1483-56-3

Basic information

• Product Name: 2-BROMO-5-(TRIFLUOROMETHYL)BENZOIC ACID
• Synonyms: 4-Bromo-3-carboxybenzotrifluoride, 6-Bromo-alpha,alpha,alpha-trifluoro-m-toluic acid
• CAS NO: 1483-56-3
• Molecular Formula: C₈H₄BrF₃O₂
• Molecular Weight: 269.02
• Product Categories: Fluorine series
• Mol File: 1483-56-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 116-117℃
• Boiling Point: 301.048 °C at 760 mmHg
• Flash Point: 135.869 °C
• Appearance: /Solid
• Density: 1.773
• Vapor Pressure: 0.000479mmHg at 25°C
• Refractive Index: 1.516
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.42±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 2-BROMO-5-(TRIFLUOROMETHYL)BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-5-(TRIFLUOROMETHYL)BENZOIC ACID(1483-56-3)
• EPA Substance Registry System: 2-BROMO-5-(TRIFLUOROMETHYL)BENZOIC ACID(1483-56-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 1483-56-3(Hazardous Substances Data)

Usage

Chemical Properties

off-white powder

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

Upstream product

• 124-38-9 carbon dioxide 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 102684-91-3 2-bromo-5-(trifluoromethyl)benzaldehyde 
• 1483-55-2 2-bromo-5-trifluoromethylbenzonitrile 

Downstream Products

• 944836-48-0 2-bromo-5-(trifluoromethyl)-benzoyl chloride 
• 1246444-64-3 (E)-2-(3-hydroxy-3-methylbut-1-enyl)-5-(trifluoromethyl)benzoic acid 
• 869725-53-1 (2-bromo-5-(trifluoromethyl)phenyl)methanol 
• 52548-96-6 2-phenylthio-5-trifluoromethylbenzoic acid 

Relevant articles and documents

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.

A general enantioselective route to the chamigrene natural product family

Described in this report is an enantioselective route toward the chamigrene natural product family. The key disconnections in our synthetic approach include sequential enantioselective decarboxylative allylation and ring-closing olefin metathesis to form the all-carbon quaternary stereocenter and spirocyclic core present in all members of this class of compounds. The generality of this strategy is demonstrated by the first total syntheses of elatol and the proposed structure of laurencenone B, as well as the first enantioselective total syntheses of laurencenone C and α-chamigrene. A brief exploration of the substrate scope of the enantioselective decarboxylative allylation/ring-closing metathesis sequence with fully substituted vinyl chlorides is also presented.

Dibenzyl Amine Compounds and Derivatives

Dibenzyl amine compounds and derivatives, pharmaceutical compositions containing such compounds and the use of such compounds to elevate certain plasma lipid levels, including high density lipoprotein-cholesterol and to lower certain other plasma lipid le