1014-81-9

Basic information

• Product Name: 3-(Trifluoromethoxy)benzoic acid
• Synonyms: Benzoic acid, 3-(trifluoromethoxy)-;3-(TRIFLUOROMETHOXY)BENZOIC ACID;ALPHA,ALPHA,ALPHA-TRIFLUORO-M-ANISIC ACID;TIMTEC-BB SBB006595;RARECHEM AL BO 0437;M-(TRIFLUOROMETHOXY)BENZOIC ACID;3-(Trifluoromethoxy)benzoic acid 97%;3-(Trifluoromethoxy)benzoicacid97%
• CAS NO: 1014-81-9
• Molecular Formula: C₈H₅F₃O₃
• Molecular Weight: 206.12
• EINECS: 213-802-2
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;C8;Carbonyl Compounds;Carboxylic Acids
• Mol File: 1014-81-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 89-92 °C(lit.)
• Boiling Point: 203°C (rough estimate)
• Flash Point: 101.2 °C
• Appearance: White/Powder
• Density: 1.4251 (estimate)
• Vapor Pressure: 0.25mmHg at 25°C
• Refractive Index: 1.477
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 3.82±0.10(Predicted)
• BRN: 2579574
• CAS DataBase Reference: 3-(Trifluoromethoxy)benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Trifluoromethoxy)benzoic acid(1014-81-9)
• EPA Substance Registry System: 3-(Trifluoromethoxy)benzoic acid(1014-81-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-R36/37/38
• Safety Statements: 26-36-37/39-S37/39-S26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1014-81-9(Hazardous Substances Data)

Usage

Description

3-(Trifluoromethoxy)benzoic acid is a synthetic compound characterized by its white to light yellow crystal powder appearance. It is known for its internal acyl migration and hydrolysis properties, which have been studied in phosphate buffer. 3-(Trifluoromethoxy)benzoic acid belongs to the class of β-1-O-acyl-D-glucopyranuronates and is derived from 2-, 3-, and 4-(trifluoromethyl)benzoic acids.

Uses

Used in Pharmaceutical Industry:
3-(Trifluoromethoxy)benzoic acid is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical properties, including internal acyl migration and hydrolysis, make it a valuable building block for the development of new drugs with potential applications in treating various diseases.
Used in Chemical Research:
In the field of chemical research, 3-(Trifluoromethoxy)benzoic acid serves as a key compound for studying the kinetics of internal acyl migration and hydrolysis of β-1-O-acyl-D-glucopyranuronates. This research contributes to the understanding of the underlying mechanisms and reactions involving these types of compounds, which can be crucial for the development of new chemical processes and applications.
Used in Material Science:
3-(Trifluoromethoxy)benzoic acid's unique crystal structure and chemical properties make it a potential candidate for the development of new materials with specific properties. It can be used in the creation of advanced materials for various applications, such as in electronics, coatings, or as additives in the manufacturing of other products.

InChI:InChI=1/C7H2ClF4NO2/c8-4-1-3(7(10,11)12)2-5(6(4)9)13(14)15/h1-2H

Upstream product

• 124-38-9 carbon dioxide 
• 2252-44-0 1-bromo-3-(trifluoromethoxy)benzene 
• 65-85-0 benzoic acid 
• 772-49-6 m-chloro-α,α,α-trifluoromethoxybenzene 
• 927-84-4 bis(trifluoromethyl)peroxide 

Downstream Products

• 189359-65-7 2-nitro-5-(trifluoromethoxy)benzoic acid 
• 812699-90-4 N-[4-methyl-3-(4-pyrazin-2-yl-pyrimidin-2-ylamino)-phenyl]-3-trifluoromethoxybenzamide 
• 310401-76-4 N-[2-[(2-chloro-9-cyclopentyl-9H-purin-6-yl)-amino]-ethyl]-3-(trifluoromethoxy)-benzamide 
• 869189-76-4 methyl 4-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)sulfonyl]methyl-1-[3-(trifluoromethoxy)benzoyl]piperidine-4-carboxylate 
• 369358-95-2 N'-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-(trifluoromethoxy)benzohydrazide 
• 321195-88-4 3-(trifluoromethoxy)benzohydrazide 
• 226226-50-2 C₂₁H₂₁ClF₃N₃O₃ 
• 1029970-40-8 (2Z)-2-(3-butyl-5-methyl-1,3,4-thiadiazol-2(3H)-ylidene)-1-[3-(trifluoromethoxy)phenyl]ethanone 
• 1005786-35-5 N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-3-(trifluoromethoxy)benzamide 
• 1005786-38-8 N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-4-methoxyphenyl]-3-(trifluoromethoxy)benzamide 
• 1203575-93-2 N-methoxy-N-methyl-3-(trifluoromethoxy)benzamide 
• 1208225-81-3 4-nitro-2-(3-(trifluoromethoxy)phenyl)benzo[d]oxazole 
• 1219948-27-2 C₁₉H₂₀F₃N₃O₄ 
• 170141-63-6 1-(3-trifluoromethoxy-phenyl)ethanone 

Relevant articles and documents

Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow

The first example of photocatalytic trifluoromethoxylation of arenes and heteroarenes under continuous-flow conditions is described. Application of continuous-flow microreactor technology allowed to reduce the residence time up to 16 times in comparison t

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.

Cobalt-catalyzed carboxylation of aryl and vinyl chlorides with CO2

The transition-metal-catalyzed carboxylation of aryl and vinyl chlorides with CO2 is rarely studied, and has been achieved only with a Ni catalyst or combination of palladium and photoredox. In this work, the cobalt-catalyzed carboxylation of aryl and vinyl chlorides and bromides with CO2 has been developed. These transformations proceed under mild conditions and exhibit a broad substrate scope, affording the corresponding carboxylic acids in good to high yields.