104-13-2

Basic information

• Product Name: 4-Butylaniline
• Synonyms: Aniline, 4-butyl-;Aniline, p-butyl-;Benzenamine,4-butyl-;p-Aminobutylbenzene;p-Aminobutyl-benzene;p-butylaminobenzene;Butylaniline,98%;L-1,2,3-Tetrahhydroisoquinoline-3-Carboxylic Acid
• CAS NO: 104-13-2
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.23
• EINECS: 203-177-4
• Product Categories: Intermediates of Dyes and Pigments;Anilines (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;Amines;C9 to C10;Nitrogen Compounds
• Mol File: 104-13-2.mol
• Article Data: 22

Chemical Properties

• Melting Point: -14°C
• Boiling Point: 133-134 °C14 mm Hg(lit.)
• Flash Point: 215 °F
• Appearance: Clear yellow to slightly brown/Liquid
• Density: 0.945 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.094mmHg at 25°C
• Refractive Index: n20/D 1.535(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.91±0.10(Predicted)
• Sensitive: Air Sensitive
• BRN: 1447268
• CAS DataBase Reference: 4-Butylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Butylaniline(104-13-2)
• EPA Substance Registry System: 4-Butylaniline(104-13-2)

Safety Data

• Hazard Codes: T
• Statements: 23/24/25-36/37/38
• Safety Statements: 23-26-36/37/39-45
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• RTECS: BW9470000
• TSCA: Yes
• Hazardous Substances Data: 104-13-2(Hazardous Substances Data)

Usage

Chemical Properties

Orange liquid

Uses

4-Butylaniline is used in the fabrication of RP/ion-exchange, mixed-mode, monolithic materials for capillary LC.

Biochem/physiol Actions

4-Butylaniline is a mammalian retinoid cycle inhibitor that reversibly suppresses the recovery of the outward R(2) component of ERC (early receptor current) from Vitamin A and 11-cis-retinal-loaded cells.

InChI:InChI=1/C10H15N/c1-2-6-10(11)9-7-4-3-5-8-9/h3-5,7-8,10H,2,6,11H2,1H3

Upstream product

• 54120-39-7 4-Butyl-N,N-bis(trimethylsilyl)anilin 
• 26227-73-6 N-(4-methoxybenzylidene)-4-(n-butyl)aniline 
• 142-04-1 aniline hydrochloride 
• 71-36-3 butan-1-ol 
• 2492-82-2 N-butylanilinium chloride 
• 1126-78-9 N-(n-butyl)aniline 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 20651-75-6 1-butyl-4-nitro-benzene 
• 62-53-3 aniline 
• 109-72-8 n-butyllithium 
• 106-40-1 4-bromo-aniline 
• 15499-27-1 4-n-butylchlorobenzene 
• 6640-50-2 1,2,3,4-tetrahydroquinolin-8-ol 
• 120-15-0 6-methoxy-1,2,3,4-tetrahydroquinoline 

Downstream Products

• 100369-67-3 N-(4-butyl-phenyl)-glycine 
• 43096-26-0 N-[4-(4-Butyl-phenylamino)-9,10-dioxo-9,10-dihydro-anthracen-1-yl]-3-chloro-benzamide 
• 35684-24-3 N-(4-butylphenyl)-4-methoxybenzamide 
• 43095-95-0 N-[4-(4-Butyl-phenylamino)-9,10-dioxo-9,10-dihydro-anthracen-1-yl]-4-nitro-benzamide 
• 29140-22-5 2-methyl-1,1,3-trioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[e][1,2]thiazine-4-carboxylic acid 4-butyl-anilide 
• 90520-53-9 C₃₄H₃₆N₂O₂S₂ 
• 85946-29-8 1-Amino-4-nitro-9,10-dioxo-9,10-dihydro-anthracene-2-carboxylic acid (4-butyl-phenyl)-amide 
• 122062-66-2 4-butyl-N-<(benzotriazol-1-yl)methyl>aniline 
• 127395-22-6 Bis-benzotriazol-2-ylmethyl-(4-butyl-phenyl)-amine 
• 127395-21-5 Benzotriazol-2-ylmethyl-benzotriazol-1-ylmethyl-(4-butyl-phenyl)-amine 
• 127395-20-4 Bis-benzotriazol-1-ylmethyl-(4-butyl-phenyl)-amine 
• 74246-39-2 2--6-methyl-4(3H)-pyrimidinone 
• 18331-68-5 α-Isonitroso-4-butylacetanilide 
• 66292-52-2 N-(carboxymethyl)-N-<2-(4-butylphenyl)amino>-2-oxoethylglycine 

Relevant articles and documents

Nematic to smectic texture transformation in MBBA by in situ synthesis of silver nanoparticles

