39905-47-0

Basic information

• Product Name: P-DECYLOXYANILINE
• Synonyms: 4-(Decyloxy)aniline;4-(decyloxy)-benzenamin;Aniline, p-(decyloxy)-;Benzenamine, 4-(decyloxy)-;M & B 2655;m&b2655;p-(decyloxy)-anilin;4-N-DECYLOXYANILINE
• CAS NO: 39905-47-0
• Molecular Formula: C₁₆H₂₇NO
• Molecular Weight: 249.39
• Product Categories: Alkylanilines
• Mol File: 39905-47-0.mol

Chemical Properties

• Boiling Point: 371.3 °C at 760 mmHg
• Flash Point: 166.3 °C
• Appearance: /
• Density: 0.943 g/cm³
• Vapor Pressure: 1.04E-05mmHg at 25°C
• Refractive Index: 1.508
• PKA: 5.23±0.10(Predicted)
• CAS DataBase Reference: P-DECYLOXYANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: P-DECYLOXYANILINE(39905-47-0)
• EPA Substance Registry System: P-DECYLOXYANILINE(39905-47-0)

Safety Data

• Hazardous Substances Data: 39905-47-0(Hazardous Substances Data)

Usage

Uses

Used in Dye and Pigment Production:
P-Decyloxyaniline is used as a key intermediate in the synthesis of dyes and pigments, contributing to the coloration and stability of these products in various applications.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, P-Decyloxyaniline serves as an intermediate for the production of various pharmaceutical compounds, aiding in the development of new drugs and improving the efficacy of existing ones.
Used in Organic Synthesis:
As an intermediate in organic synthesis, P-Decyloxyaniline is utilized in the preparation of a wide range of organic compounds, enhancing the versatility and applicability of chemical processes.
Used as a Catalyst in Chemical Reactions:
P-Decyloxyaniline may also function as a catalyst in certain chemical reactions, facilitating and accelerating the process while remaining unchanged in quantity and chemical properties at the end of the reaction. This application broadens its utility in the chemical industry.

InChI:InChI=1/C16H27NO/c1-2-3-4-5-6-7-8-9-14-18-16-12-10-15(17)11-13-16/h10-13H,2-9,14,17H2,1H3

Upstream product

• 31657-37-1 decyl 4-nitrophenyl ether 
• 55792-68-2 N-(4-(decyloxy)phenyl)acetamide 
• 112-29-8 1-bromo dodecane 
• 100-02-7 4-nitro-phenol 
• 103-90-2 4-acetaminophenol 
• 123-30-8 4-amino-phenol 

Downstream Products

• 104984-85-2 (4-Decyloxy-phenyl)-[1-phenanthren-2-yl-meth-(E)-ylidene]-amine 
• 92524-27-1 (4-Decyloxy-phenyl)-[1-(9H-fluoren-2-yl)-meth-(E)-ylidene]-amine 
• 98459-13-3 Benzoic acid 4-{[(E)-4-decyloxy-phenylimino]-methyl}-phenyl ester 
• 80121-11-5 2-(4-{[(Z)-4-Decyloxy-phenylimino]-methyl}-phenoxy)-N-(4-methoxy-phenyl)-acetamide 
• 80121-19-3 2-(4-{[(Z)-4-Decyloxy-phenylimino]-methyl}-phenoxy)-N-(2-methoxy-phenyl)-acetamide 
• 102091-60-1 4-Heptyloxy-benzoic acid 4-{[(E)-4-decyloxy-phenylimino]-methyl}-phenyl ester 
• 129993-72-2 4-Decyloxy-benzoic acid 4-{[(E)-4-decyloxy-phenylimino]-methyl}-3-hydroxy-phenyl ester 
• 128342-97-2 4-(5,6-dihydro-4-methyl-2H-pyran-5-yloxy)-benzylidene-4'-decoxyaniline 
• 124368-94-1 4-(heptyloxy)-N-(C₆H₄OC₁₀H₂₁)benzaldimine-2-ol 
• 94816-99-6 2-{[(E)-4-Decyloxy-phenylimino]-methyl}-fluoren-9-one 
• 132329-13-6 (4-{[(E)-4-Decyloxy-phenylimino]-methyl}-phenyl)-(4-methyl-3,6-dihydro-2H-pyran-3-yl)-amine 
• 107948-67-4 Terephthalsaeure-bis-<17-(4-n-decyloxy-phenylimino)-estra-1,3,5(10)-trien-3-yl-ester> 
• 108532-36-1 4-Heptyloxy-benzoic acid 4-{[(E)-4-decyloxy-phenylimino]-methyl}-2-methoxy-phenyl ester 
• 124778-82-1 N-(4-(4'-n-hexadecyloxybenzoyloxy)salicidene)-4-n-(C₁₀H₂₁)Oaniline 

