3381-48-4

Basic information

• Product Name: N-(4-METHOXYBENZYLIDENE)-4-FLUOROANILIN&
• Synonyms: N-(4-METHOXYBENZYLIDENE)-4-FLUOROANILIN&;(E)-4-fluoro-N-(4-Methoxybenzylidene)aniline
• CAS NO: 3381-48-4
• Molecular Formula: C₁₄H₁₂FNO
• Molecular Weight: 229.2495832
• Mol File: 3381-48-4.mol
• Article Data: 13

Chemical Properties

• Melting Point: 65-69 °C(lit.)
• Boiling Point: 349.7°C at 760 mmHg
• Flash Point: 165.3°C
• Appearance: /
• Density: 1.07g/cm³
• Vapor Pressure: 9.31E-05mmHg at 25°C
• Refractive Index: 1.529
• PKA: 3.73±0.50(Predicted)
• CAS DataBase Reference: N-(4-METHOXYBENZYLIDENE)-4-FLUOROANILIN&(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-METHOXYBENZYLIDENE)-4-FLUOROANILIN&(3381-48-4)
• EPA Substance Registry System: N-(4-METHOXYBENZYLIDENE)-4-FLUOROANILIN&(3381-48-4)

Safety Data

• Hazard Codes: Xi,N
• Statements: 41-51/53
• Safety Statements: 26-39-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 3381-48-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H12FNO/c1-17-14-8-2-11(3-9-14)10-16-13-6-4-12(15)5-7-13/h2-10H,1H3/b16-10+

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 1195-45-5 para-fluorophenyl isocyanate 
• 2393-23-9 4-methoxy-benzylamine 
• 371-40-4 4-fluoroaniline 
• 874-90-8 4-methoxybenzonitrile 

Relevant articles and documents

Selective Acceptorless Dehydrogenation of Primary Amines to Imines by Core–Shell Cobalt Nanoparticles

Core–shell nanocatalysts are attractive due to their versatility and stability. Here, we describe cobalt nanoparticles encapsulated within graphitic shells prepared via the pyrolysis of a cationic poly-ionic liquid (PIL) with a cobalt(II) chloride anion. The resulting material has a core–shell structure that displays excellent activity and selectivity in the self-dehydrogenation and hetero-dehydrogenation of primary amines to their corresponding imines. Furthermore, the catalyst exhibits excellent activity in the synthesis of secondary imines from substrates with various reducible functional groups (C=C, C≡C and C≡N) and amino acid derivatives.

Visible-Light Photocatalytic Synthesis of Amines from Imines via Transfer Hydrogenation Using Quantum Dots as Catalysts

CdSe/CdS core/shell quantum dots (QDs) can be used as stable and highly active photoredox catalysts for efficient transfer hydrogenation of imines to amines with thiophenol as a hydrogen atom donor. This reaction proceeds via a proton-coupled electron transfer (PCET) from the QDs conduction band to the protonated imine followed by hydrogen atom transfer from the thiophenol to the α-aminoalkyl radical. This precious metal free transformation is easy to scale up and can be carried out by a one-pot protocol directly from aldehyde, amine, and thiophenol. Additional advantageous features of this protocol include a wide substrate scope, high yield of the amine products, extremely low catalyst loading (0.001 mol %), high turnover number (105), and the mild reaction conditions of using visible light or sun light at room temperature in neutral media.

Asymmetric Petasis Borono-Mannich Allylation Reactions Catalyzed by Chiral Biphenols

Chiral biphenols catalyze the asymmetric Petasis borono-Mannich allylation of aldehydes and amines through the use of a bench-stable allyldioxaborolane. The reaction proceeds via a two-step, one-pot process and requires 2–8 mole % of 3,3′-Ph2-BINOL as the optimal catalyst. Under microwave heating the reaction affords chiral homoallylic amines in excellent yields (up to 99 %) and high enantioselectivies (er up to 99:1). The catalytic reaction is a true multicomponent condensation reaction whereas both the aldehyde and the amine can possess a wide range of structural and electronic properties. Use of crotyldioxaborolane in the reaction results in stereodivergent products with anti- and syn-diastereomers both in good diastereoselectivities and enantioselectivities from the corresponding E- and Z-borolane stereoisomers.