110683-38-0

Basic information

• Product Name: 3-[4-(Heptyloxy)phenyl]-2-propenoic acid
• Synonyms: 3-[4-(Heptyloxy)phenyl]-2-propenoic acid;4-(Heptyloxy)cinnamic acid
• CAS NO: 110683-38-0
• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.34
• Mol File: 110683-38-0.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 414.2°C at 760 mmHg
• Flash Point: 147.9°C
• Appearance: /
• Density: 1.057
• Vapor Pressure: 1.33E-07mmHg at 25°C
• Refractive Index: 1.542
• PKA: 4.61±0.10(Predicted)
• CAS DataBase Reference: 3-[4-(Heptyloxy)phenyl]-2-propenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[4-(Heptyloxy)phenyl]-2-propenoic acid(110683-38-0)
• EPA Substance Registry System: 3-[4-(Heptyloxy)phenyl]-2-propenoic acid(110683-38-0)

Safety Data

• Hazardous Substances Data: 110683-38-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H22O3/c1-2-3-4-5-6-13-19-15-10-7-14(8-11-15)9-12-16(17)18/h7-12H,2-6,13H2,1H3,(H,17,18)/b12-9+

Upstream product

• 7400-08-0 para-coumaric acid 
• 123-08-0 4-hydroxy-benzaldehyde 
• 629-04-9 1-Bromoheptane 
• 141-82-2 malonic acid 
• 27893-41-0 4-(n-heptyloxy)benzaldehyde 

Downstream Products

• 76622-45-2 (E)-3-(4-Heptyloxy-phenyl)-acrylic acid 4-formyl-phenyl ester 
• 111833-25-1 (E)-3-(4-Heptyloxy-phenyl)-acryloyl chloride 

Relevant articles and documents

The effect of position of octadecyloxy tail on the formation of liquid crystal with chalconyl-ester and chalconyl-vinyl ester series: Comparison with corresponding linkage group

Two series of chalconyl-based liquid crystals which differ from each other in the position of the first linking group have been synthesized and characterized by elemental analyses and spectroscopic techniques such as Fourier transform infrared and proton magnetic resonance magnetic resonance [1H NMR] spectroscopy. The mesomorphic properties of these compounds were observed by optical polarized light microscopy (POM) and differential scanning calorimetry (DSC). We have synthesized two homologous series viz. 3-(3-(4-(Octadecyloxy) phenyl) acrylonyl) phenyl 3-(4-n-alkoxyphenyl) acrylate (series-1) and 3-(3-(4-(Octadecyloxy) phenyl) acryloyl) phenyl 4-n-alkoxy benzoate (series-2). Series-1 has chalconyl-ester central linkage group while in series-2 chalconyl-vinyl ester group is present and tail octadecyloxy side chain is common in both homologous series. All the homologous in present series display LC property in enantiotropical manner except first three homologous in both series.

Mesomorphism dependence on heterocyclic tail

A novel homologous series of liquid crystal materials containing a heterocyclic ring was synthesized with a view to understanding and establishing the relation between liquid crystal (LC) properties and a molecular structure; and with a view to curing skin-related diseases following biological activity studies. The series consist of 13 (C1 to C18) members. All the members are liquid crystals. The C4 to C18 members are smectogenic of which C4 and C5 are monotropic and remaining members (C6 to C18) are enantiotropic in nature; whereas all C1 to C18 members are enantiotropically nematogenic. Hence the C1, C2, C3 members are only nematogenic and the rest of the homologues are smectogenic in addition to nematogenic. Transition temperatures were determined by an polarizing optical microscope equipped with heating stage. Analytical and spectral data confirmed the molecular structures of homologues. It is a middle ordered melting type series. LC properties of a series are compared with the structurally known series.

Study of mesomorphism and its relation to molecular structure with special reference to central bridges viz. -COO- and -CH=CH-COO- of the homologous series

Two ester homologous series of mesogens, viz., Methyl-p-(p′-n-alkoxy benzoyloxy) cinnamates (X) and Methyl-p-(p′-n-alkoxy cinnamoyloxy) cinnamates (Y) being structurally similar are discussed. Both (X) and (Y) differ in respect of central bridges linking two phenyl rings. Only enantiotropic nematogenic character is observed without exhibition of any smectic character by all members of series (X) and (Y). Thermal stability of series (X) is relatively low as compared to (Y), but nematogenic mesophase lengths are of reverse order. Solid-nematic/solid-isotropic and nematic-isotropic transition curves in the phase diagrams behave in normal manner.