33228-45-4

Basic information

• Product Name: 4-HEXYLANILINE
• Synonyms: 4-HEXYL-PHENYLAMINE;4-HEXYLANILINE;4-N-HEXYLANILINE;A-N-HEXYLANILINE;LABOTEST-BB LT00159039;P-HEXYLANILINE;TIMTEC-BB SBB006538;(p-hexyl)-anilin
• CAS NO: 33228-45-4
• Molecular Formula: C₁₂H₁₉N
• Molecular Weight: 177.29
• EINECS: 251-409-8
• Product Categories: Alkyl;Alkylanilines;Anilines (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;Amines;C11 to C38;Nitrogen Compounds;Building Blocks;C12;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 33228-45-4.mol

Chemical Properties

• Melting Point: -45°C (estimate)
• Boiling Point: 279-285 °C(lit.)
• Flash Point: >230 °F
• Appearance: clear yellow to red liquid
• Density: 0.919 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00309mmHg at 25°C
• Refractive Index: n20/D 1.525(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 5.00±0.10(Predicted)
• Water Solubility: Insoluble in water.
• Sensitive: Light Sensitive
• CAS DataBase Reference: 4-HEXYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HEXYLANILINE(33228-45-4)
• EPA Substance Registry System: 4-HEXYLANILINE(33228-45-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: BY2305000
• Hazardous Substances Data: 33228-45-4(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4-Hexylaniline is used as a dyestuff intermediate in the chemical industry. Its unique structure allows it to be a key component in the synthesis of various dyes and pigments, contributing to the color and stability of these products.
Used in Pharmaceutical Industry:
4-Hexylaniline is used as a building block in the manufacturing of certain pharmaceuticals. Its chemical properties make it a valuable precursor for the development of new drugs, potentially leading to advancements in medicine.
Used in Chromatography:
4-Hexylaniline is used in the fabrication of reversed-phase (RP) and ion-exchange mixed-mode monolithic materials for capillary liquid chromatography (LC). These materials are crucial for the separation and analysis of complex mixtures in various fields, including pharmaceuticals, environmental analysis, and food science.
Used in Nanotechnology:
4-Hexylaniline has been employed in the preparation of stable ruthenium nanoparticles. These nanoparticles have potential applications in various fields, such as catalysis, electronics, and medicine, due to their unique properties and high surface area.

InChI:InChI=1/C12H19N/c1-2-3-4-5-6-11-7-9-12(13)10-8-11/h7-10H,2-6,13H2,1H3

Upstream product

• 1077-16-3 hexylbenzene 
• 38395-78-7 1-(4-nitrophenyl)hexane 
• 62-53-3 aniline 
• 111-27-3 hexan-1-ol 
• 111-25-1 1-bromo-hexane 
• 4746-32-1 N-hexylaniline 
• 592-41-6 1-hexene 
• 106-47-8 4-chloro-aniline 
• 100-44-7 benzyl chloride 
• 638-45-9 1-Iodohexane 
• 71-43-2 benzene 
• 942-92-7 caprophenone 
• 142-61-0 Hexanoyl chloride 
• 540-37-4 p-aminoiodobenzene 

Downstream Products

• 71758-11-7 2,6-Diethyl-4-hexyl-phenylamine 
• 34293-76-0 C₂₂H₂₂N₂O₇S₂^(2-)*2Na⁽¹⁺⁾ 
• 37055-02-0 2-[(4-Hexyl-phenyl)-hydrazono]-malonic acid 
• 139137-71-6 Oxalsaeure-N,N-bis(4-n-hexylphenyl)amid 
• 42243-39-0 5-Ethoxy-2-{[(E)-4-hexyl-phenylimino]-methyl}-phenol 
• 133586-46-6 4-[(E)-4-Hexyl-phenylimino]-5-hydroxy-4H-naphthalen-1-one 
• 132239-99-7 2-Benzoyloxy-5-hydroxy-4'-hexyl-azobenzene 
• 117514-83-7 2-(4-Hexyl-phenyl)-6-nitro-benzo[de]isoquinoline-1,3-dione 
• 39777-10-1 N-p-Aethoxybenzyliden-p-n-hexylanilin 
• 39777-13-4 N-(4-n-pentyloxybenzylidene)-4'-n-hexylaniline 
• 39777-11-2 N-(4-propoxybenzylidene)-4-hexylaniline 
• 39777-12-3 pentoxy-benzylidene-hexylaniline 
• 111338-09-1 4-Hexyl-benzenediazonium 

Relevant articles and documents

CLASS II HMG-COA REDUCTASE INHIBITORS AND METHODS OF USE

Disclosed are compositions and methods for treating bacterial infections.

