1142-39-8

Basic information

• Product Name: 4-Hexyloxybenzoic acid
• Synonyms: 4-n-Hexyloxybenzoic acid,99%;4-Hexyloxybenzoic ac;4-hexoxybenzoic acid;Benzoic acid, p-(hexyloxy)- (8CI);4-(hexyloxy)-benzoicaci;Benzoic acid, 4-(hexyloxy)-;Benzoic acid, p-(hexyloxy)-;p-Hexoylbenzoic acid
• CAS NO: 1142-39-8
• Molecular Formula: C₁₃H₁₈O₃
• Molecular Weight: 222.28
• EINECS: 214-534-9
• Product Categories: Acids & Esters;Anisoles, Alkyloxy Compounds & Phenylacetates;Benzoic Acids (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Organic acids
• Mol File: 1142-39-8.mol
• Article Data: 169

Chemical Properties

• Melting Point: 105-153 °C(lit.)
• Boiling Point: 323.46°C (rough estimate)
• Flash Point: 127.4 °C
• Appearance: white crystalline powder
• Density: 1.0850 (rough estimate)
• Vapor Pressure: 2E-05mmHg at 25°C
• Refractive Index: 1.4940 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: almost transparency in Methanol
• PKA: 4.49±0.10(Predicted)
• BRN: 2210618
• CAS DataBase Reference: 4-Hexyloxybenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hexyloxybenzoic acid(1142-39-8)
• EPA Substance Registry System: 4-Hexyloxybenzoic acid(1142-39-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 1142-39-8(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline powder

Uses

Intermediates of Liquid Crystals

InChI:InChI=1/C13H18O3/c1-2-3-4-5-10-16-12-8-6-11(7-9-12)13(14)15/h6-9H,2-5,10H2,1H3,(H,14,15)/p-1

Upstream product

• 120-47-8 Ethyl 4-hydroxybenzoate 
• 544-10-5 1-Chlorohexane 
• 99-96-7 4-hydroxy-benzoic acid 
• 638-45-9 1-Iodohexane 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 111-25-1 1-bromo-hexane 
• 50822-54-3 methyl 4-hexyloxybenzoate 
• 16782-08-4 sel de potassium de l'acide p-hydroxybenzoique 
• 154845-72-4 4-hexyloxy-benzoic acid ethyl ester 
• 123-08-0 4-hydroxy-benzaldehyde 
• 124-38-9 carbon dioxide 
• 5736-94-7 4-(hexyloxy)benzaldehyde 
• 1041778-08-8 (E,E)-3,6-bis[2-(4-hexyloxyphenyl)vinyl]pyridazine 
• 111-27-3 hexan-1-ol 

Downstream Products

• 67049-49-4 4-hexyloxy-benzoic acid-[3-(2r,6c-dimethyl-piperidino)-propylester]; hydrochloride 
• 39649-71-3 4-hexyloxybenzoyl chloride 
• 38444-39-2 4-Hexyloxy-benzoic acid 4-nonyl-phenyl ester 
• 38444-15-4 4-n-hexyloxy-(4'-n-pentyl-phenyl)-benzoate 
• 38444-26-7 4-Hexyloxy-benzoic acid 4-heptyl-phenyl ester 
• 38454-31-8 4-n-hexyloxyphenyl-ethyl-4'-n-hexyloxybenzoate 
• 586343-48-8 1,4-di-(4''-hexyloxybenzoyloxy)-2-(11'-bromoundecyl)benzene 
• 314058-96-3 4-(4'-hexyloxybenzoyloxy)-3-methoxy benzaldehyde 
• 177424-32-7 4-(2`hydroxy-4`-hexylhydroxybenzoylhydroxy)benzaldehyde 
• 108544-48-5 N-<4-(4-hexyloxybenzoyloxy)-2-hydroxybenzylidene>-4-butylanilide 
• 83867-11-2 thallium salt of 4-hexyloxybenzoic acid 
• 32223-70-4 1-hexyloxy-4-isocyanatobenzene 
• 64581-07-3 4-nitrophenyl 4'-n-hexyloxybenzoate 
• 914257-65-1 C₁₆H₂₄O₄ 

