13114-22-2

Basic information

• Product Name: N-[(4-CHLOROPHENYL)METHYLENE]METHANAMINE
• Synonyms: N-[(4-CHLOROPHENYL)METHYLENE]METHANAMINE;p-Chlorobenzylidene methylamine
• CAS NO: 13114-22-2
• Molecular Formula: C₈H₈ClN
• Molecular Weight: 153.60882
• Mol File: 13114-22-2.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 266.2°C at 760 mmHg
• Flash Point: 114.8°C
• Appearance: /
• Density: 1.185g/cm³
• Vapor Pressure: 0.00879mmHg at 25°C
• Refractive Index: 1.627
• CAS DataBase Reference: N-[(4-CHLOROPHENYL)METHYLENE]METHANAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(4-CHLOROPHENYL)METHYLENE]METHANAMINE(13114-22-2)
• EPA Substance Registry System: N-[(4-CHLOROPHENYL)METHYLENE]METHANAMINE(13114-22-2)

Safety Data

• Hazardous Substances Data: 13114-22-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H8ClN/c9-8-3-1-7(2-4-8)5-6-10/h1-6H,10H2/b6-5+

Upstream product

• 593-51-1 methylamine hydrochloride 
• 104-88-1 4-chlorobenzaldehyde 
• 111323-52-5 C₁₅H₁₃ClF₃NO₃S 
• 65398-48-3 methylammonium N-methylcarbamate 
• 75-52-5 nitromethane 
• 96-31-1 N,N'-Dimethylurea 
• 104-11-0 N-methyl-4-chlorobenzylamine 
• 82044-38-0 2-methyl-3-p-chlorooxaziridine 
• 74-89-5 methylamine 

Downstream Products

• 39214-20-5 C₁₀H₈Cl₂N₂O₂ 
• 106711-77-7 cis-N-methyl-3-(p-chlorophenyl)-4-carboxy-3,4-dihydro-1(2H)-isoquinolone 
• 106711-77-7 trans-N-methyl-3-(p-chlorophenyl)-4-carboxy-3,4-dihydro-1(2H)-isoquinolone 
• 42171-95-9 N-Methyl-N-(1-oxo-2-phenyl-3-indenyl)p-chlorbenzamid 
• 68114-55-6 3--2,3-diphenyl-acrylsaeure 
• 862208-79-5 C₁₈H₁₂ClNO₃ 
• 1144106-39-7 C₁₂H₁₂ClNO 
• 1112209-14-9 C₁₃H₁₆BClO₃ 
• 1613043-20-1 2-(2-chlorophenyl)-3-methylthiazolidin-4-one 
• 1262999-63-2 2-((4-chlorobenzyl)(methyl)amino)benzaldehyde 

Relevant articles and documents

4,4′-Trimethylenedipiperidine, a safe and greener alternative for piperidine, catalyzed the synthesis of N-methyl imines

A practical and facile synthesis of various N-methyl imines, versatile scaffolds, was conducted at 85?°C using 4,4′-trimethylenedipiperidine as a safe and green catalyst. This reagent is a commercially available solid and can be handled easily. It has high thermal stability, low toxicity, and good solubility in green solvents such as water and ethanol. The regenerated catalyst demonstrated stable activity after several recycle runs, and any changes were detected in its chemical structure by 1H NMR monitoring. The novelty of the current work is that the 4,4′-trimethylenedipiperidine can act as a promising alternative for piperidine in organic reaction at higher temperatures due to its broad liquid range temperature, thermal stability, acceptor/donor hydrogen bond property, and other unique merits. Furthermore, the current protocol avoids waste generation in the workup process, which is a drawback in most previous reported procedures.

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.

Epoxide-Mediated Stevens Rearrangements of α-Amino-Acid-Derived Tertiary Allylic, Propargylic, and Benzylic Amines: Convenient Access to Polysubstituted Morpholin-2-ones

A new strategy has been established for the synthesis of polysubstituted morpholin-2-ones through Stevens rearrangements of tertiary amines via in situ activation with epoxides. A range of α-amino acid-derived tertiary allylic, propargylic, and benzylic amines reacted with epoxides in the presence of zinc halide catalysts to afford structurally diverse allyl-, allenyl-, and benzyl-substituted morpholin-2-ones, respectively, in moderate-to-good yields with high regioselectivity. The process involves [2,3]- and [1,2]-Stevens rearrangements of quaternary ammonium ylide intermediates and constitutes a very convenient method to prepare polysubstituted morpholin-2-ones through tandem formation of C?N, C?O, and C?C bonds. Moreover, replacing epoxides with aziridines permitted the synthesis of polysubstituted piperazin-2-ones.