Liquid-crystalline polymorphism of symmetrical azobananas: Bis(4-(4-alkylphenyl)azophenyl) 2-nitroisophtalates

In this paper we present a series of novel compounds, bis(4-(4-alkylphenyl) azophenyl) 2-nitroisophtalates, which exhibit nematic and banana-type liquidcrystalline phases. The alkyl chain length varies from 1 to 18 carbons. The first ten members of this series exhibit nematic phase. The last eleven compounds exhibit banana-type liquid crystalline phases. The propyl and pentyl derivatives have extra second type of banana mesophase. Copyright Taylor & Francis Group, LLC.

Photochemical conversion of 4-chloroaniline into 4-alkylanilines

Irradiation of 4-chloroanilines in the presence of alkenes gives 4-(2′-chloroalkyl)-anilines. When the irradiation is carried out in the presence of NaBH4, 4-alkylanilines are obtained directly. The reaction appears to occur via the corresponding phenyl cation.

Photoinduced, ionic Meerwein arylation of olefins

Irradiation of 4-chloroaniline or of its N,N-dimethyl derivative in polar solvents generates the corresponding triplet phenyl cations. These are trapped by alkenes yielding arylated products in medium to good yields. B3LYP calculations show that the triplet cation slides with negligible activation energy to a bonded adduct with ethylene, whereas it forms only a marginally stabilized CT complex with water (chosen as a representative σ nucleophile). The structure of the final products depends on the preferred path from the adduct cation with the alkene. In the case of aryl olefins, this deprotonates to stilbene derivatives, while, from 2,3-dimethyl-2-butene and allytrimethylsilane, allylanilines are obtained by elimination of an electrofugal group in γ. In the case of mono- and disubstituted alkenes the cation adds chloride rather than eliminating and β-chloroalkylanilines are obtained. The regio- and sterochemistry of the addition across the alkene are best understood with a phenonium ion structure for the adduct. The nucleophile entering in fi can be varied under conditions in which the adduct cation is trapped more efficiently than the starting phenyl cation. Thus, β-methoxyalkylanilines are formed when the irradiation is carried out in methanol. β-Iodoalkylanilines are obtained in acetonitrile containing iodide and unsubstituted alkylanilines in the presence of sodium borohydride. A case of intramolecular nucleophilic trapping is found with 4-pentenoic acid. The reaction is a wide-scope ionic analogue of the radicalic Meerwin arylation of olefins.

Synthesis and evaluation of 4-alkylanilines as mammary tumor inhibiting aromatase inhibitors

The 4-alkylanilines 1-20 were synthesized to elucidate the importance of the glutarimide moiety for the aromatase inhibiting activity of aminoglutethimide [3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione, AG], the only non-steroidal aromatase inhibitor which is commercially available at present. The most interesting compounds were the (4-aminophenyl)cycloalkanes 4-6 (4, c-pentyl; 5, c-hexyl; 6, c-heptyl) and the 1-alkyl-1-(4-aminophenyl)cyclohexanes 1-3 (1, CH3; 2, C2H5; 3, n-C3H7). Derivatives 1-6 are stronger inhibitors of human placental aromatase than AG exhibiting relative potencies from 1.5 to 2.7 (AG≡1). For selectivity of action, the inhibition of desmolase (cholesterol side chain cleavage enzyme) was determined. Compounds 1-3 showed an inhibition comparable to AG, whereas compounds 4-6 exhibited no effect on desmolase. Being more potent and selective aromatase inhibitors in vitro, compounds 4-6, however, were not superior to AG in vivo, when the reduction of plasma estradiol concentration and the tumor inhibiting activity (PMSG-primed SD rats and DMBA-induced mammary carcinoma of the SD rat, postmenopausal model) were concerned.

Antifungal 2-anilinothiazolines

Fungal infections of the skin and mucous membranes may be controlled by topical administration of a pharmaceutical composition comprising a N-(3- or 4-alkylphenyl)4,5-dihydro-2-thiazolamine.

LIQUID CRYSTALLINE PROPERTIES OF 4-CHLOROBENZYLIDENE-4-AKYLANILINES

A new group of Schiff bases containing a polar terminal group was synthesized: .The alkyl was changed from n=1 to n=12.Based on calorimetric (DSC) studies and on observations of textures the phase situation was characterized.

Study of the Influence of Molecular Length on the Characteristics of the Ordered Smectic Phase.

Study of DTA and X-rays of p-phenyl-benzylidene-p'-alkylanilines of mesomorphic phases demonstrates the predominant role of the aliphatic chain length. In effect, it governs the appearance of the different phases; the correlation between layers decreases for greater chain lengths. The nonlinear variations of SmB layer thickness for these compounds shows clearly the importance of steric effects coupled with the molecular length with respect to the dipolar effect.