6214-44-4

Basic information

• Product Name: 4-ETHOXYBENZYL ALCOHOL
• Synonyms: P-ETHOXYBENZYL ALCOHOL;RARECHEM AL BD 0088;4-ETHOXYBENZYL ALCOHOL;(4-Ethoxyphenyl)methanol;Benzenemethanol, 4-ethoxy-;4-Ethoxybenzene-1-methanol;4-Ethoxybenzyl alcohol,98%;(4-Ethoxyphenyl)methanol, 4-(Hydroxymethyl)phenetole
• CAS NO: 6214-44-4
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.19
• EINECS: 228-283-8
• Product Categories: Benzhydrols, Benzyl & Special Alcohols;Alcohols;C9 to C30;Oxygen Compounds
• Mol File: 6214-44-4.mol
• Article Data: 14

Chemical Properties

• Melting Point: 32-34 °C(lit.)
• Boiling Point: 273 °C(lit.)
• Flash Point: >230 °F
• Appearance: white to slightly yellow cryst. low melting mass
• Density: 1.0505 (rough estimate)
• Vapor Pressure: 0.00287mmHg at 25°C
• Refractive Index: n20/D 1.535(lit.)
• Storage Temp.: 2-8°C
• Solubility: Solubility in methanol is almost transparent.
• PKA: 14.54±0.10(Predicted)
• CAS DataBase Reference: 4-ETHOXYBENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ETHOXYBENZYL ALCOHOL(6214-44-4)
• EPA Substance Registry System: 4-ETHOXYBENZYL ALCOHOL(6214-44-4)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 6214-44-4(Hazardous Substances Data)

Usage

Description

4-Ethoxybenzyl alcohol, also known as 4-(2-hydroxyethyl)phenylethanol, is an organic compound with the molecular formula C9H12O2. It is a white to slightly yellow crystalline solid with a low melting mass. This versatile compound is known for its unique chemical properties and a wide range of applications across different industries.

Uses

Used in Pharmaceutical Industry:
4-Ethoxybenzyl alcohol is used as an intermediate in the synthesis of various pharmaceutical compounds. Its ability to form derivatives with specific biological activities makes it a valuable component in the development of new drugs.
Used in Chemical Research:
In the field of chemical research, 4-Ethoxybenzyl alcohol is used for the identification of sulfation sites of metabolites. This helps in predicting the biological effects of the compounds and contributes to a better understanding of their potential applications.
Used in Chemical Investigation of Plant Extracts:
4-Ethoxybenzyl alcohol is employed in the chemical investigation of plant extracts, such as that of Wedelia calendulacea. This research can lead to the discovery of novel bioactive compounds and their potential applications in various fields, including medicine and agriculture.
Used in Flavor and Fragrance Industry:
Due to its unique chemical structure, 4-Ethoxybenzyl alcohol can be used as a component in the creation of various flavors and fragrances. Its ability to impart specific scents and tastes makes it a valuable addition to the flavor and fragrance industry.
Used in Material Science:
4-Ethoxybenzyl alcohol can be utilized in the development of new materials with specific properties, such as improved thermal stability or enhanced mechanical strength. Its versatility in forming derivatives and its unique chemical properties make it a promising candidate for material science applications.

InChI:InChI=1/C9H12O2/c1-2-11-9-5-3-8(7-10)4-6-9/h3-6,10H,2,7H2,1H3

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 619-86-3 4-(ethoxy)benzoic acid 
• 23676-09-7 ethyl 4-ethoxybenzoate 
• 1203546-07-9 C₁₅H₂₆O₂Si 
• 10031-82-0 4-ethoxybenzaldehyde 

Downstream Products

• 461432-26-8 dapagliflozin 
• 714269-57-5 (2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol 
• 461432-23-5 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene 
• 910798-30-0 tert-butyl 5-(4-ethoxybenzyl)-8-[(4-methylpiperidin-1-yl)carbonyl]-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indole-2-carboxylate 
• 910798-31-1 5-(4-ethoxybenzyl)-8-[(4-methylpiperidin-1-yl)carbonyl]-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 

Relevant articles and documents

Reduction over Condensation of Carbonyl Compounds through a Transient Hemiaminal Intermediate Using Hydrazine

Reduction of carbonyl moieties to the corresponding alcohol using simply hydrazine hydrate has been considerably unfeasible until now due to the well-known condensation reaction. However, herein, we report that using an excess of 20-fold equivalents, the reduction proceeds in excellent yields. 1H NMR study of the reaction and density functional theory (DFT) calculations indicate that the final fate of the hemiaminal intermediate is crucial to obtain the alcohol or the hydrazone.

Preparation method of sugar-reducing medicine dapagliflozin

The invention discloses a preparation method for hypoglycemic drugdapagliflozin. The method comprises the steps that 4-hydroxybenzaldehyde is adopted as a starting raw material, alkylation, carbonyl reduction, chlorination and alkylation reaction with asepsin, diazotization and chlorination are performed to obtain a dapagliflozinmidbody 5-bromo-2-chloro-4'-ethyoxyl diphenylmethane, then, the midbody and 2,3,4,6-tetra-O-trimethyl silicone-D-glucolactone are subjected to condensation, etherification and methoxyl removal to obtain the hypoglycemic drugdapagliflozin. The raw materials adopted by the technological path are low in price and easy to obtain, the technology can achieve industrialization easily, and the final product is high in purity; the technological path is novel, the syntheticroute is short, no risky or complex technology exists in the reactions, equipment is simple, operation is easy and convenient, and the method is suitable for industrial production.

Selective Hydroboration of Carboxylic Acids with a Homogeneous Manganese Catalyst

Catalytic reduction of carboxylic acid to the corresponding alcohol is a challenging task of great importance for the production of a variety of value-added chemicals. Herein, a manganese-catalyzed chemoselective hydroboration of carboxylic acids has been developed with a high turnover number (>99?000) and turnover frequency (>2000 h-1) at 25 °C. This method displayed tolerance of electronically and sterically differentiated substrates with high chemoselectivity. Importantly, aliphatic long-chain fatty acids, including biomass-derived compounds, can efficiently be reduced. Mechanistic studies revealed that the reaction occurs through the formation of active manganese-hydride species via an insertion and bond metathesis type mechanism.