492-88-6 Usage
Description
3-Ethoxysalicylaldehyde, also known as 3-ethoxysalicylidene, is an organic compound with the chemical formula C9H10O3. It is a derivative of salicylic aldehyde, featuring an ethoxy group attached to the 3-position of the aromatic ring. 3-ETHOXYSALICYLALDEHYDE is known for its versatile chemical properties and potential applications in various fields.
Uses
Used in Chemical Synthesis:
3-Ethoxysalicylaldehyde is used as a key intermediate in the synthesis of various organic compounds, particularly in the preparation of Schiff bases and salen-type ligands. These compounds are essential in the development of coordination complexes, which find applications in catalysis, molecular sensors, and other areas.
Used in Coordination Chemistry:
In the field of coordination chemistry, 3-Ethoxysalicylaldehyde is used as a precursor for the synthesis of Schiff base ligands, such as trans-1,2-diaminocyclohexane-substituted salen-type Schiff base ligands. These ligands are crucial in the formation of metal complexes, which exhibit unique properties and are employed in various applications, including catalysis and molecular recognition.
Used in the Preparation of New Schiff Bases:
3-Ethoxysalicylaldehyde is also utilized in the preparation of new Schiff bases, such as 2-ethoxy-6-[(3-methylaminopropylimino)methyl]phenol, through a reaction with N-methylpropane-1,3-diamine. These novel Schiff bases can be further explored for their potential applications in various fields, including pharmaceuticals, materials science, and supramolecular chemistry.
Safety Profile
A poison by intraperitoneal andintravenous routes. When heated to decomposition itemits acrid smoke and irritating vapors.
Check Digit Verification of cas no
The CAS Registry Mumber 492-88-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,9 and 2 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 492-88:
(5*4)+(4*9)+(3*2)+(2*8)+(1*8)=86
86 % 10 = 6
So 492-88-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H10O3/c1-2-12-8-5-3-4-7(6-10)9(8)11/h3-6,11H,2H2,1H3
492-88-6Relevant articles and documents
Phosphine-catalyzed sequential (2+3)/(2+4) annulation of γ-vinyl allenoates: Access to the synthesis of chromeno[4,3-: B] pyrroles
Huang, You,Li, Xiaohu
supporting information, p. 9934 - 9937 (2021/10/12)
A phosphine-catalyzed cascade (2+3)/(2+4) cyclization reaction of γ-vinyl allenoates with aldimine esters has been developed to provide a series of chromeno[4,3-b]pyrrole derivatives that contain three contiguous stereogenic centers. The method gives a good yield, excellent chemoselectivity and diastereoselectivity under mild conditions.
Design, syntheses, structure - Activity relationships and docking studies of coumarin derivatives as novel selective ligands for the CB2 receptor
Han, Shuang,Zhang, Fei-Fei,Qian, Hai-Yan,Chen, Li-Li,Pu, Jian-Bin,Xie, Xin,Chen, Jian-Zhong
, p. 16 - 32 (2015/03/05)
The CB2 receptor has been considered as an inspiring drug target for the treatment of pain and immune-related diseases. In the current manuscript, a novel series of coumarin derivatives is reported to be designed and synthesized by combining the structural features of some known ligands for the cannabinoid receptors based on the CoMFA model of the lead compounds. The compounds were evaluated to be highly selective ligands for the CB2 receptor over the CB1 receptor by calcium mobilization assays. Furthermore, SAR results Therefore, molecular docking simulations were performed to calculate the receptor-ligand interactions of our synthesized compounds binding to the CB2 receptor. The understanding of the binding modes could be advantageous for further development of selective ligands for the CB2 receptor.
Does the DABCO-catalysed reaction of 2-hydroxybenzaldehydes with methyl acrylate follow a Baylis-Hillman pathway?
Kaye, Perry T.,Musa, Musiliyu A.,Nocanda, Xolani W.,Robinson, Ross S.
, p. 1133 - 1138 (2007/10/03)
Evidence is presented which supports the intermediacy of dipolar Baylis-Hillman-type adducts in the synthesis of coumarin and chromene derivatives from the reaction of 2-hydroxybenzaldehydes with methyl acrylate in the presence of 1,4-diazabicyclo[2.2.2]octane (DABCO).