Relevant articles and documents

Synthesis and bacteriostatic activities of bis(Thiourea) derivatives with variable Chain Length

A series of 1,4-bis(decoxyphenyl)carbamothioyl-Terephthalamide derivatives was successfully synthesised by reaction of benzene- 1,4-dicarbonyl isothiocyanate intermediates with long alkyl chain. The alkylation was performed via Williamson etherification o

The First tetrafluorinated azobenzene-imidazolium ionic conjugates as potential thermotropic liquid crystalline drugs: Self-assembly properties and cytotoxic effects

A new series of tetrafluorinated azobenzene-imidazolium ionic liquid crystals (ILCs) of varying alkyl chain length (n = 10–18 in even parity) in the imidazolium cationic head group was prepared and characterized using FTIR and NMR spectroscopy, and elemen

Synthesis and characterization of azobenzene derivatives and azobenzene-imidazolium conjugates with selective antimicrobial potential

Five new non-fluorinated and fluorinated azo derivatives, as well as a new series containing five azo-imidazolium conjugates of varying alkyl chain length in the imidazolium head group were prepared and characterized using FTIR and NMR spectroscopy, and e

Polarization effect in luminescent mesogenic BF2 complexes derived from heterocyclic benzothiazoles

Two series of benzo(thia)xazoles 1–2 and one series of boron difluoride complexes 2-BF2 derived from benzothiazoles 2 were reported, and their mesomorphic and optical properties were investigated. The crystal and molecular structures of compound 2 and 2-BF2 (all n = 8) were determined by means of X?ray structural analysis, and both crystallize in the triclinic P-1 and monoclinic P21/c. The geometry at boron center is perfectly tetrahedral, and the overall molecular shapes are considered as rod?shape. Both benzo(thia)xazoles 1 and 2 exhibited N or/and SmC phase, and boron complexes 2-BF2 formed N or/and SmC phase. Benzothiazoles 2 showed a much wider temperature range of mesophase than those of benzoxazoles 1, which were attributed to the better polarization by sulfur atom incorporated. Boron complexes 2-BF2 (n = 10, 12) emitted a yellow?to?green emission at λmax = 569–571 nm in CH2Cl2. This is the first mesogenic BF2 complexes derived from benzothiazoles.

Chiral polymorphism in new imine based rod-like liquid crystals

New imine based rod-like compounds, composed of three-benzene-ring molecular core linked with azomethine as well as ester groups and terminated with (S)-3,7-dimethyloctyloxy chiral unit at one side have been synthesized. The other terminal position has been varied by using n-octyloxy/decyloxy/dodecyloxy groups to reveal chain length effect on mesophase behavior. The liquid crystalline properties of the new compounds have been investigated by polarizing optical microscopy, differential scanning calorimetry and electro-optic studies. The novel chiral calamitics derived from Schiff base or salicylaldimine-core show a chiral polymorphism comprising of blue phase and chiral nematic as well as smectics such as chiral tilted smectic and unidentified smectic mesophase.

Thermotropic Liquid-Crystalline and Light-Emitting Properties of Bis(4-aalkoxyphenyl) Viologen Bis(triflimide) Salts

A series of bis(4-alkoxyphenyl) viologen bis(triflimide) salts with alkoxy chains of different lengths were synthesized by the metathesis reaction of respective bis(4-alkoxyphenyl) viologen dichloride salts, which were in turn prepared from the reaction of Zincke salt with the corresponding 4-n-alkoxyanilines, with lithium triflimide in methanol. Their chemical structures were characterized by 1H and 13C nuclear magnetic resonance spectra and elemental analysis. Their thermotropic liquid-crystalline (LC) properties were examined by differential scanning calorimetry, polarizing optical microscopy, and variable temperature X-ray diffraction. Salts with short length alkoxy chains had crystal-to-liquid transitions. Salts of intermediate length alkoxy chains showed both crystal-to-smectic A (SmA) transitions, Tms, and SmA-to-isotropic transitions, Tis. Those with longer length of alkoxy chains had relatively low Tms at which they formed the SmA phases that persisted up to the decomposition at high temperatures. As expected, all of them had excellent thermal stabilities in the temperature range of 330-370 ?C. Their light-emitting properties in methanol were also included.

