39905-44-7

Usage

Uses

Used in Chemical Synthesis Industry:
4-HEPTYLOXYANILINE is used as an intermediate in organic synthesis for the production of various organic compounds, contributing to the creation of a wide array of chemical products.
Used in Dye and Pigment Manufacturing:
4-HEPTYLOXYANILINE is employed as a key component in the manufacturing of dyes and pigments, providing color and stability to these products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 4-HEPTYLOXYANILINE serves as a precursor in the synthesis of various pharmaceuticals, playing a vital role in the development of new medications.
Used in Research and Development:
4-HEPTYLOXYANILINE is utilized in research and development settings for the exploration of new chemical reactions and the synthesis of novel compounds, furthering scientific knowledge and innovation in the field of chemistry.

InChI:InChI=1/C13H21NO/c1-2-3-4-5-6-11-15-13-9-7-12(14)8-10-13/h7-10H,2-6,11,14H2,1H3

Upstream product

• 629-04-9 1-Bromoheptane 
• 1693-39-6 N-(4-hydroxyphenyl)formamide 
• 13565-36-1 1-(heptyloxy)-4-nitrobenzene 
• 636-98-6 p-nitrobenzene iodide 
• 111-70-6 n-heptan1ol 
• 123-30-8 4-amino-phenol 
• 100-02-7 4-nitro-phenol 
• 4282-40-0 1-Iodoheptane 
• 203116-01-2 4-(heptyloxy)benzamide 
• 619-57-8 p-hydroxybenzamide 
• 99-96-7 4-hydroxy-benzoic acid 
• 103-90-2 4-acetaminophenol 
• 540-37-4 p-aminoiodobenzene 
• 55792-60-4 4-Heptyloxyacetanilide 

Downstream Products

• 105746-16-5 1-(4-Heptyloxy-phenyl)-4-propyl-piperazine 
• 94495-18-8 5-Ethoxy-2-{[(E)-4-heptyloxy-phenylimino]-methyl}-phenol 
• 104931-66-0 (4-Heptyloxy-phenyl)-[1-phenanthren-2-yl-meth-(E)-ylidene]-amine 
• 79605-40-6 [1-(9H-Fluoren-2-yl)-meth-(E)-ylidene]-(4-heptyloxy-phenyl)-amine 
• 105746-21-2 1-Heptyl-4-(4-heptyloxy-phenyl)-piperazine 
• 1033125-88-0 4-(4-Heptyloxy-phenylazo)-phenol 

Relevant academic research and scientific papers

Mesomorphic phase transition of a cyclotetraphosphazene containing schiff base moieties: Comparison with the corresponding cyclotriphosphazene

Newly prepared octakis{4-[N-(4'- heptyloxyphenyl)iminomethyl]phenoxy}cyclotetraphosphazene, consisting of a cyclotetraphosphazene ring backbone and Schiff base sidechain groups has been found to generate an enantiotropic smectic A phase; this is a first e

Selective Functionalization of Graphene at Defect-Activated Sites by Arylazocarboxylic tert-Butyl Esters

The development of versatile functionalization concepts for graphene is currently in the focus of research. Upon oxo-functionalization of graphite, the full surface of graphene becomes accessible for C?C bond formation to introduce out-of-plane functional

Photoresponsive behavior of hydrophilic/hydrophobic-based novel azobenzene mesogens: Synthesis, characterization and their application in optical storage devices

