330-12-1

Basic information

• Product Name: 4-(Trifluoromethoxy)benzoic acid
• Synonyms: RARECHEM AL BO 0419;P-TRIFLUOROMETHYL CARBOXYPHENYL ETHER;P-TRIFLUOROMETHOXYBENZOIC ACID;TIMTEC-BB SBB000455;4-(Trifluoromethoxy)benzoic acid 97%;4-(Trifluoromethoxy)benzoicacid97%;4-(Trifluoromethoxy)benzoic acid, 98+%;a,a,a-trifluoro-p-anisic acid
• CAS NO: 330-12-1
• Molecular Formula: C₈H₅F₃O₃
• Molecular Weight: 206.12
• EINECS: 206-352-3
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;C8;Carbonyl Compounds;Carboxylic Acids;Benzoic acid series
• Mol File: 330-12-1.mol
• Article Data: 19

Chemical Properties

• Melting Point: 150-154 °C(lit.)
• Boiling Point: 203°C (rough estimate)
• Flash Point: 93.026 °C
• Appearance: White to cream/Powder
• Density: 1.4251 (estimate)
• Vapor Pressure: 0.0373mmHg at 25°C
• Refractive Index: 1.478
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, Methanol
• PKA: 3.85±0.10(Predicted)
• BRN: 977356
• CAS DataBase Reference: 4-(Trifluoromethoxy)benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Trifluoromethoxy)benzoic acid(330-12-1)
• EPA Substance Registry System: 4-(Trifluoromethoxy)benzoic acid(330-12-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 330-12-1(Hazardous Substances Data)

Usage

Description

4-(Trifluoromethoxy)benzoic acid is a substituted benzoic acid characterized by its white to light yellow crystal powder appearance. It is known for its unique chemical properties that make it a valuable compound in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Industry:
4-(Trifluoromethoxy)benzoic acid is used as a key intermediate for the synthesis of various biologically active compounds, primarily for its role in the development of antifungal and antimalarial agents. Its chemical structure allows for the creation of drugs that can effectively combat these diseases by targeting specific pathways in the pathogens.
Used in Chemical Industry:
In the chemical industry, 4-(Trifluoromethoxy)benzoic acid is utilized as a building block for the production of other complex organic molecules. Its trifluoromethoxy group provides unique reactivity and properties that can be exploited in the synthesis of a wide range of compounds, making it a versatile component in the development of new materials and chemicals.

InChI:InChI=1/C8H5F3O3/c9-8(10,11)14-6-3-1-5(2-4-6)7(12)13/h1-4H,(H,12,13)

Upstream product

• 124-38-9 carbon dioxide 
• 407-14-7 1-bromo-4-(trifluoromethoxy)benzene 
• 332-25-2 4-(trifluoromethoxy)benzonitrile 
• 50824-05-0 4-trifluoromethoxybenzyl bromide 
• 65-85-0 benzoic acid 
• 1736-74-9 4-trifluoromethoxybenzyl alcohol 
• 150162-39-3 N-hydroxy-1-[4-(trifluoromethoxy)phenyl]methaneimine 
• 659-28-9 p-trifluoromethoxybenzaldehyde 
• 169222-42-8 (4-(trifluoromethoxy)-phenyl)magnesium bromide 
• 927-84-4 bis(trifluoromethyl)peroxide 
• 1736-08-9 4-ethenylphenyl trifluoromethyl ether 

Downstream Products

• 52333-86-5 2-(4-trifluoromethoxyphenyl)oxazolo[4,5-b]pyridine 
• 27914-35-8 C₂₂H₂₂F₆N₂O₄ 
• 27914-45-0 C₂₃H₂₂F₆N₂O₅ 
• 28510-16-9 C₂₃H₂₀F₆N₂O₄ 
• 27890-89-7 C₃₁H₂₈F₉N₃O₆ 
• 27890-80-8 C₂₁H₂₀F₆N₂O₄ 
• 27914-62-1 C₂₀H₁₈F₆N₂O₄Se₂ 
• 27914-36-9 C₂₃H₂₄F₆N₂O₄ 
• 27914-37-0 C₂₄H₂₆F₆N₂O₄ 
• 27914-42-7 C₂₂H₂₂F₆N₂O₅ 
• 27914-41-6 C₂₃H₂₅F₆N₃O₄ 
• 27890-79-5 C₂₅H₂₈F₆N₂O₄ 
• 27890-82-0 C₂₆H₃₀F₆N₂O₄ 
• 27890-96-6 C₂₇H₃₂F₆N₂O₄ 

Relevant articles and documents

1,2-Dibutoxyethane-Promoted Oxidative Cleavage of Olefins into Carboxylic Acids Using O2 under Clean Conditions

Herein, we report the first example of an effective and green approach for the oxidative cleavage of olefins to carboxylic acids using a 1,2-dibutoxyethane/O2 system under clean conditions. This novel oxidation system also has excellent functional-group tolerance and is applicable for large-scale synthesis. The target products were prepared in good to excellent yields by a one-pot sequential transformation without an external initiator, catalyst, and additive.

Radical C?H Trifluoromethoxylation of (Hetero)arenes with Bis(trifluoromethyl)peroxide

Trifluoromethoxylated (hetero)arenes are of great interest for several disciplines, especially in agro- and medicinal chemistry. Radical C?H trifluoromethoxylation of (hetero)arenes represents an attractive approach to prepare such compounds, but the high cost and low atom economy of existing .OCF3 radical sources make them unsuitable for the large-scale synthesis of trifluoromethoxylated building blocks. Herein, we introduce bis(trifluoromethyl)peroxide (BTMP, CF3OOCF3) as a practical and efficient trifluoromethoxylating reagent that is easily accessible from inexpensive bulk chemicals. Using either visible light photoredox or TEMPO catalysis, trifluoromethoxylated arenes could be prepared in good yields under mild conditions directly from unactivated aromatics. Moreover, TEMPO catalysis allowed for the one-step synthesis of valuable pyridine derivatives, which have been previously prepared via multi-step approaches.

CO2 (De)Activation in Carboxylation Reactions: A Case Study Using Grignard Reagents and Nucleophilic Bases

Carbon dioxide (CO2) is an intrinsically stable molecule. However, its reactivity toward nucleophilic bases has constituted an appealing characteristic for applications such as CO2 capture and functionalization. To shed light on the role of nucleophilic bases in CO2 functionalization, we performed some mechanistic studies using nitrogen-containing bases as an additive-in catalytic amounts-for carboxylation reactions of Grignard reagents. Our kinetic analysis and in situ infrared spectroscopy revealed the role of nucleophilic bases, particularly that of DBU (1,8-diazabicycloundec-7-ene), in CO2 (de)activation for carboxylation reactions.