Synthesis, liquid crystalline properties and photo switching properties of coumarin-azo bearing aliphatic chains: Application in optical storage devices

A series of novel azo-coumarin derivatives with different aliphatic chain length (3a-e) have been synthesized and characterized for liquid crystal properties and their photoswitching behavior. The incorporation of coumarin along with azobenzene was prepared via esterification reaction and differ in the length of alkyl group, CnH2n+1, where n = 6, 8, 10, 12 and 14. Azo-coumarin bearing C14 alkyl chain shows Smectic–A phase while azo-coumarin bearing rest of long alkyl chain exhibited Nematic phase. The incorporation of natural product moieties into azobenzene network has increased electron delocalisation and liquid crystal properties. The photoswitching properties of said molecules were tested and the coumarin-azo compounds 3a-e took ~46 s to reach photostationary state during UV illumination and exhibited long thermal back relaxation time (~16 h) in solutions. Device is also fabricated to see the performance of the device with respect to the alkyl chain length. Presented studies show the importance of azo-coumarin derivatives with different chain length for the application of optical storage devices.

Structurally simple trimesic amides as highly selective anion channels

Trimesic amide molecules, which contain simple alkyl chains in their periphery, exhibit interesting anion-transport functions. The most active and highly selective channel TA12 efficiently transports ClO4? anions across membranes, with other anions conducted in the order of I? > NO3? > Br? > Cl?.

New long-chain donor-acceptor-donor pyromellitic diimide (PMDI) derivatives. A combined theoretical and experimental study

This study involves the electrochemical, thermal and photophysical profiling of new pyromellitic diimide (PMDI) derivatives containing alkyl chains of different sizes. The photophysical investigation shows that all compounds exhibited absorption in the UV-B region (～290 nm). The band-gaps were calculated by onset peak values of around 4.03 eV. The compounds are photoactive in the UV-A region (312–328 nm) with a small solvatochromic effect in the excited state (Δλem = 16 nm). The electrochemical studies revealed that the reduction of the bisimide moiety showed two waves due to the formation of both the radical anion and a dianion. On the other hand, oxidation showed two waves due to the formation of radical cations and dications. The thermal properties were measured by differential thermal analysis (DTA) and thermogravimetric analysis (TGA), and the materials showed high thermal stability (Td > 300 °C). Theoretical calculations were also performed to study the geometry and charge distribution of these compounds in their ground and excited electronic states. No significant changes in the absorption and emission maxima were found by changing the solvent or substituents attached to the PMDI structure.

Columnar self-assembly of bowl shaped fluorescent liquid crystals based on calix[4]arene with Schiff base units

A new family of bowl-shaped molecules with a calix[4]arene rigid core and appended on four-sides, that display a wide range of hexagonal columnar phases, has been synthesised and well characterized. The thermal behaviours of the present compounds were established using a combination of polarising optical microscopy (POM), differential scanning calorimetry (DSC) and a high-temperature powder X-ray diffraction method (XRD). It is found that all of the synthesised materials show an enantiotropic hexagonal columnar liquid crystal phase. The structural and conformation characterization of these newly synthesised compounds was achieved by FT-IR, 1H NMR, and 13C NMR spectroscopy. All of the synthesised compounds exhibited good blue luminescence in solution under long wavelength UV light. To explore the structure property correlations, the alkoxy side chain group was varied from a lower alkyl spacer to a higher alkyl spacer on the lower rim of the calix[4]arene. The present research specified that the introduction of linking groups on the lower rim with an n-alkoxy side group is an influential approach to obtaining a supramolecular bowl shape liquid crystal which has good thermal and photophysical behaviour.