52244-70-9

Basic information

• Product Name: 4-(4-Methoxyphenyl)-1-butanol
• Synonyms: 4-(4-Methoxyphenyl)butan-1-ol;4-(4-METHOXYPHENYL)-1-BUTANOL 99;4-(p-Methoxyphenyl)butanol;Benzenebutanol, 4-methoxy-;4-(4-Methoxyphenyl)butanol;4-(1-Hydroxybut-4-yl)anisole;4-(4-METHYLPHENYL)-1-BUTANOL;4-(4-Methoxyphenyl)-1-butanol
• CAS NO: 52244-70-9
• Molecular Formula: C₁₁H₁₆O₂
• Molecular Weight: 180.24
• EINECS: 257-782-3
• Product Categories: Alcohols;C9 to C30;Oxygen Compounds
• Mol File: 52244-70-9.mol
• Article Data: 25

Chemical Properties

• Melting Point: 3-4 °C(lit.)
• Boiling Point: 160-161 °C8 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.042 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000377mmHg at 25°C
• Refractive Index: n20/D 1.526(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 15.15±0.10(Predicted)
• CAS DataBase Reference: 4-(4-Methoxyphenyl)-1-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Methoxyphenyl)-1-butanol(52244-70-9)
• EPA Substance Registry System: 4-(4-Methoxyphenyl)-1-butanol(52244-70-9)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• WGK Germany: 3
• Hazardous Substances Data: 52244-70-9(Hazardous Substances Data)

Usage

Description

4-(4-Methoxyphenyl)-1-butanol is a light yellow liquid with unique chemical properties that make it a valuable compound in various applications. It is characterized by its distinct molecular structure, which includes a butanol backbone with a 4-methoxyphenyl group attached. This structure contributes to its reactivity and utility in chemical synthesis and other industrial processes.

Uses

Used in Pharmaceutical Industry:
4-(4-Methoxyphenyl)-1-butanol is used as a reactant for the preparation of nonimidazole histamine H3 receptor ligands with combined inhibitory histamine N-methyltransferase activity. This application is significant in the development of new drugs targeting histamine receptors, which play a crucial role in various physiological processes and are implicated in a range of conditions, including allergies, sleep-wake regulation, and cognitive functions.
Used in Chemical Research:
The decay of 4-(4-methoxyphenyl)-1-butanol radical cation in water via Cα-H deprotonation has been kinetically investigated by pulse radiolysis. This research contributes to the understanding of the compound's chemical behavior and reactivity, which can be useful for further development and optimization of its applications in various industries, including pharmaceuticals, materials science, and environmental chemistry.

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

Upstream product

• 4521-28-2 4-(4-Methoxyphenyl)butyric acid 
• 52999-15-2 4-(p-methoxyphenyl)-3-butyn-1-ol 
• 20637-08-5 4-(4-methoxyphenyl)butyric acid methyl ester 
• 100-66-3 methoxybenzene 
• 3153-44-4 4-(4-methoxy-phenyl)-4-oxo-butyric acid 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 702-23-8 2-(4-Methoxyphenyl)ethanol 
• 5703-26-4 4-Methoxyphenylacetaldehyde 
• 1105703-75-0 C₁₃H₁₆O₃ 
• 4586-89-4 ethyl 4-(4-methoxyphenyl)butanoate 
• 696-62-8 para-iodoanisole 
• 66107-29-7 4-methoxyphenyl triflate 
• 1445308-48-4 1-(3-bromobutoxy)(tert-butyl)dimethylsilane 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 73515-08-9 1-iodo-4-(4-methoxyphenyl)butane 
• 116118-73-1 5-(4-Methoxy-phenyl)-5-[4-(4-methoxy-phenyl)-butoxy]-5H-furan-2-one 
• 79623-15-7 2-p-methoxyphenyltetrahydrofuran 
• 56047-51-9 4-(4-methoxyphenyl)butyraldehyde 
• 81786-51-8 1-methanesulfonyloxy-4-(4-methoxyphenyl)butane 
• 88537-45-5 4-Methylphenylsulfonic acid 4-(4-methoxyphenyl)butyl ester 
• 1125-78-6 5,6,7,8-Tetrahydro-2-naphthol 
• 86223-05-4 4-(4-hydroxyphenyl)butanol 
• 23002-61-1 1-(4-chlorobutyl)-4-methoxybenzene 
• 888709-54-4 1-benzyloxy-4-(p-methoxyphenyl)butane 
• 694-85-9 1-methyl-2-pyridone 
• 103-50-4 dibenzyl ether 
• 946412-74-4 1-(1,3-benzodioxol-5-yl)-4-(4-methoxyphenyl)butan-1-ol 
• 946412-80-2 1-(1,3-benzodioxol-5-yl)-4-(4-methoxyphenyl)butan-1-one 

Relevant articles and documents

Selective Production of Linear Aldehydes and Alcohols from Alkenes using Formic Acid as Syngas Surrogate

Performing carbonylation without the use of carbon monoxide for high-value-added products is an attractive yet challenging topic in sustainable chemistry. Herein, effective methods for producing linear aldehydes or alcohols selectively with formic acid as both carbon monoxide and hydrogen source have been described. Linear-selective hydroformylation of alkenes proceeds smoothly with up to 88 % yield and >30 regioselectivity in the presence of single Rh catalyst. Strikingly, introducing Ru into the system, the dual Rh/Ru catalysts accomplish efficient and regioselective hydroxymethylation in one pot. The present processes utilizing formic acid as syngas surrogate operate simply under mild condition, which opens a sustainable way for production of linear aldehydes and alcohols without the need for gas cylinders and autoclaves. As formic acid can be readily produced via CO2 hydrogenation, the protocols represent indirect approaches for chemical valorization of CO2.

Access to Trisubstituted Fluoroalkenes by Ruthenium-Catalyzed Cross-Metathesis

Although the olefin metathesis reaction is a well-known and powerful strategy to get alkenes, this reaction remained highly challenging with fluororalkenes, especially the Cross-Metathesis (CM) process. Our thought was to find an easy accessible, convenient, reactive and post-functionalizable source of fluoroalkene, that we found as the methyl 2-fluoroacrylate. We reported herein the efficient ruthenium-catalyzed CM reaction of various terminal and internal alkenes with methyl 2-fluoroacrylate giving access, for the first time, to trisubstituted fluoroalkenes stereoselectively. Unprecedent TON for CM involving fluoroalkene, up to 175, have been obtained and the reaction proved to be tolerant and effective with a large range of olefin partners giving fair to high yields in metathesis products. (Figure presented.).

Heterocyclization involving benzylic C(sp3)-H functionalization enabled by visible light photoredox catalysis

A general and efficient method for heterocyclization involving benzylic C(sp3)-H functionalization enabled by visible light photoredox catalysis to access a wide range of structurally diverse oxygen as well as nitrogen heterocycles up to a gram scale is reported. The potential application of this new methodology is demonstrated by the total synthesis of (-)-codonopsinine and (+)-centrolobine. Herein it is proposed that selectfluor, unlike a fluorinating reagent, acts as an oxidative quencher and a hydrogen radical acceptor.