836-60-2

Usage

General Description

1-Chloro-4-(octyloxy)benzene, also known as 4-(Octyloxy)chlorobenzene, is an organic chemical compound with the chemical formula C14H21ClO. It consists of a benzene ring with a chlorine atom at the 1 position and an octyloxy side chain attached to the 4 position. 1-chloro-4-(octyloxy)benzene is used in the synthesis of various organic compounds and can also act as a starting material for the production of pharmaceuticals, agrochemicals, and other fine chemicals. It is important to handle this chemical with caution as it is flammable and may cause irritation or harm if inhaled, ingested, or brought into contact with the skin or eyes.

Upstream product

• 111-85-3 n-chlorooctane 
• 1193-00-6 sodium 4-chlorophenolate 
• 1818-07-1 octyloxybenzene 
• 106-39-8 bromochlorobenzene 
• 111-83-1 1-bromo-octane 

Downstream Products

• 843-37-8 1-Octyloxy-4-trimethylsilyl-benzol 
• 1818-07-1 octyloxybenzene 

Relevant academic research and scientific papers

Copper-catalyzed hydroxylation of aryl halides with tetrabutylammonium hydroxide: Synthesis of substituted phenols and alkyl aryl ethers

The selective hydroxylation of aryl iodides and aryl bromides with tetrabutylammonium hydroxide pentahydrate is described. For this, the combination of copper(I) iodide and 8-hydroxyquinaldine at 70-130C in a mixture of dimethyl sulfoxide and water (2:3) is used. The resultant phenols can be readily reacted with alkyl and allyl halides in situ to provide the corresponding alkyl or allyl aryl ethers in high yields. The reactions are simple, general, and efficient, affording substituted phenols and alkyl aryl ethers under aerobic conditions

Kaolin-assisted Aromatic Chlorination and Bromination

Moist kaolin catalyses the regioselective and high-yielding chlorination and bromination of C6H5OR (R = C1-C8 alkyl. Bu1, allyl, cyclohexyl, benzyl) to 4-XC6H4OR (X = Cl and Br, respectively) with NaCl02 and Mn(acac)3 in CH2Cl2 in the absence and presence of NaBr, respectively, under mild and neutral conditions.

Selective aromatic chlorination of activated arenes with sodium chlorite, (salen)manganese(III) complex, and alumina in dichloromethane

The reaction of alkyl phenyl ethers with sodium chlorite in dichloromethane in the presence of a (salen)manganese(III) complex and alumina preloaded with a small amount of water afforded monochlorination products with unusually high para selectivities under mild conditions. The NaClO2-based biphasic system can also be successfully used for the regioselective monochlorination of substituted anisoles and polymethoxybenzenes.

Regiospecific aromatic chlorination of alkyl phenyl ethers using sodium chlorite catalysed by manganese(III) acetylacetonate and moist alumina in dichloromethane

A solid-liquid biphasic system (dichloromethane and chromatographic neutral alumina) has been tested for the aromatic chlorination of various alkyl aryl ethers using a reagent combination of sodium chlorite and manganese(III) acetylacetonate catalyst. Efficient incorporation of a chlorine atom into the benzene ring with high para-selectivity results. This catalytic system is also applicable to the regiocontrolled chlorination of polyether substrates.

A convenient biphasic system (aluminadichloromethane) for the efficient aromatic monochlorination of alkyl phenyl ethers with sodium chlorite in the catalytic presence of manganese(III) salt

A combination of sodium chlorite, (salen)manganese(III) catalyst, and chromatographic neutral alumina in dichloromethane can be successfully utilized for the aromatic monochlorination of a variety of alkyl phenyl ethers in excellent to quantitative yields under mild and anhydrous conditions.