Three series of alkoxy chain-bearing azobenzene-derived quaternary ammonium iodides with an alkoxy chain at one end, namely N,N-diethanol-6-(4-((4′-alkyloxyphenyl)diazenyl)phenoxy)hexan-1-ammonium iodides, N-ethyl-N-ethanol-6-(4-((4′-alkyloxyphenyl)diazenyl)phenoxy)hexan-1-ammonium iodides and N,N-diethyl-6-(4-((4′-alkyloxyphenyl)diazenyl)phenoxy)hexan-1-ammonium iodides were synthesized and characterized. Their mesomorphic and photoswitching properties were examined via polarising optical microscopy (POM), differential scanning calorimetry (DSC) and UV-vis spectrophotometry. The liquid crystalline tilted schlieren texture of smectic C, non-tilted natural focal conic texture of smectic A and smectic B phases were observed in the N,N-diethanol- and N-ethyl-N-ethanol-bearing ammonium group substituted at the terminal via the alkoxy chain of the azo moiety. In these azo moieties, the equilibrium time for trans-cis isomerization was about 1 min and cis-trans isomerization occurred at around 590 min, which had the highest alkoxy chain and no hydroxyl group on their head group. The absence of a hydroxyl group on the terminal head group resulted in slow thermal back relaxation, whereas the hydroxyl group-bearing head group showed fast thermal back relaxation. These results suggest that the influence of the substituent on the cationic ammonium head group and alkoxy chain length on the photoisomerization of the azo compounds is vital for optical storage devices. Furthermore, the device fabricated using these materials demonstrated that they are excellent candidates for optical image storage applications.

Synthesis of N-Substituted Iminosugar Derivatives and Evaluation of Their Immunosuppressive Activities

It is important to find more effective and safer immunosuppressants, because clinically used immunosuppressive agents have significant side effects. A series of N-substituted iminosugar derivatives were designed and synthesized, and their immunosuppressive effects were evaluated by the CCK-8 assay. The results revealed that iminosugars 10 e and 10 i, that is, (3R,4S)-1-(4-heptyloxylphenylethyl)pyrrolidine-3,4-diol and (3R,4S)-1-[2-(2-chloro-4-(p-tolylthio)-phenyl-1-yl)ethyl]pyrrolidine-3,4-diol, respectively, exhibited the strongest inhibitory effects on mouse splenocyte proliferation (IC50=2.16 and 2.48 μm, respectively), whereas the iminosugars containing an amide group near the hydrophilic head (compounds 10 j–n) exhibited no inhibitory effects. Further studies revealed that the inhibitory effects on splenocyte proliferation may have come from the suppression of both IFN-γ and IL-4 cytokines. Our results suggest that synthetic iminosugars, especially compounds 10 e and 10 i, hold potential as immunosuppressive agents.

Synthesis and mesomorphic properties of 2,4-bis(4′-n-pentyloxybenzoyloxy)- benzylidine-4″- n-alkoxyaniline

The synthesis and mesomorphic properties of a new series of 2,4-bis(4′-npentyloxybenzoyloxy)- benzylidine-4″ -n-alkoxyaniline (DC5An) are reported. The molecular structure of compounds was confirmed by FTIR, 1H-NMR, 13C-NMR, mass spectroscopy and elemental analysis. The mesomorphic properties were studied by differential scanning calorimetry (DSC) and polarizing optical microscopy (POM) measurements. All compounds of the series exhibit nematic (N) and smectic C (SmC) phases. The first four homologues (DC5A1-DC5A4) display a N mesophase, whereas the highest homologues (DC5A5-DC5A10) exhibit an enantiotropic dimorphism N and SmC phases. The mesomorphic properties of the present series are compared and discussed with other structurally related series.

Molecular flexibility operated mesomorphism by end groups in azoester series

A novel azoester homologous series, RO?C6H4?COO?C6H4?N = N?C6H4?OC7H15(n) (para) has been synthesized and studied with a view to understanding and establishing the effects of molecular structure on mesomorphic properties with reference to tthe flexible terminal chain. The novel azoester series consists of thirteen (C1–C18) members. Mesomorphism commences from C5 homologue. C1–C4 homologues are nonmesomorphic, C5 homologue is only nematogenic and C6–C18 homologues are smectogenic and nematogenic. All mesogenic homologues are enantiotropically mesomorphic. Transition temperatures and textures were determined by polarizing optical microscopy (POM) and a heating stage. Cr-M/I transition curve follows a zigzag path of rising and falling values and behaves in a normal manner. The Sm-N and N-I transition curves of a phase diagram behave in the normal established manner except for a small deviation for the higher homologues (C14 and C16). An odd-even effect is exhibited by Sm-N and N-I transition curves. Analytical spectral and thermal data support the molecular structures. Smectic and nematic thermal stabilities are 93.62°C and 114.3°C, respectively. Smectic and nematic mesophas elengths range from 12.0°C to 18.0°C and 11.0°C to 31.0°C. The series is predominantly nematogenic and partly smectogenic and of middle order melting type. Group efficiency order derived for smectic and nematic. Smectic and nematic: ?OCH3 > ?OC4H9 > ?OC7H15(n).

