109467-00-7

Basic information

• Product Name: 2-Amino-5-methylbenzaldehyde
• Synonyms: 2-Amino-5-methylbenzaldehyde
• CAS NO: 109467-00-7
• Molecular Formula: C₈H₉NO
• Molecular Weight: 135.16316
• Mol File: 109467-00-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 266.6±28.0 °C(Predicted)
• Appearance: /
• Density: 1.129±0.06 g/cm3(Predicted)
• PKA: 0.79±0.10(Predicted)
• CAS DataBase Reference: 2-Amino-5-methylbenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-methylbenzaldehyde(109467-00-7)
• EPA Substance Registry System: 2-Amino-5-methylbenzaldehyde(109467-00-7)

Safety Data

• Hazardous Substances Data: 109467-00-7(Hazardous Substances Data)

Usage

General Description

2-Amino-5-methylbenzaldehyde, also known as o-toluidine-2-carboxaldehyde, is an organic chemical compound with the molecular formula C9H9NO. It is a colorless to yellow liquid with a sweet, floral odor. 2-Amino-5-methylbenzaldehyde is commonly used as a building block in the synthesis of various pharmaceuticals, dyes, and other organic compounds. It has also been studied for its potential use as a corrosion inhibitor and as a precursor in the production of various polymers and resins. The compound is considered to be potentially hazardous if ingested or inhaled, and proper safety precautions should be followed when handling it.

Upstream product

• 5858-28-6 5-methyl-2-nitrobenzaldehyde 
• 34897-84-2 2-amino-5-methylbenzyl alcohol 
• 2941-78-8 2-Amino-5-methylbenzoic acid 

Downstream Products

• 916657-01-7 (6-methyl-2-phenyl-quinolin-3-yl)-acetic acid 
• 877-43-0 2,6-dimethylquinoline 
• 1395473-90-1 (S)-2-(4-methoxyphenyl)-6-methyl-1,2,3,4-tetrahydroquinoline 
• 1345511-07-0 2-(biphenyl-4-yl)-7-methyl-1,2,3,4-tetrahydroacridine 
• 1345511-05-8 2-(4-chlorophenyl)-7-methyl-1,2,3,4-tetrahydroacridine 
• 1345511-04-7 2-(4-methoxyphenyl)-7-methyl-1,2,3,4-tetrahydroacridine 
• 1345511-03-6 7-methyl-2-p-tolyl-1,2,3,4-tetrahydroacridine 
• 1345511-00-3 7-methyl-2-phenyl-1,2,3,4-tetrahydroacridine 
• 171917-56-9 Methyl 3-(benzyloxy)-6-methylquinoline-2-carboxylate 
• 171917-59-2 3-(Benzyloxy)-6-methylquinoline-2-carboxylic acid 
• 15104-17-3 2-phenyl-6-methyl-1,4-dihydro-4-oxoquinoline 

Relevant articles and documents

Chemoselective Oxidation of Benzyl, Amino, and Propargyl Alcohols to Aldehydes and Ketones under Mild Reaction Conditions

Catalytic oxidation reactions often suffer from drawbacks such as low yields and poor selectivity. Particularly, selective oxidation of alcohols becomes more difficult when a compound contains more than one oxidizable functional group. In order to deliver a methodology that addresses these issues, herein we report an efficient, aerobic, chemoselective and simplified approach to oxidize a broad range of benzyl and propargyl alcohols containing diverse functional groups to their corresponding aldehydes and ketones in excellent yields under mild reaction conditions. Optimal yields were obtained at room temperature using 1 mmol substrate, 10 mol% copper(I) iodide, 10 mol% 4-dimethylaminopyridine (DMAP), ands 1 mol% 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO) in acetonitrile, under an oxygen balloon. The catalytic system can be applied even when sensitive and oxidizable groups such as alkynes, amines, and phenols are present; starting materials and products containing such groups were found to be stable under the developed conditions.

Mild, selective oxidation of aromatic alcohols using β-cyclodextrin- functionalized glass microparticles: Characterization, stability, and application

The surface of glass microparticle (GMP) was functionalized with β-cyclodextrin (→ GMP-β-CD) and was characterized by x-ray photoelectron spectroscopy (XPS). GMP-β-CD was used to catalyze oxidation of alcohols into aldehydes and katones with excellent yield (86-92%). The modified surface of GMP-β-CD showed no change or degradation after repeated use as confirmed from XPS analysis after 10 cycles. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.] Copyright

Synthesis of quinolinomorphinan derivatives as highly selective δ opioid receptor ligands

We have reported previously the novel δ opioid agonist KNT-127 which showed high affinity and selectivity for the δ receptor. Moreover, the analgesic effect of subcutaneously administered KNT-127 was more potent than that of a prototypical δ agonist (-)-TAN-67 in the acetic acid writhing test. This study of the structure-activity relationship of KNT-127 derivatives focused on the introduction of substituents onto the 5′-, 6′-, 7′- or 8′-position of the quinoline ring and revealed that many derivatives with 5′- or 8′-substituents showed high affinities and selectivities for the δ receptor. Especially, SYK-153 with an 8′-OH group showed the highest affinity and the most balanced and highest selectivity for the δ receptor among the synthesized compounds.