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 
• 557-20-0 diethylzinc 
• 1122-91-4 4-bromo-benzaldehyde 
• 80418-12-8 1-(4-bromo-phenyl)-2,2,2-trifluoro-ethanol 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 807329-97-1 TurboGrignard 
• 407-38-5 2,2,2-trifluoroethyl trifluoroacetate 
• 589-87-7 1,4-bromoiodobenzene 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 844-40-6 diphenylmethanol trifluoroacetate 
• 340-07-8 N-(trifluoroacetyl)piperidine 
• 1264737-67-8 N-(4-methylbenzenesulphonyl)-benzene-trifluoromethyl sulfoximine 
• 421-53-4 2,2,2-trifluoro-1,1-ethanediol 
• 75-46-7 trifluoromethan 

Downstream Products

• 1443429-32-0 C₁₃H₁₅F₃OSi 
• 1443429-33-1 C₁₀H₇F₃O 
• 1443429-34-2 C₂₂H₃₃F₃OSn 
• 1443427-15-3 2-(2,4-difluorophenyl)-1,1-difluoro-3-(1H-tetrazol-1-yl)-1-(5-((4-(2,2,2-trifluoro-1-hydroxyethyl)phenyl)ethynyl)pyridin-2-yl)propan-2-ol 
• 1566469-99-5 (E)-1-bromo-4-(3,3,3-trifluoro-1-phenylprop-1-en-2-yl)benzene 
• 84877-48-5 1-(4-bromophenyl)-2,2,2-trifluoroethyl trilfuoromethanesulfonate 
• 80418-12-8 (R)-1-(4-bromophenyl)-2,2,2-trifluoroethanol 
• 76911-73-4 (S)-1-(4-bromophenyl)-2,2,2-trifluoroethan-1-ol 
• 1254939-30-4 2-(4-bromophenyl)-1,1,1-trifluoropent-4-en-2-ol 

Relevant articles and documents

Trifluoromethyl reagent as well as synthesis method and application thereof

The invention discloses a trifluoromethyl reagent as well as a synthesis method and application thereof, wherein the structural formula of the trifluoromethyl reagent is as shown in formula I in the specification. According to the invention, diphenyl trifluoromethylphosphine and iodomethane are used as raw materials, and are heated in an organic solvent to carry out an addition reaction to prepare the trifluoromethylation reagent. The method is simple and convenient in process, high in yield and capable of realizing 10-gram-level large-scale preparation; more importantly, the trifluoromethylation reagent can be used as a free radical and a nucleophilic reagent to be applied to free radical addition reaction and simple nucleophilic addition reaction to prepare different types of trifluoromethylation products, so that the method has important application value.

Highly enantioselective construction of CF3-bearing all-carbon quaternary stereocenters: Hiral spiro-fused bisoxazoline ligands with 1,1′-binaphthyl sidearm for asymmetric Michael-type Friedel-Crafts reaction

A novel class of chiral spiro-fused bisoxazoline ligands possessing a deep chiral pocket was prepared. The developed ligands have been employed in the nickel-catalyzed highly enantioselective Michael-type Friedel-Crafts reaction, affording the products bearing a trifluoromethylated all-carbon quaternary stereocenter with moderate to excellent yields (up to 99%) and good to excellent enantioselectivies (up to > 99.9% ee). Moreover, a proposed model of chiral pocket revealed that the attack of indole from the Re-face of β-CF3-β-disubstituted nitroalkene was favorable.

Process Development of Tryptophan Hydroxylase Inhibitor LX1031, a Drug Candidate for the Treatment of Irritable Bowel Syndrome

Two process routes for LX1031, a tryptophan hydroxylase inhibitor for the treatment of irritable bowel syndrome, were developed. They shared the same left-hand and right-hand starting materials as well as the penultimate intermediate. The chiral center in