14503-45-8

Basic information

• Product Name: 3-Chloro-4-methoxybenzyl alcohol
• Synonyms: 3-Chloro-4-methoxybenzyl alcohol
• CAS NO: 14503-45-8
• Molecular Formula: C₈H₉ClO₂
• Molecular Weight: 172.60886
• Product Categories: Alcohols;Anisoles, Alkyloxy Compounds & Phenylacetates;Chlorine Compounds
• Mol File: 14503-45-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 279.7 °C at 760 mmHg
• Flash Point: >110℃
• Appearance: /
• Density: 1.274 g/mL at 25 °C
• Vapor Pressure: 0.00188mmHg at 25°C
• Refractive Index: n20/D1.566
• PKA: 14.13±0.10(Predicted)
• CAS DataBase Reference: 3-Chloro-4-methoxybenzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-4-methoxybenzyl alcohol(14503-45-8)
• EPA Substance Registry System: 3-Chloro-4-methoxybenzyl alcohol(14503-45-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 14503-45-8(Hazardous Substances Data)

Usage

General Description

3-Chloro-4-methoxybenzyl alcohol is a chemical compound that belongs to the class of benzyl alcohols. It is an organic compound with the formula C8H9ClO2 and is characterized by a chloro and a methoxy group attached to a benzene ring with an alcohol functional group. 3-Chloro-4-methoxybenzyl alcohol is commonly used in the synthesis of pharmaceuticals and agrochemicals due to its versatile reactivity and ability to act as a building block for more complex molecules. It is also utilized in various chemical reactions and as a reagent in organic synthesis. Additionally, it possesses properties that make it useful as a solvent for various organic compounds.

InChI:InChI=1/C8H9ClO2/c1-11-8-3-2-6(5-10)4-7(8)9/h2-4,10H,5H2,1H3

Upstream product

• 3964-57-6 methyl 4-hydroxy-3-chlorobenzoate 
• 37908-98-8 methyl 3-chloro-p-anisate 
• 37908-96-6 3-chloro-4-methoxy benzoic acid 
• 4903-09-7 3-chloro-4-methoxy-benzaldehyde 
• 3964-58-7 3-chloro-4-hydroxybenzoic acid 

Downstream Products

• 115514-77-7 (3-chloro-4-methoxyphenyl)methanamine 
• 1418759-16-6 2-(3-azadicyclo[3.1.0]hexan-3-yl)-4-(3-chloro-4-methoxybenzyloxy)-N-(4-fluorobenzyl)pyrimidine-5-carboxamide 
• 1418759-14-4 2-(3-azadicyclo[3.1.0]hexan-3-yl)-4-(3-chloro-4-methoxybenzyloxy)-N-(pyridin-2-ylmethyl)pyrimidine-5-carboxamide 
• 1418759-40-6 4-(3-chloro-4-methoxybenzyloxy)-2-(methylsulfinyl)-N-(pyridin-2-ylmethyl)pyrimidine-5-carboxamide 
• 1418759-13-3 2-(3-azadicyclo[3.1.0]hexan-3-yl)-4-(3-chloro-4-methoxybenzyloxy)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide 
• 1418759-33-7 ethyl 4-(3-chloro-4-methoxybenzyloxy)-2-(methylmercapto)pyrimidine-5-carboxylate 
• 1418759-45-1 4-(3-chloro-4-methoxybenzyloxy)-2-(methylsulfinyl)-N-(4-fluorobenzyl)pyrimidine-5-carboxamide 
• 1418759-44-0 4-(3-chloro-4-methoxybenzyloxy)-2-(methylmercapto)-N-(4-fluorobenzyl)pyrimidine-5-carboxamide 
• 1418759-39-3 4-(3-chloro-4-methoxybenzyloxy)-2-(methylmercapto)-N-(pyridine-2-ylmethyl)pyrimidine-5-carboxamide 
• 1418759-38-2 4-(3-chloro-4-methoxybenzyloxy)-2-(methylsulfinyl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide 
• 1418759-37-1 4-(3-chloro-4-methoxybenzyloxy)-2-(methylmercapto)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide 
• 1418759-12-2 N-benzyl-2-(3-oxa-8-azadicyclo[3.2.1]octan-8-yl)-4-(3-chloro-4-methoxybenzyloxy)pyrimidine-5-carboxamide 
• 1418759-11-1 N-benzyl-2-(3-azadicyclo[3.1.0]hexan-3-yl)-4-(3-chloro-4-methoxybenzyloxy)pyrimidine-5-carboxamide 
• 1418759-36-0 N-benzyl-4-(3-chloro-4-methoxybenzyloxy)-2-(methylsulfinyl)pyrimidine-5-carboxamide 

Relevant articles and documents

Scope and limitations of biocatalytic carbonyl reduction with white-rot fungi

The reductive activity of various basidiomycetous fungi towards carbonyl compounds was screened on an analytical level. Some strains displayed high reductive activities toward aromatic carbonyls and aliphatic ketones. Utilizing growing whole-cell cultures of Dichomitus albidofuscus, the reactions were up-scaled to a preparative level in an aqueous system. The reactions showed excellent selectivities and gave the respective alcohols in high yields. Carboxylic acids were also reduced to aldehydes and alcohols under the same conditions. In particular, benzoic, vanillic, ferulic, and p-coumaric acid were reduced to benzyl alcohol, vanillin, dihydroconiferyl alcohol and 1-hydroxy-3-(4-hydroxyphenyl)propan, respectively.

Imidazopyridinone derivatives and their use as phosphodiesterase inhibitors

A compound (Ia): wherein the variables are defined in the specification, its prodrug or a pharmaceutically acceptable salt thereof useful in the treatment of angina, hypertension etc.

Synthesis of (1R,2S)-1-(3′-chloro-4′-methoxyphenyl)-1,2- propanediol (trametol) and (1R,2S)-1-(3′,5′-dichloro-4′- methoxyphenyl)-1,2-propanediol, chlorinated fungal metabolites in the natural environment

(1R,2S)-1-(3′-Chloro-4′-methoxyphenyl)-1,2-propanediol (Trametol, 3), a metabolite of the fungus Trametes sp. IVP-F640 and Bjerkandera sp. BOS55, was synthesized by employing Sharpless asymmetric dihydroxylation as the key step. Similarly, the (1R,2S)-isomer of 1-(3′,5′-dichloro- 4′-methoxyphenyl)-1,2-propanediol (4), another metabolite of Bjerkandera sp. BOS55, was synthesized by asymmetric dihydroxylation.