Production Method 1

4525-48-8

529-20-4

874-33-9

Reaction Conditions

1.1 Reagents: Propanoic acid, 2,2-dimethyl-, sodium salt (1:1) ,  2-Bromo-1,3,5-tris(1-methylethyl)benzene Catalysts: Nickel chloride hexahydrate ,  4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine ,  Benzonitrile, 2,3,4,5,6-penta-9H-carbazol-9-yl- Solvents: Acetonitrile ,  Water ;  8 - 30 h, rt

Reference

Photoinduced Nickel-Catalyzed Selective N-Demethylation of Trialkylamines Using C(sp2)-Bromides as HAT Reagents

Zhang, Xiao ; et al, Journal of the American Chemical Society, 2023, 145(6), 3294-3300

Production Method 2

529-20-4

874-33-9

Reaction Conditions

1.1 Solvents: Diethyl ether ,  Water ;  12 h, rt
2.1 Reagents: Propanoic acid, 2,2-dimethyl-, sodium salt (1:1) ,  2-Bromo-1,3,5-tris(1-methylethyl)benzene Catalysts: Nickel chloride hexahydrate ,  4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine ,  Benzonitrile, 2,3,4,5,6-penta-9H-carbazol-9-yl- Solvents: Acetonitrile ,  Water ;  8 - 30 h, rt

Reference

Photoinduced Nickel-Catalyzed Selective N-Demethylation of Trialkylamines Using C(sp2)-Bromides as HAT Reagents

Zhang, Xiao ; et al, Journal of the American Chemical Society, 2023, 145(6), 3294-3300

2-Methylbenzaldehyde Raw materials

• 2-Methylbenzyldimethylamine

2-Methylbenzaldehyde Preparation Products

• N-methyl-1-(2-methylphenyl)methanamine (874-33-9)
• 2-Methylbenzaldehyde (529-20-4)

• 1. Acetalization of aldehydes and ketones over H4[SiW12O40] and H4[SiW12O40]/SiO2
  Shen Zhao,Yueqing Jia,Yu-Fei Song Catal. Sci. Technol. 2014 4 2618
• 2. Acetalization of aldehydes and ketones over H4[SiW12O40] and H4[SiW12O40]/SiO2
  Shen Zhao,Yueqing Jia,Yu-Fei Song Catal. Sci. Technol. 2014 4 2618
• 3. Pathways, mechanisms, and kinetics: a strategy to examine byproduct selectivity in partial oxidation catalytic transformations on reducible oxides
  Jacob H. Miller,Linh Bui,Aditya Bhan React. Chem. Eng. 2019 4 784
• 4. ortho-C(sp3)–H arylation of aromatic aldehydes using 2-amino-N-methyl-acetamide as a L,L-type transient directing group
  Jinyuan Wang,Yunzhi Liu,Nan Han,Yuan Gao,Jun Luo Org. Biomol. Chem. 2023 21 1878
• 5. Transient imine directing groups for the C–H functionalisation of aldehydes, ketones and amines: an update 2018–2020
  Joe I. Higham,James A. Bull Org. Biomol. Chem. 2020 18 7291

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoyl derivatives
• Solvents and Organic Chemicals Organic Compounds Aldehyde/Ketone

Professional Introduction to 2-Methylbenzaldehyde (CAS No. 529-20-4)

2-Methylbenzaldehyde, with the chemical formula C₈H₈O, is a significant organic compound widely recognized in the field of chemical and pharmaceutical research. Its CAS number, CAS No. 529-20-4, uniquely identifies it in scientific literature and industrial applications. This compound, also known as o-tolualdehyde, is a derivative of benzaldehyde and is characterized by a methyl group substituent at the ortho position relative to the aldehyde functional group.

The synthesis of 2-Methylbenzaldehyde typically involves the oxidation of toluene or the reduction of cinnamaldehyde. Its structural properties make it a valuable intermediate in the production of various fine chemicals, fragrances, and pharmaceuticals. The compound's aromatic nature and reactive aldehyde group contribute to its versatility in organic synthesis.

In recent years, 2-Methylbenzaldehyde has garnered attention for its potential applications in medicinal chemistry. Research has demonstrated its role as a precursor in the synthesis of complex molecules with therapeutic properties. For instance, studies have explored its utility in creating novel compounds that exhibit anti-inflammatory and antimicrobial activities. These findings highlight the compound's significance in developing new drug candidates.

The chemical reactivity of 2-Methylbenzaldehyde allows it to participate in various reactions, including condensation, addition, and polymerization processes. These reactions are fundamental in constructing more intricate molecular frameworks, which are essential for pharmaceutical applications. The compound's ability to form stable intermediates makes it a preferred choice for synthetic chemists working on complex organic transformations.

Moreover, advancements in green chemistry have led to innovative methods for producing 2-Methylbenzaldehyde with higher yields and reduced environmental impact. These methods often involve catalytic processes that minimize waste and energy consumption. Such innovations align with global efforts to promote sustainable chemical manufacturing practices.

The pharmacological potential of 2-Methylbenzaldehyde has been further investigated in recent clinical studies. Researchers have examined its effects on biological pathways associated with neurological disorders, such as Alzheimer's disease. Preliminary findings suggest that derivatives of this compound may help modulate certain neurotransmitter systems, offering a promising avenue for therapeutic development.

In addition to its pharmaceutical applications, 2-Methylbenzaldehyde is widely used in the fragrance industry due to its sweet and floral aroma. It serves as a key component in perfumes and scents, contributing to their distinctive profiles. The compound's olfactory properties make it highly sought after by perfumers and flavor chemists.

The industrial production of 2-Methylbenzaldehyde is well-established, with multiple manufacturers supplying high-purity grades for research and commercial purposes. Quality control measures ensure that the compound meets stringent specifications required for various applications. These measures are crucial for maintaining consistency and reliability in both academic and industrial settings.

The future prospects of 2-Methylbenzaldehyde appear promising, with ongoing research exploring new synthetic routes and potential applications. Collaborative efforts between academia and industry are likely to drive further innovation in this field. As our understanding of chemical interactions deepens, the utility of compounds like CAS No. 529-20-4 will continue to expand.

In conclusion, 2-Methylbenzaldehyde represents a versatile and valuable compound with significant implications in pharmaceuticals, fragrances, and chemical synthesis. Its unique properties and reactivity make it indispensable in modern research and industrial processes. As scientific advancements continue to unfold, the importance of this compound is expected to grow even further.

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• 5779-94-2(2,5-Dimethylbenzaldehyde)
• 147119-69-5(1,2-Benzenedicarboxaldehyde, 3-methyl- (9CI))
• 1123-56-4(2,6-Dimethylbenzaldehyde)
• 28351-09-9(Benzaldehyde, dimethyl-)
• 487-68-3(2,4,6-Trimethylbenzaldehyde)
• 34341-29-2(Benzaldehyde,2,3,6-trimethyl-)
• 15764-16-6(2,4-Dimethylbenzaldehyde)