836-41-9

Basic information

• Product Name: N-(4-METHOXYBENZYLIDENE)ANILINE
• Synonyms: 4'-METHOXYBENZYLIDENEANILINE;N-(4-METHOXYBENZYLIDENE)ANILINE;N-(P-ANISAL)ANILINE;N-(P-ANISYLIDENE)ANILINE;N-(P-METHOXYBENZYLIDENE)ANILINE;4-Methoxybenzyliden-anilin;Benzenamine, N-[(4-methoxyphenyl)methylene]-;N-[(E)-(4-Methoxyphenyl)methylidene]aniline
• CAS NO: 836-41-9
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.26
• EINECS: 212-647-8
• Product Categories: Functional Materials;Liquid Crystals & Related Compounds;Schiff Bases (Liquid Crystals);Imines/Amidines;Nitrogen Compounds;Organic Building Blocks
• Mol File: 836-41-9.mol
• Article Data: 246

Chemical Properties

• Melting Point: 58-59°C
• Boiling Point: 339.002°C at 760 mmHg
• Flash Point: 129.557°C
• Appearance: /
• Density: 1g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.539
• Solubility: almost transparency in Methanol
• PKA: 3.87±0.30(Predicted)
• BRN: 642337
• CAS DataBase Reference: N-(4-METHOXYBENZYLIDENE)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-METHOXYBENZYLIDENE)ANILINE(836-41-9)
• EPA Substance Registry System: N-(4-METHOXYBENZYLIDENE)ANILINE(836-41-9)

Safety Data

• Hazard Codes: Xn,N
• Statements: 36/37/38-51/53-22
• Safety Statements: 26-36-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 836-41-9(Hazardous Substances Data)

Usage

General Description

N-(4-Methoxybenzylidene)aniline is a chemical compound with the molecular formula C14H13NO. It is a yellowish crystalline solid that is commonly used in the synthesis of organic compounds. This chemical is also utilized in the production of dyes and pigments due to its ability to impart color to materials. N-(4-Methoxybenzylidene)aniline is known for its aromatic properties and is often used as a building block in the pharmaceutical and chemical industries. Additionally, it has been researched for its potential biological activities and medicinal properties. However, it is important to handle N-(4-Methoxybenzylidene)aniline with caution, as it can be harmful if ingested or inhaled, and may cause irritation to the skin and eyes.

InChI:InChI=1/C14H13NO/c1-16-14-9-7-12(8-10-14)11-15-13-5-3-2-4-6-13/h2-11H,1H3

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 62-53-3 aniline 
• 57880-71-4 3,3-dichloro-4-(p-methoxyphenyl)-1-phenyl-2-azetidinone 
• 3585-93-1 p-methoxydiphenylnitrone 
• 536-74-3 phenylacetylene 
• 622-37-7 Phenyl azide 
• 3526-43-0 N-(4-methoxybenzyl)aniline 
• 538-51-2 benzylidene phenylamine 
• 98-95-3 nitrobenzene 
• 2393-23-9 4-methoxy-benzylamine 
• 105-13-5 4-Methoxybenzyl alcohol 
• 857402-61-0 N-(pinacolboryl)aniline 
• 768-60-5 4-methoxyphenylacetylen 
• 57270-82-3 5-(4-methoxy-benzylidene)-1,3-dimethyl-pyrimidine-2,4,6-trione 

