155814-20-3

Basic information

• Product Name: 3,5-BIS(TRIFLUOROMETHYL)CINNAMIC ACID
• Synonyms: 3,5-Bis(trifluoromethyl)cinnamic acid 98%;3,5-Bis(trifluoromethyl)cinnamicacid98%;trans-3,5-Bis(trifluoromethyl)cinnamic acid 98%;3,5-ditrifluoroMethylcinnaMic acid;(2E)-3-[3,5-Bis(trifluoromethyl)phenyl]-2-propenoic acid;(E)-3,5-Bis(trifluoromethyl)cinnamic acid;(E)-3-[3,5-Bis(trifluoromethyl)phenyl]-2-propenoic acid;3-(3,5-Bis(trifluoromethyl)phenyl)acrylic acid
• CAS NO: 155814-20-3
• Molecular Formula: C11H6F6O2
• Molecular Weight: 284.15
• Product Categories: C11 to C12;Carbonyl Compounds;Carboxylic Acids;Building Blocks;C11 to C12;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 155814-20-3.mol

Chemical Properties

• Melting Point: 166-169
• Boiling Point: 274℃
• Flash Point: 120℃
• Appearance: /
• Density: 1.479
• Vapor Pressure: 0.00271mmHg at 25°C
• Refractive Index: 1.47
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 4.07±0.10(Predicted)
• CAS DataBase Reference: 3,5-BIS(TRIFLUOROMETHYL)CINNAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-BIS(TRIFLUOROMETHYL)CINNAMIC ACID(155814-20-3)
• EPA Substance Registry System: 3,5-BIS(TRIFLUOROMETHYL)CINNAMIC ACID(155814-20-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 155814-20-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,5-BIS(TRIFLUOROMETHYL)CINNAMIC ACID is used as a hydrophobic probe for investigating the interactions between hydrophobic guest molecules and polymers forming the micelle core. This application is particularly relevant in the development of drug delivery systems, where understanding the interactions between drugs and polymeric carriers is crucial for designing effective formulations.
Used in Material Science:
In the field of material science, 3,5-BIS(TRIFLUOROMETHYL)CINNAMIC ACID can be used as a component in the development of novel polymeric materials with tailored hydrophobic properties. Its ability to interact with other polymers and guest molecules makes it a valuable tool for creating materials with specific characteristics, such as improved water resistance or enhanced compatibility with other hydrophobic substances.
Used in Chemical Research:
3,5-BIS(TRIFLUOROMETHYL)CINNAMIC ACID serves as a valuable research tool in chemical studies, particularly in the field of supramolecular chemistry. Its hydrophobic nature allows researchers to explore the self-assembly and organization of molecules, as well as the formation of micelles and other nanostructures. This knowledge can be applied to develop new materials and technologies with potential applications in various industries, including pharmaceuticals, cosmetics, and environmental management.

InChI:InChI=1/C11H6F6O2/c12-10(13,14)7-3-6(1-2-9(18)19)4-8(5-7)11(15,16)17/h1-5H,(H,18,19)/b2-1+

Upstream product

• 141-82-2 malonic acid 
• 401-95-6 3,5-Bis(trifluoromethyl)benzaldehyde 
• 184969-49-1 ethyl 3-(3,5-bis(trifluoromethyl)phenyl)acrylate 

Relevant articles and documents

Substituent effects of cis-cinnamic acid analogues as plant growh inhibitors

1-O-cis-Cinnamoyl-β-d-glucopyranose is one of the most potent allelochemicals that has been isolated from Spiraea thunbergii Sieb by Hiradate et al. It derives its strong inhibitory activity from cis-cinnamic acid (cis-CA), which is crucial for phytotoxicity. By preparing and assaying a series of cis-CA analogues, it was previously found that the key features of cis-CA for lettuce root growth inhibition are a phenyl ring, cis-configuration of the alkene moiety, and carboxylic acid. On the basis of a structure-activity relationship study, the substituent effects on the aromatic ring of cis-CA were examined by systematic synthesis and the lettuce root growth inhibition assay of a series of cis-CA analogues having substituents on the aromatic ring. While ortho- and para-substituted analogues exhibited low potency in most cases, meta-substitution was not critical for potency, and analogues having a hydrophobic and sterically small substituent were more likely to be potent. Finally, several cis-CA analogues were found to be more potent root growth inhibitors than cis-CA.

Design, synthesis, and biological evaluation of novel diarylalkyl amides as TRPV1 antagonists

We have developed a new class of diarylalkyl amides as novel TRPV1 antagonists. They exhibited potent 45Ca2+ uptake inhibitions in rat DRG neuron. In particular, the amide 59 was identified as a potent antagonist with IC50 of 57 nM. The synthesis and structure-activity relationship of the diarylalkyl amides are also described.