16642-92-5

Basic information

• Product Name: 4-(Trifluoromethyl)cinnamic acid
• Synonyms: RARECHEM BK HW 0019;PTF-CNA;TRANS-P-(TRIFLUOROMETHYL)CINNAMIC ACID;TRANS-4-(TRIFLUOROMETHYL)CINNAMIC ACID;3-(4-TRIFLUOROMETHYLPHENYL)ACRYLYC ACID;4-(TRIFLUOROMETHYL)CINNAMIC ACID;4-Trifluoromethylcinnamic;4-(Trifluoromethyl)cinnamic acid 98%
• CAS NO: 16642-92-5
• Molecular Formula: C₁₀H₇F₃O₂
• Molecular Weight: 216.16
• EINECS: -0
• Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives;Cinnamic acid;C10;Carbonyl Compounds;Carboxylic Acids
• Mol File: 16642-92-5.mol
• Article Data: 64

Chemical Properties

• Melting Point: 231-233 °C(lit.)
• Boiling Point: 279.2 °C at 760 mmHg
• Flash Point: 122.6 °C
• Appearance: white crystalline powder
• Density: 1.3275 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.21±0.10(Predicted)
• BRN: 2452800
• CAS DataBase Reference: 4-(Trifluoromethyl)cinnamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Trifluoromethyl)cinnamic acid(16642-92-5)
• EPA Substance Registry System: 4-(Trifluoromethyl)cinnamic acid(16642-92-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 16642-92-5(Hazardous Substances Data)

Usage

Description

4-(Trifluoromethyl)cinnamic acid is a white crystalline powder with chemical properties that make it a valuable compound in various applications. It is characterized by the presence of a trifluoromethyl group attached to the 4-position of the cinnamic acid backbone, which contributes to its unique properties and reactivity.

Uses

Used in Pharmaceutical Industry:
4-(Trifluoromethyl)cinnamic acid is used as an internal standard for the determination of A77 1726 (2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]-2-butenamide) in plasma by high-performance liquid chromatography (HPLC). Its chemical stability and compatibility with the HPLC method make it an ideal choice for accurate and reliable quantification of the target compound in biological samples.
Used in Chemical Synthesis:
Due to its unique chemical structure, 4-(Trifluoromethyl)cinnamic acid can be employed as a building block or intermediate in the synthesis of various organic compounds, particularly those with trifluoromethylated aromatic moieties. Its reactivity and stability can be exploited in the development of new pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Analytical Chemistry:
The distinct chemical properties of 4-(Trifluoromethyl)cinnamic acid, such as its white crystalline nature and compatibility with HPLC, make it suitable for use in analytical chemistry as a reference material or standard for the calibration of analytical instruments and methods.

InChI:InChI=1/Cr.3FH.3H2O/h;3*1H;3*1H2/q+3;;;;;;/p-3

Upstream product

• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 141-82-2 malonic acid 
• 124-38-9 carbon dioxide 
• 1034330-32-9 5,5-dimethyl-2-[2-(4-trifluoromethylphenyl)ethen-1-yl]-1,3,2-dioxaborinane 
• 455-13-0 4-Iodobenzotrifluoride 
• 79-10-7 acrylic acid 
• 101466-85-7 ethyl 4-trifluoromethylcinnamate 
• 95123-61-8 4-(trifluoromethyl)cinnamaldehyde 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 292638-85-8 acrylic acid methyl ester 
• 705-31-7 4-trifluoromethylphenylacetylene 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 101466-85-7 ethyl (E)-4-trifluoromethylcinnamate 
• 144-62-7 oxalic acid 

Downstream Products

• 105919-36-6 trans-4-(trifluoromethyl)cinnamoyl chloride 
• 87212-79-1 2,3-Dibromo-3-(4-trifluoromethyl-phenyl)-propionic acid 
• 101466-85-7 ethyl 4-trifluoromethylcinnamate 
• 66432-14-2 N-[(E)-2-(4-Trifluoromethyl-phenyl)-vinyl]-formamide 
• 120681-07-4 3-(4-trifluoromethyl-phenyl)-acryloyl chloride 
• 53473-36-2 3-(4-trifluoromethylphenyl)propionic acid 
• 20754-22-7 methyl (2E)-3-(4-(trifluoromethyl)phenyl)prop-2-enoate 
• 575467-47-9 (E)-1-((R)-2-Pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-3-(4-trifluoromethyl-phenyl)-propenone 
• 575467-47-9 NNC 0038-0000-1202 
• 870524-83-7 (R)-N-[(E)-4-CF₃C₆H₄CHCHC(O)]-4-phenyl-1,3-oxazolidin-2-one 
• 101466-85-7 ethyl (E)-4-trifluoromethylcinnamate 

Relevant articles and documents

(E)-4-methyl-2-(4-(trifluoromethyl) styryl) oxazole compound as well as preparation method and application thereof

The invention belongs to the technical field of medicines, relates to a compound with anti-tumor activity and a specific chemical structure, and in particular relates to an (E)-4-methyl-2-(4-(trifluoromethyl) styryl) oxazole compound as well as a preparation method and an application thereof. The structural general formula of the compound is shown in the specification, wherein an R1 group is substituted by a 2-position, 3-position or 4-position mono-substituted fluorine atom, methyl, chlorine atom, methoxy group, bromine atom or an unsubstituted group; and the R2 group is substituted by a 2-position, 3-position or 4-position mono-substituted methoxy group, a chlorine atom or an unsubstituted group. Pharmacological studies show that the compound has certain inhibitory activity on human non-small cell lung cancer A549 cells, can be used for preparing anti-tumor drugs, and opens up a new way for deep research and development of tumor drugs in the future. The preparation method provided by the invention is simple and feasible, relatively high in yield and easy for large-scale production.

Iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabled aldehyde C-H methylation

A practical and general iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabling aldehyde C-H methylation for the synthesis of methyl ketones has been developed. This mild, operationally simple method uses ambient air as the sole oxidant and tolerates sensitive functional groups for the late-stage functionalization of complex natural-product-derived and polyfunctionalized molecules.