Downstream Products

• 69998-66-9 2,4-bis-(4-methoxy-phenyl)-3-phenyl-3,4-dihydro-2H-chromeno[3,4-e][1,3]oxazin-5-one 
• 22920-31-6 (E)-1-(4-methoxyphenyl)-2-(1-naphthyl)ethene 
• 65655-83-6 2-(4-methoxyphenyl)-3-phenylthiazoloidin-4-one  
• 58825-55-1 2-(4-methoxy-phenyl)-3-phenyl-6-trifluoromethyl-2,3-dihydro-[1,3,5]oxadiazin-4-one 
• 16143-32-1 2-[4-(4-methoxy-trans-styryl)-phenyl]-naphtho[1,2-d]oxazole 
• 31970-50-0 2-(4-chloro-phenyl)-4-(4-methoxy-phenyl)-3-phenyl-oxazolidine-5,5-dicarbonitrile 
• 31882-15-2 2-methyl-2,3,4-triphenyl-oxazolidine-5,5-dicarbonitrile 
• 31882-08-3 5-cyano-4-(4-methoxy-phenyl)-2,3-diphenyl-oxazolidine-5-carboxylic acid ethyl ester 
• 5676-91-5 N-(4-Methoxy-benzyliden)-N-pikryl-anilinium-chlorid 
• 10295-41-7 α-Chlor-α-<4-methoxy-phenyl>-acetanilid 
• 15804-66-7 α-(4-Methoxy-benzyliden)-α-cyano-essigsaeurephenylamid 
• 23833-82-1 trans-2,3-Bis-<4-methoxy-styryl>-naphthalin 
• 23802-57-5 trans-1,6-Bis-<4-methoxy-styryl>-naphthalin 
• 21850-27-1 trans-4,4'-Bis-<4-methoxy-styryl>-biphenyl 

Relevant articles and documents

β-Lactams (including polycyclic) derived from chromium carbenes

The photolytic reaction of N-methylbenzylideneimine with 12-methoxypodocarpane chromium carbenes gave products derived either from carbon monoxide dissociation followed by 12-methoxy ligation or from oxidation of the carbene metal moiety, while the reacti

Redox-Neutral Imination of Alcohol with Azide: A Sustainable Alternative to the Staudinger/Aza-Wittig Reaction

The traditional Staudinger/aza-Wittig reaction represents one of the most powerful tools for imine formation. However, for this multistep procedure, the sacrificial phosphine has to be used, resulting in difficulties in the purification process and waste disposal at the same time. Here, we report a redox-neutral azide-alcohol imination methodology enabled by a base-metal nickel PN3 pincer catalyst. The one-step, waste-free, and high atom-economical features highlight its advantages further. Moreover, mechanistic insight suggests a non-metal-ligand cooperation pathway based on the observation of an intermediate and density functional theory calculations.

Fe2Mn(μ3-O)(COO)6 Cluster Based Stable MOF for Oxidative Coupling of Amines via Heterometallic Synergy

The direct catalytic oxidative coupling of amines is one of the attracting methods for the synthesis of a variety of pharmaceutical or industrial needed imines. Numerous earth-abundant manganese based salts, oxides, and complexes have been applied in this reaction. However, these compounds suffered from difficult separation, large catalyst loading, complicated reactivation or indeterminate activity. Considering the facts that metal-organic frameworks (MOFs) with crystalline structure, precise composition, and enormous surface area have superior performance in heterogeneous catalytic reactions, herein, we introduced Mn into [Fe3(μ3-O)(CH3COO)6], one of the precursors for the preparation of stable MOFs, and got [Fe2Mn(μ3-O)(CH3COO)6] cluster. After ligand replacement with biphenyl-3,4’,5-tricarboxylic acid (BPTC), heterometallic cluster-based [Fe2Mn(μ3-O)(BPTC)2(DMF)2(H2O)] (1) was obtained. As expected, 1 is stable and able to catalyze the homo- or cross-coupling of amines effectively and selectively with 0.9 mol% catalyst loading at room temperature. Control experiments indicated that the catalytic activity of 1 mainly stems from Mn sites and that Fe synergistically contributes to the stability. Additionally, 1 is recyclable and can be reused easily for at least 8 runs without obvious decrease in catalytic ability. To our knowledge, 1 should be the first heterometallic cluster-based MOF with defined structure suitable for the synthesis of diverse imines from oxidative coupling of amines under mild conditions, which may shed light on the easy preparation of effective heterogeneous catalysts for organic synthesis.