(3,4-DIMETHOXYBENZYL)METHYLAMINE

Base Information

• Chemical Name: (3,4-DIMETHOXYBENZYL)METHYLAMINE
• CAS No.: 63-64-9
• Molecular Formula: C10H15NO2
• Molecular Weight: 181.235
• Hs Code.: 2922299090
• Mol file: 63-64-9.mol

Synonyms:Veratrylamine,N-methyl- (6CI,7CI,8CI);N-Methyl-3,4-dimethoxybenzylamine;N-Methylveratrylamine;3,4-Dimethoxy-N-methylbenzylamine;N-(3,4-Dimethoxybenzyl)-N-methylamine;

Chemical Property of (3,4-DIMETHOXYBENZYL)METHYLAMINE

Chemical Property:

• Vapor Pressure: 0.0165mmHg at 25°C
• Refractive Index: n20/D 1.5410(lit.)
• Boiling Point: 103-106 °C0.5 mm Hg(lit.)
• PKA: 9.29±0.10(Predicted)
• Flash Point: >230 °F
• PSA: 30.49000
• Density: 0.951 g/mL at 25 °C(lit.)
• LogP: 1.81410
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

(3,4-Dimethoxybenzyl)methylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of (3,4-DIMETHOXYBENZYL)METHYLAMINE

There total 14 articles about (3,4-DIMETHOXYBENZYL)METHYLAMINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

→ N-methylveratrylamine (63-64-9)

Guidance literature:

Reference yield: 94.0%

3,4-dimethoxy-benzaldehyde (120-14-9) + methylamine (74-89-5) → N-methylveratrylamine (63-64-9)

Guidance literature:

3,4-dimethoxy-benzaldehyde; methylamine; In methanol; water; at 23 ℃; for 1h; Inert atmosphere;

With sodium tetrahydroborate; In methanol; water; at 23 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.12.073

Reference yield:

C15H23NO4 (1470522-09-8) → N-methylveratrylamine (63-64-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 8h;

DOI:10.1016/j.bmcl.2014.05.022

upstream raw materials:

3,4-dimethoxy-benzaldehyde

methylamine

4-chloromethyl-1,2-dimethoxy-benzene

3,4-dimethoxy-N-methylbenzamide

Downstream raw materials:

4-methylaminomethyl-pyrocatechol

2-[(3,4-Dimethoxy-benzyl)-methyl-amino]-1-phenyl-ethanone

N-methyl-N-veratrylveratramide

N-(3,4-Dimethoxy-benzyl)-N-methyl-4-(4-nitro-phenyl)-butyramide

Refernces

THE ROLE OF pH IN THE SYNTHESIS OF DIAZIRIDINES

10.1007/BF00959732

The research focuses on the role of pH in the synthesis of diaziridines from carbonyl compounds, amines, and aminating reagents in water. The study aims to determine the optimal pH for achieving the greatest yield of diaziridines, which shifts with the electronic effects of substituents in the carbonyl compound and the pKBH+ value of the amine. The researchers found that the yield of 3,3-dialkyl diaziridines depends on the pH, with different products formed at pH values above and below 12. The formation of diaziridine rings is explained by intramolecular nucleophilic substitution in an intermediate aminal, and the pH affects the conversion of an aminocarbinol into an immonium ion, which is crucial for diaziridine formation. The chemicals used in this process include carbonyl compounds, amines with varying pKBH+ values, hydroxylamine-O-sulfonic acid (HASA), and N-chloro- and N-bromo-alkylamines as aminating agents. The study concluded that the optimal pH (pHopt) for diaziridine formation is influenced by the electronic effects of substituents and the basicity of the amine, with a shift to less alkaline values necessary for diaziridine formation when electron-withdrawing substituents are present.