736991-21-2

Basic information

• Product Name: 2-(MORPHOLINOMETHYL)BENZALDEHYDE
• Synonyms: 2-(Morpholin-4-ylmethyl)benzaldehyde; 2-(morpholinomethyl)benzaldehyde; benzaldehyde, 2-(4-morpholinylmethyl)-
• CAS NO: 736991-21-2
• Molecular Formula: C12 H15 N O2
• Molecular Weight: 205.2555
• Mol File: 736991-21-2.mol

Chemical Properties

• Melting Point: 67 °C
• Boiling Point: 317.9°C at 760 mmHg
• Flash Point: 146.1°C
• Appearance: /
• Density: 1.149g/cm³
• Vapor Pressure: 0.000374mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: 2-(MORPHOLINOMETHYL)BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(MORPHOLINOMETHYL)BENZALDEHYDE(736991-21-2)
• EPA Substance Registry System: 2-(MORPHOLINOMETHYL)BENZALDEHYDE(736991-21-2)

Safety Data

• Hazardous Substances Data: 736991-21-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(Morpholinomethyl)benzaldehyde is used as a key intermediate for the synthesis of various bioactive molecules. Its morpholinomethyl group provides unique reactivity, enabling the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Agrochemical Industry:
2-(MORPHOLINOMETHYL)BENZALDEHYDE is also utilized as an intermediate in the production of agrochemicals, contributing to the development of innovative and effective products for agricultural use.
Used in Fine Chemicals Production:
2-(Morpholinomethyl)benzaldehyde serves as a building block in the synthesis of various fine chemicals, which are high-purity, specialty chemicals used in a wide range of applications, including fragrances, dyes, and other industrial processes.
Used in Coordination Chemistry:
As a ligand, 2-(Morpholinomethyl)benzaldehyde can form complexes with metal ions, making it a valuable component in coordination chemistry for the development of new materials and catalysts with specific properties and applications.

InChI:InChI=1/C12H15NO2/c14-10-12-4-2-1-3-11(12)9-13-5-7-15-8-6-13/h1-4,10H,5-9H2

Upstream product

• 110-91-8 morpholine 
• 60633-91-2 2-(bromomethyl)benzaldehyde 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 91130-51-7 4‐(2‐bromobenzyl)morpholine 
• 68-12-2 N,N-dimethyl-formamide 

Relevant articles and documents

Catalyst-free photodecarbonylation ofortho-amino benzaldehyde

It is almost a consensus that decarbonylation of the aldehyde group (-CHO) needs to not only be mediated by transition metal catalysts, but also requires severe reaction conditions (high temperature and long reaction time). In this work, inspired by the “conformational-selectivity-based” design strategy, we broke this consensus and discovered a catalyst-free photodecarbonylation of the aldehyde group. It revealed that decarbonylation can be easily achieved with visible light irradiation by introducing a tertiary amine into theortho-position of the aldehyde group. A diverse array of tertiary amines is tolerated by our photodecarbonylation under mild conditions. Furthermore, the (QM) computations of the mechanism and the experiments on well-designed special substrates revealed that our photodecarbonylation depends on the conformational specificity of the aldehyde group and tertiary amine, and occurs through an unusual [1,4]-H shift and a subsequent [1,3]-H shift.

Design and synthesis of benzopyran-based inhibitors of the hypoxia-inducible factor-1 pathway with improved water solubility

While progress has been made in treating cancer, cytotoxic chemotherapeutic agents are still the most widely used drugs and are associated with severe side-effects. Drugs that target unique molecular signalling pathways are needed for treating cancer with low or no intrinsic toxicity to normal cells. Our goal is to target hypoxic tumours and specifically the hypoxia inducible factor (HIF) pathway for the development of new cancer therapies. To this end, we have previously developed benzopyran-based HIF-1 inhibitors such as arylsulfonamide KCN1. However, KCN1 and its earlier analogs have poor water solubility, which hamper their applications. Herein, we describe a series of KCN1 analogs that incorporate a morpholine moiety at various positions. We found that replacing the benzopyran group of KCN1 with a phenyl group with a morpholinomethyl moiety at the para positions had minimal effect on potency and improved the water solubility of two new compounds by more than 10-fold compared to KCN1, the lead compound.