Relevant articles and documents

Preparation, structure and optical properties of thermochromic liquid crystal compounds containing (?)-menthyl with selective reflection

A series of new chiral liquid crystal compounds named MOPnB containing (?)-menthyl group has been prepared and characterized by FT-IR and 1H NMR spectra. The thermal properties and optical textures were investigated by differential scanning calorimetry (DSC) and polarizing optical microscopy (POM). Increasing the length of the terminal alkoxy group tended to decrease the clearing points and narrow the temperature range of the N* phase as well as favored the development of SmC* phase. Furthermore, Bragg selective reflection spectra of the compounds were measured by ultraviolet/visible spectrometer (UV/Vis). All compounds MOPnB (n = 2, 4, 6, 8, 10) revealed the thermochromic property or selective reflection of visible light in the N* phase. Additionally, only MOP10B and MOP12B in the SmC* phase had the thermochromic phenomena and gave red-saffron colour.

Study on some azo liquid crystals as antioxidants for local base oil

Four new azo compounds namely, 2-(sec-butyl)-4-((4-methoxyphenyl)diazenyl) phenyl-4-(hexyloxy)benzoate (I6a), 2-(sec-butyl)-4-(p-tolyldiazenyl)phenyl-4-(hexyloxy) benzoate (I6b), 4-((4-bromophenyl)diazenyl)-2-(sec-butyl)phenyl 4-(hexyloxy)benzoate (I6c) and 2-(sec-butyl)-4-((4-nitrophenyl)diazenyl)phenyl 4-(hexyloxy)benzoate (I6d) were synthesized. Their structure elucidated via Elemental Analysis, FT-IR, 1H-NMR and Mass Spectroscopy. Their mesophase behavior was investigated by Differential Scanning Calorimetry (DSC). They were tested as antioxidants for local base oil. The efficiency of them was investigated via monitoring the oxidation reaction through the change in total acid number (TAN) and viscosity. The obtained results showed that, the efficiency of these compounds was ranked as follows I6d > I6c > I6b > I6a.

Mesomorphism dependence on terminal polar group in the nonlinear novel azoester series

Synthesis of a novel azoester homologous series is carried out with a view to understand and establish the effect of molecular structure on liquid crystal (LC) behaviors of a substance. Novel series consists of ten LC substances. All the homologs are enantiotropically nematogenic without exhibition of smectic property. Transition and melting temperatures, textures of LC are determined by an optical polarizing microscopy equipped with a heating stage. Textures of nematic phase are threaded or schlieren. Transition curves of a phase diagram behaved in normal manner. Nematic–isotropic transition curve exhibited odd–even effect. Analytical and spectral data supported and confirmed the structures of homologues.

Liquid crystalline properties of 3-[4-(4′- alkoxybenzoyloxybenzylidene) amino]-1,2,4-triazines: Synthesis and characterization

A new series of 3-[4-(4′-alkoxybenzoyloxybenzylidene)amino]-1,2,4- triazines, C3H2N3N=CHC6H 4OCOC6H4OCmH2m+1 where m=6, 7, 8, 9, 10, 11, 12, 14, and 16 have been synthesized. These compounds have been characterized by elemental analyses, FT-IR, UV-visible, 1H, and 13C NMR spectroscopy. Mesomorphic properties of these compounds were studied by differential scanning calorimetry and polarizing microscopy. The mesomorphic nature of these compounds is dependent on the alkoxy chain length. The compounds (m=6, 7) do not exhibit mesomorphism while the compounds (m=8, 9, 11, 12, 14) show a monotropic nematic mesophase in cooling cycle. The 3-[4-(4′-decyloxybenzoyloxybenzylidene)amino]-1,2,4-triazine displays an enantiotropic nematic mesophase and the hexadecyloxy compound exhibits the smectic A mesophase. Copyright Taylor & Francis Group, LLC.

