80418-13-9

Basic information

• Product Name: (S)-1-(4-Bromophenyl)-2,2,2-trifluoroethanol
• Synonyms: (S)-1-(4-Bromophenyl)-2,2,2-trifluoroethanol;(S)-4-Bromo-α-(trifluoromethyl)benzenemethanol;(S)-α-(Trifluoromethyl)-4-bromobenzenemethanol;(αS)-α-(Trifluoromethyl)-4-bromobenzenemethanol;[S,(+)]-p-Bromo-α-(trifluoromethyl)benzyl alcohol;(S)-2,2,2-Trifluoro-1-(4-bromophenyl)ethanol;(αS)-4-Bromo-α-(trifluoromethyl)benzenemethanol,99%e.e.
• CAS NO: 80418-13-9
• Molecular Formula: C₈H₆BrF₃O
• Molecular Weight: 255.0318496
• Mol File: 80418-13-9.mol
• Article Data: 68

Chemical Properties

• Melting Point: 54-56 °C
• Boiling Point: 282.8°C at 760 mmHg
• Flash Point: 124.8°C
• Appearance: /
• Density: 1.665g/cm³
• Vapor Pressure: 0.00155mmHg at 25°C
• Refractive Index: 1.506
• PKA: 11.68±0.10(Predicted)
• CAS DataBase Reference: (S)-1-(4-Bromophenyl)-2,2,2-trifluoroethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-(4-Bromophenyl)-2,2,2-trifluoroethanol(80418-13-9)
• EPA Substance Registry System: (S)-1-(4-Bromophenyl)-2,2,2-trifluoroethanol(80418-13-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 80418-13-9(Hazardous Substances Data)

Usage

General Description

(S)-1-(4-Bromophenyl)-2,2,2-trifluoroethanol is an organic compound that belongs to a class of molecules known as chiral trifluoromethylated alcohols. The "S" in its name refers to its specific Stereochemistry, which means it has a specific three-dimensional arrangement of atoms. Its molecular formula is C8H6BrF3O. (S)-1-(4-Bromophenyl)-2,2,2-trifluoroethanol contains a bromophenyl group (a benzene ring with a bromine atom attached), a trifluoroethanol group (an ethanol group with three fluorine atoms replacing three hydrogen atoms), and is chiral, meaning it is not superimposable on its mirror image. This chemical is used in the synthesis of other organic compounds and is of potential interest to many areas of research, including medicinal chemistry and materials science.

InChI:InChI=1/C8H6BrF3O/c9-6-3-1-5(2-4-6)7(13)8(10,11)12/h1-4,7,13H/t7-/m0/s1

Upstream product

• 16184-89-7 4'-bromo-2,2,2-trifluoroacetophenone 
• 1122-91-4 4-bromo-benzaldehyde 
• 445476-82-4 N,N-dimethyl-(1-phenyl-2,2,2-trifluoroethoxytrimethylsilyl)-amine 
• 75-46-7 trifluoromethan 
• 421-53-4 2,2,2-trifluoro-1,1-ethanediol 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 1264737-67-8 N-(4-methylbenzenesulphonyl)-benzene-trifluoromethyl sulfoximine 
• 340-07-8 N-(trifluoroacetyl)piperidine 
• 589-87-7 1,4-bromoiodobenzene 
• 844-40-6 diphenylmethanol trifluoroacetate 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 807329-97-1 TurboGrignard 
• 407-38-5 2,2,2-trifluoroethyl trifluoroacetate 
• 80418-12-8 1-(4-bromo-phenyl)-2,2,2-trifluoro-ethanol 

Downstream Products

• 84877-48-5 1-(4-bromophenyl)-2,2,2-trifluoroethyl trilfuoromethanesulfonate 
• 84877-45-2 1-(p-bromophenyl)-2,2,2-trifluoroethyl tosylate 
• 16184-89-7 4'-bromo-2,2,2-trifluoroacetophenone 
• 1033805-92-3 (S)-3-(4-{2-amino-6-[(S)-1-(4-bromophenyl)-2,2,2-trifluoroethoxy]pyrimidin-4-yl}phenyl)-2-tert-butoxycarbonylaminopropionic acid 
• 945978-63-2 2,2,2-trifluoro-1-(3'-fluoro-[1,1'-biphenyl]-4-yl)ethan-1-ol 
• 1374996-91-4 methyl 2-[1-(4-bromophenyl)-2,2,2-trifluoroethoxy]-4-methylpentanoate 
• 1160270-12-1 4-[4-(2,2,2-trifluoro-1-hydroxyethyl)phenyl]-7-[4-(trifluoromethyl)phenyl]-2-naphthoic acid 
• 1160270-20-1 4-{4-[(1S)-2,2,2-trifluoro-1-hydroxyethyl]phenyl}-7-[4-(trifluoromethyl)phenyl]-2-naphthoic acid 
• 1383703-73-8 2,2,2-trifluoro-1-{4-[4-(1H-indazol-3-yl)-1H-1,2,3-triazol-1-yl]phenyl}ethanol 
• 1426082-73-6 2,2,2-trifluoro-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethanol 
• 1426082-24-7 1-(4-{2-[4-(2-dimethylamino-ethoxy)-phenyl]-5-pyridin-4-yl-3H-imidazol-4-yl}-phenyl)-2,2,2-trifluoro-ethanol 
• 1443429-32-0 C₁₃H₁₅F₃OSi 
• 1443429-33-1 C₁₀H₇F₃O 
• 1443429-34-2 C₂₂H₃₃F₃OSn 

Relevant articles and documents

Photochemical C-H Activation Enables Nickel-Catalyzed Olefin Dicarbofunctionalization

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Trifluoromethyl reagent as well as synthesis method and application thereof

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One-Pot Successive Turbo Grignard Reactions for the Facile Synthesis of α-Aryl-α-Trifluoromethyl Alcohols

A novel straightforward one-pot methodology for two successive turbo Grignard reagent (iPrMgCl·LiCl) reactions, was developed for a facile synthesis of α-aryl-α-trifluoromethyl alcohols, motifs of value in pharmaceutical chemistry. The method displayed broad functional group tolerance, including reducible groups. Dual roles of iPrMgCl·LiCl were exploited in the tandem reaction with commercially available iodoarenes or iodoheteroarenes and 2,2,2-trifluoroethyl trifluoroacetate. The process encompasses three successive reactions in a one-pot process: the iPrMgCl·LiCl-mediated iodine/magnesium-exchange reaction of iodoarenes or iodoheteroarenes; nucleophilic addition of various generated aryl or heteroarylmagnesium reagents to 2,2,2-trifluoroethyl trifluoroacetate; and the reduction of in-situ generated aryl trifluoromethyl ketones with iPrMgCl·LiCl, to produce the corresponding α-aryl or α-heteroaryl-α-trifluoromethyl alcohols bearing various substituents, including reducible functional groups in good to excellent yields.