The present study describes the texture changes in 'nematic' N-(4-methoxybenzylidene)-4-butylaniline (MBBA) by in situ synthesis of silver nanoparticles in the system without any external reducing or stabilizing agents. Optical polarizing microscopy (OPM), differential scanning calorimetry (DSC), nuclear magnetic resonance (NMR) spectroscopy, Fourier-transform infrared (FT-IR) spectroscopy, and scanning and transmission electron microscopy (SEM and TEM) were utilized to understand the mechanistic details of the texture transformation in MBBA. The experimental results collectively suggest that the silver nanoparticles are generated through the reduction of silver ions by MBBA upon heat treatment, followed by a clear texture transformation from 'nematic' to 'smectic'. The 'smectic' MBBA - Ag NP conjugate forms a stable luminescent glassy phase on rapid cooling, with an emission maximum of 500 nm upon photo-excitation at the silver plasmon absorption. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2010.

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Scalable Negishi Coupling between Organozinc Compounds and (Hetero)Aryl Bromides under Aerobic Conditions when using Bulk Water or Deep Eutectic Solvents with no Additional Ligands

Pd-catalyzed Negishi cross-coupling reactions between organozinc compounds and (hetero)aryl bromides have been reported when using bulk water as the reaction medium in the presence of NaCl or the biodegradable choline chloride/urea eutectic mixture. Both C(sp3)-C(sp2) and C(sp2)-C(sp2) couplings have been found to proceed smoothly, with high chemoselectivity, under mild conditions (room temperature or 60 °C) in air, and in competition with protonolysis. Additional benefits include very short reaction times (20 s), good to excellent yields (up to 98 %), wide substrate scope, and the tolerance of a variety of functional groups. The proposed novel protocol is scalable, and the practicability of the method is further highlighted by an easy recycling of both the catalyst and the eutectic mixture or water.

Superhydrophobic nickel/carbon core-shell nanocomposites for the hydrogen transfer reactions of nitrobenzene and N-heterocycles

In this work, catalytic hydrogen transfer as an effective, green, convenient and economical strategy is for the first time used to synthesize anilines and N-heterocyclic aromatic compounds from nitrobenzene and N-heterocycles in one step. Nevertheless, how to effectively reduce the possible effects of water on the catalyst by removal of the by-product water, and to further introduce water as the solvent based on green chemistry are still challenges. Since the structures and properties of carbon nanocomposites are easily modified by controllable construction, a one step pyrolysis process is used for controllable construction of micro/nano hierarchical carbon nanocomposites with core-shell structures and magnetic separation performance. Using various characterization methods and model reactions the relationship between the structure of Ni?NCFs (nickel-nitrogen-doped carbon frameworks) and catalytic performance was investigated, and the results show that there is a positive correlation between the catalytic performance and hydrophobicity of catalysts. Besides, the possible catalytically active sites, which are formed by the interaction of pyridinic N and graphitic N in the structure of nitrogen-doped graphene with the surfaces of Ni nanoparticles, should be pivotal to achieving the relatively high catalytic performance of materials. Due to its unique structure, the obtained Ni?NCF-700 catalyst with superhydrophobicity shows extraordinary performances toward the hydrogen transfer reaction of nitrobenzene and N-heterocycles in the aqueous state; meanwhile, it was also found that Ni?NCF-700 still retained its excellent catalytic activity and structural integrity after three cycles. Compared with traditional catalytic systems, our catalytic systems offer a highly effective, green and economical alternative for nitrobenzene and N-heterocycle transformation, and may open up a new avenue for simple construction of structure and activity defined carbon nanocomposite heterogeneous catalysts with superhydrophobicity.

Aromatic amine compound synthesis method

The invention discloses an aromatic amine compound synthesis method which is characterized in that the method is implemented according to any of two methods. The first method includes the steps: mixing an alkyl aromatic compound with a general formula (I) and a nitrogen-containing compound with a general formula (II); performing reaction on mixture under an oxidizing agent and an organic solvent to obtain an aromatic amine compound with a general formula (III). The second method includes the steps: mixing an aromatic alcohol derivative with a general formula (I') and the nitrogen-containing compound with the general formula (II); performing reaction on mixture under an acid additive and an organic solvent to prepare the aromatic amine compound with the general formula (III). According to the method, a lot of alkyl aromatic compounds or aromatic alcohol derivatives firstly serve as raw materials, and the raw materials are reacted to generate the aromatic amine compound without the action of metal catalysis. Compared with a traditional synthesis method, the synthesis method has the advantages that the method is high in yield and simple in condition, waste discharging amount is less,metal participation is omitted, a reaction device is simple, industrial production is easily achieved and the like. The method has a wide application prospect.