23002-61-1

Basic information

• Product Name: 1-(4-chlorobutyl)-4-methoxybenzene
• CAS NO: 23002-61-1
• Molecular Formula: C₁₁H₁₅ClO
• Molecular Weight: 198.6892
• Mol File: 23002-61-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 293.7°C at 760 mmHg
• Flash Point: 133.7°C
• Density: 1.042g/cm³
• Vapor Pressure: 0.00298mmHg at 25°C
• Refractive Index: 1.505
• CAS DataBase Reference: 1-(4-chlorobutyl)-4-methoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-chlorobutyl)-4-methoxybenzene(23002-61-1)
• EPA Substance Registry System: 1-(4-chlorobutyl)-4-methoxybenzene(23002-61-1)

Safety Data

• Hazardous Substances Data: 23002-61-1(Hazardous Substances Data)

Usage

Description

1-(4-chlorobutyl)-4-methoxybenzene, with the molecular formula C11H15ClO, is a pale yellow liquid chemical compound that is insoluble in water. It is classified as an alkylaryl ether and features a 4-methoxyphenyl group attached to a 4-chlorobutyl chain. 1-(4-chlorobutyl)-4-methoxybenzene is known for its mild, sweet odor and is commonly utilized in the synthesis of pharmaceuticals, agrochemicals, and dyes.

Uses

Used in Pharmaceutical Industry:
1-(4-chlorobutyl)-4-methoxybenzene is used as a chemical intermediate for the synthesis of various pharmaceuticals due to its unique molecular structure and reactivity.
Used in Agrochemical Industry:
In the agrochemical industry, 1-(4-chlorobutyl)-4-methoxybenzene is used as a starting material for the development of new agrochemicals, contributing to its effectiveness in agricultural applications.
Used in Dye Industry:
1-(4-chlorobutyl)-4-methoxybenzene is also utilized as an intermediate in the production of dyes, where its specific chemical properties are beneficial for creating a range of colorants.
Used as a Fragrance Ingredient:
1-(4-chlorobutyl)-4-methoxybenzene is used as a fragrance ingredient in the consumer products industry, capitalizing on its mild, sweet odor to enhance the scent of various products.
Used in the Production of Other Organic Compounds:
Furthermore, 1-(4-chlorobutyl)-4-methoxybenzene serves as an intermediate in the synthesis of other organic compounds for a wide range of industrial applications, showcasing its versatility in the chemical sector.

Upstream product

• 4521-28-2 4-(4-Methoxyphenyl)butyric acid 
• 84648-51-1 C₁₉H₁₉ClO₅ 
• 52244-70-9 4-(4-methoxyphenyl)butan-1-ol 
• 40877-19-8 4-chloro-1-(4-methoxyphenyl)butan-1-one 
• 93296-09-4 4-methoxyphenylzinc chloride 

Downstream Products

• 21782-54-7 p-(4-chlorobutyl)phenol 
• 211692-42-1 2-[4-(4-methoxy-phenyl)-butyl]-isoindole-1,3-dione 
• 22205-09-0 4-(p-hydroxyphenyl)butylamine 
• 868077-51-4 4-(4-[5-nitropyridin-2-yl-amino]butyl)phenol 
• 868077-61-6 N-(3-[4-(3-piperidinopropoxy)phenyl]butyl)-2-amino-5-nitropyridine 
• 391202-19-0 1-[4-(4-methoxyphenyl)butan-1-yl]-1H-1,2,3-triazole hydrochloride 
• 391202-17-8 1-[4-(4-methoxyphenyl)butan-1-yl]-1H-1,2,3-triazole methanesulfonate 
• 7508-04-5 5-(4-methoxyphenyl)pentanoic acid 

Relevant articles and documents

Nickel-Catalyzed Negishi-Type Arylation of Trialkylsulfonium Salts

Negishi-type arylation of trialkylsulfonium salts with arylzinc reagents has been accomplished under nickel catalysis. The use of cyclohexanethiol as an additional ligand was found to be particularly important to promote C-S cleavage. The present reaction accommodates one-pot arylation of dialkyl sulfides by combining with S -methylation with MeOTf. Mechanistic experiments suggest that C-S cleavage would proceed via single-electron transfer (SET) to generate the most stable carbon-centered radical and that the thiolate ligand would promote the C-S cleavage and radical recombination step.

A mild and ligand-free Ni-catalyzed silylation via C-OMe cleavage

Metal-catalyzed transformations that forge carbon-heteroatom bonds are of central importance in organic synthesis. Despite the formidable potential of aryl methyl ethers as coupling partners, the scarcity of metal-catalyzed C-heteroatom bond formations via C-OMe cleavage is striking, with isolated precedents requiring specialized, yet expensive, ligands, high temperatures, and π-extended backbones. We report an unprecedented catalytic ipso-silylation of aryl methyl ethers under mild conditions and without recourse to external ligands. The method is distinguished by its wide scope, which includes the use of benzyl methyl ethers, vinyl methyl ethers, and unbiased anisóle derivatives, thus representing a significant step forward for designing new C-heteroatom bond formations via C-OMe scission. Applications of this transformation in orthogonal silylation techniques as well as in further derivatizations are also described. Preliminary mechanistic experiments suggest the intermediacy of Ni(0)-ate complexes, leaving some doubt that a canonical catalytic cycle consisting of an initial oxidative addition of the C-OMe bond to Ni(0) species comes into play.

Asymmetric hydrogenation of α-primary and secondary amino ketones: Efficient asymmetric syntheses of (-)-arbutamine and (-)-denopamine

Two ss-receptor agonists (-)-denopamine and (-)-arbutamine were prepared in good yields and enantioselectivities by asymmetric hydrogenation of unprotected amino ketones for the first time by using Rh catalysts bearing electron-donating phosphine ligands. A series of α-primary and secondary amino ketones were synthesized and hydrogenated to produce various 1,2-amino alcohols in good yields and with good enantioselectivies. This Rh electron-donating phosphine-catalyzed asymmetric hyderogenation repI resents one of the most promising and convenient approaches towards the asymmetric synthesis of chiral amino alcohols.