328-89-2

Basic information

• Product Name: 2-bromo-4-(trifluoromethyl)benzoic acid
• Synonyms: 2-bromo-4-(trifluoromethyl)benzoic acid;2-BroM-4-trifluorMethyl-benzoesaeure;3-Bromo-4-carboxybenzotrifluoride;Benzoic acid,2-broMo-4-(trifluoroMethyl)-;2-Bromo-4-(trifluoromethl)benzoic acid
• CAS NO: 328-89-2
• Molecular Formula: C₈H₄BrF₃O₂
• Molecular Weight: 269.0153696
• EINECS: 206-339-2
• Product Categories: Benzene series;Benzoic acid
• Mol File: 328-89-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 114.0 to 118.0 °C
• Boiling Point: 271.9 °C at 760 mmHg
• Flash Point: 118.3 °C
• Appearance: white to light yellow crystal powder
• Density: 1.773 g/cm³
• Vapor Pressure: 0.00306mmHg at 25°C
• Refractive Index: 1.516
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.34±0.10(Predicted)
• CAS DataBase Reference: 2-bromo-4-(trifluoromethyl)benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-4-(trifluoromethyl)benzoic acid(328-89-2)
• EPA Substance Registry System: 2-bromo-4-(trifluoromethyl)benzoic acid(328-89-2)

Safety Data

• Hazardous Substances Data: 328-89-2(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

InChI:InChI=1/C8H4BrF3O2/c9-6-3-4(8(10,11)12)1-2-5(6)7(13)14/h1-3H,(H,13,14)

Upstream product

• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 124-38-9 carbon dioxide 
• 76710-78-6 tetraethyl ammonium permanganate 
• 66417-30-9 2-bromo-1-methyl-4-(trifluoromethyl)benzene 
• 402-13-1 2-amino-4-trifluoromethylbenzoic acid 
• 402-09-5 2-bromo-4-trifluoromethyl-styrene 

Downstream Products

• 85663-09-8 2-bromo-4-(trifluoromethyl)benzoyl chloride 
• 1350923-88-4 2-bromo-N-((S)-2-hydroxy-2,4-dimethylpentan-3-yl)-4-(trifluoromethyl)benzamide 
• 1350923-89-5 (S)-2-(2-bromo-4-(trifluoromethyl)phenyl)-4-isopropyl-5,5-dimethyl-4,5-dihydrooxazole 
• 1350923-87-3 C₂₇H₂₇F₃NOP 
• 1146214-86-9 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-trifluoropmethylbenzoic acid methyl ester 
• 1400976-18-2 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)benzoic acid 
• 1415130-71-0 2-(6-((3-ethoxy-3-oxopropyl)carbamoyl)pyridin-3-yl)-4-(trifluoromethyl)benzoic acid 
• 23945-26-8 (2-Bromo-4-trifluoromethyl-phenyl)-phenyl-methanone 
• 939812-81-4 2-(cyclohexylamino)-4-(trifluoromethyl)benzoic acid 
• 657-64-7 2-bromo-1-(bromomethyl)-4-(trifluoromethyl)benzene 

Relevant articles and documents

Internal Lewis acid assisted benzoic acid catalysis

Internal Lewis acid assisted benzoic acid derivatives are introduced as new low-molecular-weight single-hydrogen-bond donor catalysts for the activation of nitroalkenes. Selected 2-borylbenzoic acid derivatives gave good yields of products in the addition of indoles to nitroalkenes. Control experiments suggest that both the internal Lewis acid coordination and the carboxylic acid functionalities are critical to the optimal performance of these catalysts. Georg Thieme Verlag Stuttgart New York.

Vanilloid receptor ligands and their use in treatments

Compounds having the general structure and compositions containing them, for the treatment of acute, inflammatory and neuropathic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neuropathic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintained pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritis, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotising agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.

Reagent-modulated optional site selectivities: The metalation of o-, m- and p-halobenzotrifluorides

Chloro(trifluoromethyl)benzenes and bromo(trifluoromethyl)benzenes undergo deprotonation at a position adjacent to the single halogen substituent when treated with alkyllithiums (at -75°C) and, respectively, lithium 2,2,6,6-tetramethylpiperidide (at -100°C) in tetrahydrofuran. Positional ambiguities, if existing, can be exploited to establish optional site selectivities. Thus, butyllithium reacts with 1-chloro-3-(trifluoromethyl)benzene under hydrogen/metal interconversion at the 2-position whereas sec-butyllithium attacks exclusively the 6-position. The latter mode of regioselectivity is also exhibited by 1-bromo-3-(trifluoromethyl)benzene in the presence of lithium 2,2,6,6-tetramethylpiperidide, only 2-bromo-4-(trifluoromethyl)phenyllithium being produced. 2-Bromo-6-(trifluoromethyl)phenyllithium is directly inaccessible, but is formed when 2-bromo-3-(trifluoromethyl)phenyllithium, generated at -100°C, is allowed to isomerize at -75°C.