20743-95-7

Usage

InChI:InChI=1/C11H16O2/c1-3-4-9-13-11-7-5-10(12-2)6-8-11/h5-8H,3-4,9H2,1-2H3

Upstream product

• 109-65-9 1-bromo-butane 
• 150-76-5 4-methoxy-phenol 
• 109-69-3 n-Butyl chloride 
• 56264-07-4 4-chloro-1-(4-methoxyphenyloxy)but-2-yne 
• 696-62-8 para-iodoanisole 
• 71-36-3 butan-1-ol 
• 623-12-1 4-chloromethoxybenzene 
• 374565-55-6 5-(4-methoxyphenoxy)pentanonitrile 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 84765-78-6 1-(buta-2,3-dien-1-yloxy)-4-methoxybenzene 

Downstream Products

• 16169-29-2 1-butoxy-4-methoxy-2-nitro-benzene 
• 16169-30-5 4-butoxy-1-methoxy-2-nitro-benzene 
• 122-94-1 4-n-butoxyphenol 

Relevant academic research and scientific papers

CHESTERSIENE, 4-(4-METHOXYPHENOXY)BUTA-1,2-DIENE: AN ALLENIC ETHER FROM THE FUNGUS HYPOXYLON CHESTERSII

Culture solutions of the fungus Hypoxylon chestersii contain a new allenic ether which has been identified as 4-(4-methoxyphenoxy)buta-1,2-diene.The synthesis of the metabolite is described.This is the first report of the natural occurrence of an aromatic allenic ether. - Key Word Index: Hypoxylon chestersii; fungal metabolite; allenic ether; chestersiene.

Highly-conducting Poly(2-n-butoxy-5-methoxy-1,4-phenylene vinylene)

Orientated free-standing films of poly(2-n-butoxy-5-methoxy-1,4-phenylene vinylene) are easily prepared via a water-soluble precursor polymer and reach conductivities as high as 2160 S cm-1 when doped with FeCl3 and 590 S cm-1 when d

Light-Promoted Nickel Catalysis: Etherification of Aryl Electrophiles with Alcohols Catalyzed by a NiII-Aryl Complex

A highly effective C?O coupling reaction of (hetero)aryl electrophiles with primary and secondary alcohols is reported. Catalyzed by a NiII-aryl complex under long-wave UV (390–395 nm) irradiation in the presence of a soluble amine base without any additional photosensitizer, the reaction enables the etherification of aryl bromides and aryl chlorides as well as sulfonates with a wide range of primary and secondary aliphatic alcohols, affording synthetically important ethers. Intramolecular C?O coupling is also possible. The reaction appears to proceed via a NiI–NiIII catalytic cycle.

Reductive C-O, C-N, and C-S Cleavage by a Zirconium Catalyzed Hydrometalation/β-Elimination Approach

A zirconium catalyzed reductive cleavage of Csp3 and Csp2 carbon-heteroatom bonds is reported that makes use of a tethered alkene functionality as a traceless directing group. The reaction is successfully demonstrated on C-O, C-N, and C-S bonds and proposed to proceed via a hydrozirconation/β-heteroatom elimination sequence of an in situ formed zirconium hydride catalyst. The positional isomerization of the catalyst further enables the cleavage of homoallylic ethers and the removal of terminal allyl and propargyl groups.

Oxalic Diamides and tert-Butoxide: Two Types of Ligands Enabling Practical Access to Alkyl Aryl Ethers via Cu-Catalyzed Coupling Reaction

A robust and practical protocol for preparing alkyl aryl ethers has been developed, which relies on using two types of ligands to promote Cu-catalyzed alkoxylation of (hetero)aryl halides. The reaction scope is very general for a variety of coupling partners, particularly for challenging secondary alcohols and (hetero)aryl chlorides. In case of coupling with aryl chlorides and bromides, two oxalic diamides serve as the powerful ligands. The tert-butoxide is first demonstrated as a ligand for Cu-catalyzed coupling reaction, leading to alkoxylation of aryl iodides complete at room temperature. Additionally, a number of carbohydrate derivatives are applicable for this coupling reaction, affording the corresponding carbohydrate-aryl ethers in 29-98% yields.

Thiol-Catalyzed Radical Decyanation of Aliphatic Nitriles with Sodium Borohydride

Radical decyanation of aliphatic nitriles was achieved in the presence of NaBH4 and a thiol. The reaction proceeds via a radical mechanism involving borane radical anion addition to nitrile to form an iminyl radical, which undergoes carbon-carbon cleavage. Reductive radical addition to acrylonitrile is followed by decyanation to give a two-carbon homologated product in a net radical ethylation reaction.

N-Heterocyclic carbene-mediated redox condensation of alcohols

N-Heterocyclic carbenes (NHCs) with a variety of oxidants promote the Mitsunobu-type coupling reactions of alcohols with phenols, carboxylic acids, and phthalimide. Experiments using a chiral alcohol indicate that these reactions proceed via SN1 or SN2 pathways depending on the polarity of the used solvents. The NHCs are consumed as reducing reagents to form their oxides as readily separable byproducts.

Simple N-Heterocyclic Carbenes as Ligands in Ullmann-Type Ether and Thioether Formations

A simple N-heterocyclic carbene (NHC) derived from 1-methyl-3-ethylimidazolium tetrafluoroborate was found to be an efficient ligand for a range of copper-catalyzed cross-coupling reactions, leading to the formation of aromatic ethers and thioethers. (Figure presented.) .

Alkoxylation reactions of aryl halides catalyzed by magnetic copper ferrite

Copper ferrite (CuFe2O4), which is easy-made, air-stable, low cost, easy separable, and regenerable, was applied as catalyst in an efficient method for C-O coupling reactions between various kinds of unactivated alkyl alcohols and aryl halides. This method only adopts 2.5% mol CuFe2O4 catalyst and selectively proceeds to C-O bond formation even sensitive substituents exist in the system.

2-Carbomethoxy-3-hydroxyquinoxaline-di-N-oxide as a novel ligand for the copper-catalyzed coupling reaction of phenols and aryl halides

2-Carbomethoxy-3-hydroxyquinoxaline-di-N-oxide was identified as an efficient novel ligand for the copper-catalyzed coupling of aryl halides with various phenols under mild conditions. The catalytic system shows great functional-group tolerance and excellent reactive selectivity.