13114-23-3

Basic information

• Product Name: 4-Methoxybenzaldehyde N-MethyliMine
• Synonyms: 4-Methoxybenzaldehyde N-MethyliMine;N-Methyl-4-methoxybenzimine
• CAS NO: 13114-23-3
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 165.18914
• Mol File: 13114-23-3.mol
• Article Data: 50

Chemical Properties

• Boiling Point: 233.1°Cat760mmHg
• Flash Point: 79.9°C
• Appearance: /
• Density: 0.94g/cm³
• Vapor Pressure: 0.0866mmHg at 25°C
• Refractive Index: 1.487
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-Methoxybenzaldehyde N-MethyliMine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxybenzaldehyde N-MethyliMine(13114-23-3)
• EPA Substance Registry System: 4-Methoxybenzaldehyde N-MethyliMine(13114-23-3)

Safety Data

• Hazardous Substances Data: 13114-23-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H11NO/c1-10-7-8-3-5-9(11-2)6-4-8/h3-7H,1-2H3/b10-7+

Upstream product

• 593-51-1 methylamine hydrochloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 74-89-5 methylamine 
• 70972-89-3 N-Chlor-p-methoxy-benzylmethylamin 
• 98760-20-4 C₉H₁₂BrNO 
• 702-24-9 4-methoxy-N-methylbenzylamine 
• 75-52-5 nitromethane 
• 96-31-1 N,N'-Dimethylurea 

Downstream Products

• 54209-07-3 2-(4-methoxy-phenyl)-3-methyl-6-(4-nitro-phenyl)-2,3-dihydro-[1,3,5]oxadiazine-4-thione 
• 116872-28-7 1-methylthio-3-(p-methoxyphenyl)-1,2-cyclopropanedicarboxylic acid diethyl ester 
• 124-40-3 dimethyl amine 
• 84065-86-1 3-tert-Butyl-2-(4-methoxyphenyl)-1-methyl-4-thioxo-3-azetidincarbonitril 
• 91529-76-9 2-Cyan-3,3,N-trimethylbutyrothioamid 
• 91529-54-3 trans-2,2'-(1,2,4-Trithiolan-3,5-diyliden)bis(3-methylbutyronitril) 
• 344869-62-1 2-<5,6-Dihydro-4-(4-methoxyphenyl)-5-methyl-6-oxo-4H-1,3,5-dithiazin-2-yliden>-3-methylbutyronitril 
• 91529-55-4 trans-2,2'-(1,2,4-Trithiolan-3,5-diyliden)bis(3,3-dimethylbutyronitril) 
• 91529-64-5 2-<5,6-Dihydro-4-(4-methoxyphenyl)-5-methyl-6-oxo-4H-1,3,5-dithiazin-2-yliden>-3,3-dimethylbutyronitril 
• 113354-33-9 5-tert-Butyl-2-(4-methoxyphenyl)-3-methyl-6-phenyl-2H-1,3-oxazin-3(4H)-thion 
• 702-24-9 4-methoxy-N-methylbenzylamine 
• 872301-57-0 1,2-Bis-(4-methoxy-phenyl)-N,N'-dimethyl-ethane-1,2-diamine 
• 32872-35-8 N-methyl-p-methoxythiobenzamide 

Relevant articles and documents

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Enantioselective Reductive Coupling of Imines Templated by Chiral Diboron

We herein report a general, practical, and highly efficient method for asymmetric synthesis of a wide range of chiral vicinal diamines via reductive coupling of imines templated by chiral diboron. The protocol features high enantioselectivity and stereospecificity, mild reaction conditions, simple operating procedures, use of readily available starting materials, and a broad substrate scope. The method signifies the generality of diboron-enabled [3,3]-sigmatropic rearrangement.

Mechanosynthesis of N-methyl imines using recyclable imidazole-based acid-scavenger: In situ formed ionic liquid as catalyst and dehydrating agent

1,1′-(1,4-Butanediyl)bis(imidazole) was prepared by a modified method and its application as an efficient promoter was demonstrated for the mechanosynthesis of N-methyl imines using ball milling as a non-conventional process under solvent-free conditions. In this new protocol design, the bis-imidazole acted as a recyclable acid-scavenging agent. This efficient approach to the N-methyl imines displays a combination of the synthetic virtues of a non-conventional condensation reaction with ecological benefits and convenience of a facile mechanosynthetic process. The current method has advantages such as reduced waste by avoiding solvent, exclusion of hazardous materials during the reaction, elimination of handling an anhydrous gas in an evacuated container or a solution of methylamine in ethanol, good yields for relatively unreactive benzaldehydes containing electron-donating substituents, short reaction times, and metal- and acid-free conditions. Furthermore, the promoter was easily regenerated and reused several times with no significant loss of activity.