Synthesis and characterization of biphenyl-based azo liquid crystals and its optical properties: effect of lateral and tail group

An azo ester-based biphenyl substituted rod-shaped azo-based material has been synthesized and well-characterized and further studied their mesogenic, optical, and thermal properties. All the synthesized derivatives displayed enantiotropical nematic and SmC phases with good temperature range of mesophase which is further influence by the variation of alkyl chain. The present synthesized derivatives having left terminally substituted phenyl ring by -OR inbuilt with ester azo group and right terminally dodecyloxy tail (-OC12H25) at the right terminal end. The mesomorphism is measured by using POM, DSC, and high-temperature XRD technique, and the photophysical behavior was measured by UV-Vis spectroscopy.

Study of mixed mesomorphism in binary systems of azo-ester mesogens with structurally dissimilar nonmesogenic as well as mesogenic ester homologues

We have studied mixed mesomorphism in four binary systems comprising two azo-ester mesogens, viz. 4-(4′-n-alkoxybenzoyloxy)3-methylphenyl azo-2″ and 4″-dimethylbenzenes (where n-alkoxy is n-butoxy or n-hexyloxy), and two ester nonmesogenic and mesogenic components, viz. 4-nitrophenyl-4′-n-alkoxybenzoates (where n-alkoxy is n-butoxy or n-hexyloxy). All the four binary systems are mesogenic in nature, showing nematic phase with threaded/marble texture. The phase diagrams of the binary systems are plotted and eutectic transition temperatures and maximum mesophase ranges of the nematic mesophase in all the systems are determined.

Synthesis of novel discotic mesogen containing electron-transportable oxadiazole moiety

We synthesized and characterized a novel discotic liquid crystalline material (THOB) composed of 1,3,5-tri-substituted benzene core and 2-(4-hexyloxyphenyl)-oxadiazol-5-yl arms. Chemical structure of THOB was characterized using 1H-NMR and mass spectroscopy and its thermal behavior was determined using DSC and polarized optical microscopy. THOB showed narrow mesophase region at around 128°C and exhibited nematic-like texture.

Synthesis, mesomorphic properties and biological evolution of calamitic-shaped chalcone-based LCs: effect of lateral and terminal group

The mesomorphic properties of linear shaped homologous series based on two linkage group have been designed and synthesized with different side chain substituents (-OR) on the one end of terminal side with presence of lateral nitro group and second terminal iodo substituted group. Novel series consists thirteen members (C1 to C8, C10, C12, C14, C16, C18). Compounds (C1 to C6) showed nonliquid crystalline properties while compound (C7 to C18) displayed smectic and nematogenic mesophase properties. The textures of smectic C and nematic phase are fan, schlieren and droplets type. All these compounds were characterized by spectroscopic techniques such as [FTIR] and 1H Nuclear magnetic resonance [NMR] spectroscopy. The mesomorphic properties of these compounds were observed by POM and further confirmed by DSC and XRD. Chalconyl ester based compounds (C3 to C12) shows good antibacterial as well as antifungal activity compared with corresponding standard drugs.

Naphthoyl hydrazine organic gel factor as well as preparation method and application thereof

The invention relates to a naphthoyl hydrazine organic gel factor and a preparation method and application thereof. Where n is-18; wherein n is-18. The alkoxy benzoic acid and the condensation agent are mixed into a mixed solution, naphthalene carbonylhydrazide is added and the condensation reaction is carried out, and the alkoxy benzoic acid and the condensation agent are subjected to condensation reaction and can be prepared by separation and purification. The organic gel factor is mixed with an organic solvent, is heated and dissolved in a sealed state, and after cooling, an organic gel with fluorine ion responsiveness can be obtained. Compared with the prior art, the preparation method has the advantages of simple preparation process, mild reaction conditions, good gel ability for various organic solvents such as methanol and ethanol, and the like. The fluorinion has a remarkable specific response to fluoride ions in a gel state, and shows a remarkable advantage in the aspect of fluorine ion detection.