163164-47-4

Basic information

• Product Name: Benzaldehyde, 4-(2-hydroxyethyl)- (9CI)
• Synonyms: Benzaldehyde, 4-(2-hydroxyethyl)- (9CI);4-(2-Hydroxyethyl)benzaldehyde;4-(2-Hydroxyethyl)phenylcarboxaldehyde;Benzaldehyde, 4-(2-hydroxyethyl)-
• CAS NO: 163164-47-4
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.1745
• Product Categories: ALDEHYDE
• Mol File: 163164-47-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 295℃
• Flash Point: 124℃
• Appearance: /
• Density: 1.142
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: Benzaldehyde, 4-(2-hydroxyethyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4-(2-hydroxyethyl)- (9CI)(163164-47-4)
• EPA Substance Registry System: Benzaldehyde, 4-(2-hydroxyethyl)- (9CI)(163164-47-4)

Safety Data

• Hazardous Substances Data: 163164-47-4(Hazardous Substances Data)

Usage

Description

Benzaldehyde, 4-(2-hydroxyethyl)(9CI) is an organic compound with the molecular formula C9H10O2. It is a derivative of benzaldehyde, featuring a hydroxyethyl group attached to the 4-position of the benzene ring. This chemical structure endows it with unique properties and reactivity, making it a versatile building block in the synthesis of various pharmaceuticals and other organic compounds.

Uses

Used in Pharmaceutical Industry:
Benzaldehyde, 4-(2-hydroxyethyl)(9CI) is used as a key intermediate in the synthesis of thromboxane receptor antagonists and thromboxane synthase inhibitors. These compounds are essential in the development of medications targeting cardiovascular diseases, as they help regulate the blood clotting process and prevent the formation of blood clots.
The presence of the hydroxyethyl group in the molecule allows for the formation of a dioxane linkage, which is crucial for the biological activity of the resulting thromboxane receptor antagonists and synthase inhibitors. By incorporating this functional group, the synthesized compounds can effectively modulate the thromboxane pathway, offering potential therapeutic benefits in the treatment of conditions such as atherosclerosis, hypertension, and other cardiovascular disorders.

Upstream product

• 163164-46-3 4-[2-(tetrahydropyran-2-yloxy)-ethyl]benzaldehyde 
• 4654-39-1 4-bromophenethanol 
• 79849-46-0 4-(2-(tetrahydropyran-2-yloxy)ethyl)bromobenzene 
• 776317-53-4 4-(2-methoxymethoxyethyl)benzaldehyde 
• 19693-76-6 2-(4-ethenylphenyl)-1,3-dioxolane 
• 501-89-3 4-(carboxymethyl)benzoic acid 
• 4866-85-7 1-(hydroxymethyl)-4-(2-hydroxyethyl)benzene 
• 699-02-5 4-Methylphenethyl alcohol 
• 52787-14-1 methyl 4-(2-methoxy-2-oxoethyl)benzoate 

Downstream Products

• 203509-74-4 4-(2-diethylamino-ethyl)-benzyl alcohol 
• 1026073-46-0 (E)-7-{4-[2-(4-Formyl-phenyl)-ethoxy]-phenyl}-7-pyridin-3-yl-hept-6-enoic acid ethyl ester 
• 1026872-84-3 (E)-7-{4-[2-(4-[1,3]Dioxan-2-yl-phenyl)-ethoxy]-phenyl}-7-pyridin-3-yl-hept-6-enoic acid ethyl ester 

Relevant articles and documents

Photoredox-Catalyzed Synthesis of α-Amino Acid Amides by Imine Carbamoylation

An operationally simple protocol for the photocatalytic carbamoylation of imines is reported. Easily available, bench-stable 4-amido Hantzsch ester derivatives serve as precursors to carbamoyl radicals that undergo rapid addition to N-aryl imines. The reaction proceeds under blue light irradiation in the presence of the photocatalyst 3DPAFIPN and Br?nsted/Lewis acid additives. Mechanistic studies indicated a photoredox mechanism that involves carbamoyl radicals.

Controlled Aerobic Oxidation of Primary Benzylic Alcohols to Aldehydes Catalyzed by Polymer-Supported Triazine-Based Dendrimer-Copper Composites

A controlled aerobic oxidation of primary benzylic alcohols to the corresponding benzaldehydes by using polystyrene-poly(ethylene glycol) (PS-PEG) resin-supported triazine-based polyethyleneamine dendrimer-copper complexes [PS-PEG-TD2-Cu(II)] was developed. In particular, PS-PEG-TD2-Cu(OAc) 2 efficiently catalyzed the aerobic oxidation of benzylic alcohols in the presence of a catalytic amount of TEMPO under atmospheric conditions to give the corresponding aldehydes in up to quantitative yield. The catalyst was readily recovered by simple filtration and reused four times without significant loss of its catalytic activity.

Highly practical copper(I)/TEMPO catalyst system for chemoselective aerobic oxidation of primary alcohols

Aerobic oxidation reactions have been the focus of considerable attention, but their use in mainstream organic chemistry has been constrained by limitations in their synthetic scope and by practical factors, such as the use of pure O2 as the oxidant or complex catalyst synthesis. Here, we report a new (bpy)CuI/TEMPO catalyst system that enables efficient and selective aerobic oxidation of a broad range of primary alcohols, including allylic, benzylic, and aliphatic derivatives, to the corresponding aldehydes using readily available reagents, at room temperature with ambient air as the oxidant. The catalyst system is compatible with a wide range of functional groups and the high selectivity for 1° alcohols enables selective oxidation of diols that lack protecting groups.