Synthesis and properties of 4-[(E)-(4'-R-phenyl)diazenyl]phthalonitriles and cobalt phthalocyanines obtained therefrom

The diazotization-azocoupling method has been utilized to prepare a series of previously unknown 4-[(E)-(4'-R-phenyl)diazenyl]phthalonitriles, which were further transformed into the corresponding cobalt phthalocyanines. The effect of the peripheral substitution of the phthalocyanine ligand on the spectral properties of the prepared compounds has been demonstrated.

Synthesis, crystal structure and DFT studies of N-[4-(Heptyloxy)phenyl]-4-methylpyrimidin-2-amine

The compound N-[4-(heptyloxy)phenyl]-4-methylpyrimidin-2-amine with the molecular formula C18H25N3O was synthesized and recrystallized from CH3OH. The compound was characterized by 1H NMR, MS, HRMS and X-ray diffraction. The compound crystallized in the monoclinic space group P2(1)/c with a = 9.426 (2), b = 14.434 (3), c = 12.884 (3) ?, α = 90, β = 93.779 (3), γ = 90°, V = 1749.2 (6) ?3, Z = 4 and R = 0.0402 for 1798 observed reflections with I > 2σ(I). Theoretical calculation of the title compound was carried out with B3LYP/6-31G (d, p). The full geometry optimization was carried out using 6-31G (d, p) basis set and the frontier orbital energy. The optimized geometric bond lengths and bond angles obtained by using DFT(B3LYP) show the best agreement with the experimental data.

Liquid crystalline properties of dimers having o-, m- and p- positional molecular structures

With the objective to design and synthesis of Schiff's base symmetrical liquid crystal dimmers and to study the effect of molecular structure variation (o-ortho, m-meta, p-para) and change in alkoxy terminal chain length on mesomorphic properties of liquid crystals, We have synthesized Schiff base dimers from dialdehyde derivative containing 2-hydroxy-1,3-dioxypropylene as short spacer with aniline derivatives having different lengths of terminal alkoxy chains (n = 5, 7, 9). The chemical structure of the final products was characterized by proton nuclear magnetic resonance (1H NMR) spectroscopy and fourier transform infrared (FT-IR) spectroscopy. The mesomorphic properties and optical textures of the resultant dimers were characterized by differential scanning calorimetry (DSC) and polarized optical microscopy (POM). The existence of smectic A phase transition was confirmed by the observation of batonnets and fan shaped textures in optical microscopy when compound were heated from crystalline phase. All of the dimers of this series, with the exception of 2S5 -ortho, -meta, -para, were thermotropic liquid crystal. The compound 2S9 -meta was monotropic, while the rest were enantiotropic. It was found that the change in terminal alkoxy chain length has pronounced effect on the mesomorphic properties. The temperature range of smectic A phase window widens with increasing alkoxy chain length.

Liquid-crystalline polymorphism of 4-heptyloxybenzylidene-4′- alkyloxyanilines and their phase equilibrium with 4-octyloxyphenyl 4-nitrobenzoate

This paper describes the synthesis and liquid-crystalline properties of the homologous series of 4-heptyloxybenzylidene-4′-alkyloxyanilines (7-n). Six of them are presented for the first time. Based on the polarization microscopy (POM and TOA methods) and the calorimetric (DSC) measurements following polymorphism has been detected: nematic, smectic C and smectic I mesophases. The presence of these mesophases was confirmed by the miscibility method, using 4-octyloxyphenyl 4-nitrobenzoate and terephtal-bis (4-butyloaniline) as a mesophase references. Extraordinary results have been found in the mixtures of the investigated compounds with 4-octyloxyphenyl 4-nitrobenzoate; Induced smectic A has been observed, which is connected with very strong intermolecular interactions. Additionally destabilization of nematic and smectic C phases was visible.