38489-80-4

Basic information

• Product Name: Benzaldehyde,3-methoxy-,o
• Synonyms: Benzaldehyde,3-methoxy-,o;(E)-3-Methoxybenzaldehyde oxiMe;(E/Z)-3-Methoxybenzaldehyde oxime
• CAS NO: 38489-80-4
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.164
• Product Categories: alcohol
• Mol File: 38489-80-4.mol
• Article Data: 65

Chemical Properties

• Boiling Point: 257.8°Cat760mmHg
• Flash Point: 109.7°C
• Appearance: /
• Density: 1.07g/cm³
• Vapor Pressure: 0.00731mmHg at 25°C
• Refractive Index: 1.51
• CAS DataBase Reference: Benzaldehyde,3-methoxy-,o(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde,3-methoxy-,o(38489-80-4)
• EPA Substance Registry System: Benzaldehyde,3-methoxy-,o(38489-80-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 38489-80-4(Hazardous Substances Data)

Usage

General Description

Benzaldehyde, 3-methoxy-,o is a chemical compound with the molecular formula C8H8O2. It is a colorless liquid with a characteristic almond-like odor, commonly used as a flavoring agent in food and beverage products. It is also used in the production of fragrances, dyes, and pharmaceuticals. Benzaldehyde, 3-methoxy-,o is a key intermediate in the synthesis of various organic compounds and is an important building block in organic chemistry. It is considered to be a hazardous substance and appropriate precautions should be taken when handling and storing it.

InChI:InChI=1/C8H9NO2/c1-11-8-4-2-3-7(5-8)6-9-10/h2-6,10H,1H3

Upstream product

• 6971-51-3 3-methoxybenzyl alcohol 
• 5071-96-5 3-METHOXYBENZYLAMINE 
• 19693-78-8 2-(3-methoxyphenyl)-1,3-dioxolane 
• 591-31-1 3-methoxy-benzaldehyde 
• 2972-72-7 2-(3-methoxybenzylidene)malononitrile 
• 536-90-3 m-Anisidine 
• 1068468-43-8 hexahydro-1,3,5-tris-(3-methoxyphenyl)-1,3,5-triazine 
• 100-66-3 methoxybenzene 
• 22755-24-4 sodium salt of nitromethane 
• 100-46-9 benzylamine 
• 100-83-4 meta-hydroxybenzaldehyde 

Downstream Products

• 5813-86-5 m-methoxybenzamide 
• 5071-96-5 3-METHOXYBENZYLAMINE 
• 1527-89-5 3-methoxybenzonitrile 
• 91098-97-4 benzoic acid-(3-methoxy-benzylidenehydrazide) 
• 26994-69-4 3-methoxy-benzaldehyde (E)-O-(1,1-dioxo-1H-1λ⁶-benzo[d]isothiazol-3-yl)-oxime 
• 54308-43-9 2-(3-methoxyphenyl)-1,3-dithiane 
• 163890-98-0 3,9-bis-(3-methoxy-phenyl)-2,4,8,10-tetraoxa-spiro[5.5]undecane 
• 591-31-1 3-methoxy-benzaldehyde 
• 128671-81-8 4-Formyl-3-(3-methoxy-phenyl)-1,1-diphenyl-2,4a,5,6-tetrahydro-1H-[2]pyrindine-5,6-dicarboxylic acid dimethyl ester 
• 638132-74-8 (E)-N-(3-methoxybenzylidene)-P,P-diphenylphosphinic amide 
• 917388-43-3 C₁₄H₁₅NO₄ 

Relevant articles and documents

On the mixed oxides-supported niobium catalyst towards benzylamine oxidation

A series of mixed oxides-supported niobium-based catalysts has been synthesized and applied towards oxidation reactions of benzylamine derivatives. Under the optimized reaction conditions, the selectivity to oxime enhanced, leading to the main product with up to 72 %. Moreover, even α-substituted benzylamines were well tolerated and led to oximes in good isolated yields. It is important to mention; four equivalents of the harmless and inexpensive hydrogen peroxide were employed as oxidizing agent. Mechanism hypothesis suggested that the reaction proceed to selective benzylamine oxidation into nitroso intermediate, following by formation of the corresponding oxime tautomer mediated by an unstable water produced by NbOx supported catalyst. This consists the first mixed oxides-supported niobium-based catalyst for selective oxidation of benzylamines to oximes.

HCl-mediated cascade cyclocondensation of oxygenated arylacetic acids with arylaldehydes: one-pot synthesis of 1-arylisoquinolines

In this paper, a concise, open-vessel synthesis of 1-arylisoquinolines is describedviaHCl-mediated intermolecular cyclocondensation of oxygenated arylacetic acids with arylaldehydes in the presence of NH2OH and alcoholic solvents under mild and one-pot reaction conditions. A plausible mechanism is proposed and discussed herein. In the overall reaction process, only water was generated as the byproduct. Various environmentally friendly reaction conditions are investigated for convenient transformationviathe (4C + 1C + 1N) annulation. This protocol provides a highly effective ring closureviathe formations of one carbon-carbon (C-C) bond, two carbon-nitrogen (C-N) bonds and one carbon-oxygen (C-O) bond.

1,3-Dipolar Cycloaddition, HPLC Enantioseparation, and Docking Studies of Saccharin/Isoxazole and Saccharin/Isoxazoline Derivatives as Selective Carbonic Anhydrase IX and XII Inhibitors

Two series of saccharin/isoxazole and saccharin/isoxazoline hybrids were synthesized by 1,3-dipolar cycloaddition. The new compounds showed to be endowed with potent and selective inhibitory activity against the cancer-related human carbonic anhydrase (hCA) IX and XII isoforms in the nanomolar range, while no affinity was encountered for off-targets, such as hCA I and II. Successive enantioseparation on a milligram scale of the most representative compounds led to the discovery that (S)-isomers were more potent than their corresponding (R)-enantiomers. Lastly, molecular modeling studies were conducted to define those structural requirements that were responsible for the discrimination among selected human isoforms of carbonic anhydrases. Two nanomolar hCA IX and XII inhibitors were also screened for their selective toxicity against non tumoral primary cells (fibroblasts) and against a breast adenocarcinoma cell line (MCF7) in hypoxic environment. The efficacious combination of these compounds with doxorubicin on MCF7 cells was demonstrated after 72 h of treatment.