products, including plastics, rubber, and other materials. Its presence helps maintain the stability and performance of these materials under different conditions, ensuring their longevity and reliability.
Safety Precautions:
Morpholine, 4-(2-cyclopenten-1-yl)has potential hazards associated with its use, and it is essential to take proper safety precautions when handling this chemical. This includes wearing appropriate personal protective equipment, working in well-ventilated areas, and following established safety guidelines to minimize the risk of exposure and adverse effects.

InChI:InChI=1/C9H15NO/c1-2-4-9(3-1)10-5-7-11-8-6-10/h1,3,9H,2,4-8H2

Upstream product

• 110-91-8 morpholine 
• 20657-21-0 3-acetoxycyclopent-1-ene 
• 542-92-7 cyclopenta-1,3-diene 

Relevant academic research and scientific papers

Allylic amination via decarboxylative C-N bond formation

This manuscript details the development of a palladium-catalyzed allylic amination that proceeds via decarboxylation of allylic carbamates. Both saturated and aromatic heterocycles undergo decarboxylative rearrangement in good yields. The mechanism of allylation of heteroaromatic amines involves the formation of π-allyl palladium complexes followed by decarboxylation of the carbamate. Finally, the heteroaromatic anion equivalent is allylated to provide allylic amines. Georg Thieme Verlag Stuttgart.

New Method for the Classification of Nucleophiles in the Palladium-Catalyzed Substitution of Allylic Acetates

Palladium-catalyzed reactions of nucleophiles were carried out on cyclopent-2-enyl acetate (1), 3a,4,5,6,7,7a-hexahydro-(1α,3aα,4α,7α,7aα)-4,7-methano-1H-inden-1-yl acetate (3b), and 3a,4,5,6,7,7a-hexahydro-(1β,3aα,4α,7α,7aα)-4,7-methano-1H-inden-1-yl acetate (5b) to give indications on the mechanism of the reaction and the mode of attack of the nucleophiles.The lack of reactivity of 3b confirmed that a trans relationship between the approaching Pd(O) complex and the departing acetate is required in the η3-allyl-forming step.Examination of the reactivity of the nucleophiles with 5b compared to 1 allowed a decision as to whether the primary attack of the intermediate (η3-allyl)palladium complex by the nucleophile is directed to η3-allylic ligand (Nu1 nucleophiles: sodium dimethyl malonate, sodium cyclopentadienide, lithium thioxodiphenylphosphide, morpholide) or to the metal (Nu2 nucleophiles: phenylzinc chloride, sodium indenide, ammonium formate).

Nickel- and Palladium-Catalyzed Additions of Nucleophiles to Cyclic 1,3-Dienes

Carbon nucleophiles have been found to add smoothly to 1,3-cyclohexadiene using either a preformed nickel-ligand complex or Ni(0) prepared by in situ reduction of Ni(II) in the presence of a ligand to give 1,2- and 1,4-addition products.Analogous adducts were also obtained from 1,3-cyclopentadiene and 1,3-cyclooctadiene, but the yields were considerably lower.Attempts to add benzenesufinic acid to 1,3-cyclohexadiene using Ni(0) were unsuccessful; this reaction was instead found to be catalyzed by Pd(0)-phosphite complexes.

STEREOCHEMISTRY OF NUCLEOPHILIC ATTACK BY AMINE ON A CATIONIC Π-ALLYLNICKEL COMPLEX

Reaction of the ?-allylnickel complex 3 with morpholine gave a 1:1 mixture of the amines 4 and 5 indicating that the amine has attacked the ?-allyl moiety from the side trans to nickel.