127852-27-1

Basic information

• Product Name: (S)-1-[2-(TRIFLUOROMETHYL)PHENYL]ETHANOL
• Synonyms: S-OTF-PEL;(S)-1-[2-(TRIFLUOROMETHYL)PHENYL]ETHANOL;(1S)-1-[2-(Trifluoromethyl)phenyl]ethan-1-ol;(S)-1-[2-(Trifluoromethyl)phenyl]ethanol,99%e.e.;(S)-1-[2-(TRIFLUOROMETHYL)PHENYL]ETHANOL(RS20014981)
• CAS NO: 127852-27-1
• Molecular Formula: C₉H₉F₃O
• Molecular Weight: 190.16
• Product Categories: API intermediates
• Mol File: 127852-27-1.mol
• Article Data: 61

Chemical Properties

• Boiling Point: 207℃
• Flash Point: 89℃
• Appearance: /
• Density: 1.234
• Vapor Pressure: 0.135mmHg at 25°C
• Refractive Index: 1.461
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (S)-1-[2-(TRIFLUOROMETHYL)PHENYL]ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-[2-(TRIFLUOROMETHYL)PHENYL]ETHANOL(127852-27-1)
• EPA Substance Registry System: (S)-1-[2-(TRIFLUOROMETHYL)PHENYL]ETHANOL(127852-27-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 127852-27-1(Hazardous Substances Data)

Usage

General Description

(S)-1-[2-(Trifluoromethyl)phenyl]ethanol is a chemical compound with the molecular formula C9H9F3O. It is an alcohol derivative, with a chiral center, which means it can exist in two enantiomeric forms. The compound is commonly used in organic synthesis and pharmaceutical manufacturing. Its trifluoromethyl and phenyl groups make it a valuable building block for the synthesis of various pharmaceuticals and agrochemicals. It is also used as a chiral auxiliary in asymmetric synthesis and as a solvent for a variety of chemical reactions. Additionally, it has potential applications in the production of flavor and fragrance compounds. It should be handled and stored with care due to its hazardous properties.

InChI:InChI=1/C9H9F3O/c1-6(13)7-4-2-3-5-8(7)9(10,11)12/h2-6,13H,1H3/t6-/m0/s1

Upstream product

• 395-45-9 o-(trifluoromethyl)styrene 
• 127733-45-3 (+/-)-α-(o-(trifluoromethyl)phenyl)ethyl acid phthalate 
• 17408-14-9 1-(2-(trifluoromethyl)phenyl)ethan-1-one 
• 447-61-0 2-Trifluoromethylbenzaldehyde 
• 704-41-6 1-ethynyl-2-(trifluoromethyl)benzene 
• 108-05-4 vinyl acetate 
• 79756-81-3 (+/-)-α-(o-(trifluoromethyl)phenyl)ethyl alcohol 
• 67-63-0 isopropyl alcohol 
• 127852-25-9 (S)-1-(2-trifluoromethylphenyl)ethyl alcohol phthalate 
• 577-16-2 2-Methylacetophenone 

Downstream Products

• 929095-47-6 methyl 5-(6-bromo-1H-benzimidazol-1-yl)-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxylate 
• 929040-18-6 5-(5-bromo-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxamide 
• 1245927-57-4 C₂₁H₁₅BrF₃N₃O₂S 
• 929040-09-5 methyl 5-(5-bromo-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)-phenyl]ethyl}oxy)thiophene-2-carboxylate 
• 929095-36-3 methyl 5-[(5-{[(2,2-dimethylpropanoyl)oxy]methyl}-2-nitrophenyl)amino]-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxylate 
• 929095-37-4 methyl 5-[(2-amino-5-{[(2,2-dimethylpropanoyl)oxy]methyl}phenyl)amino]-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxylate 
• 929039-92-9 methyl 5-amino-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)-2-thiophenecarboxylate 
• 929095-38-5 methyl 5-(6-{[(2,2-dimethylpropanoyl)oxy]methyl}-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxylate 
• 929095-39-6 methyl 5-[6-(hydroxymethyl)-1H-benzimidazol-1-yl]-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxylate 
• 1364267-24-2 (R)-methyl 4-bromo-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate 
• 1276687-91-2 (S)-4-(5-(1-methylpiperidin-4-yloxy)-1H-benzo[d]imidazol-1-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzamide 
• 1276687-87-6 methyl (S)-4-(5-(1-methylpiperidin-4-yloxy)-1H-benzo[d]imidazol-1-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate 
• 1276687-85-4 tert-butyl (S)-4-(1-(4-(methoxycarbonyl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)phenyl)-1H-benzo[d]imidazol-5-yloxy)piperidine-1-carboxylate 
• 1276687-83-2 methyl (S)-4-(5-hydroxy-1H-benzo[d]imidazol-1-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate 

Relevant articles and documents

One-Pot Chemoenzymatic Conversion of Alkynes to Chiral Amines

A one-pot chemoenzymatic sequential cascade for the synthesis of chiral amines from alkynes was developed. In this integrated approach, just ppm amounts of gold catalysts enabled the conversion of alkynes to ketones (>99%) after which a transaminase was used to catalyze the production of biologically valuable chiral amines in a good yield (up to 99%) and enantiomeric excess (>99%). A preparative scale synthesis of (S)-methylbenzylamine and (S)-4-methoxy-methylbenzylamine from its alkyne form gave a yield of 59 and 92%, respectively, withee> 99%.

Mn(i) phosphine-amino-phosphinites: a highly modular class of pincer complexes for enantioselective transfer hydrogenation of aryl-alkyl ketones

A series of Mn(i) catalysts with readily accessible and more π-accepting phosphine-amino-phosphinite (P′(O)N(H)P) pincer ligands have been explored for the asymmetric transfer hydrogenation of aryl-alkyl ketones which led to good to high enantioselectivities (up to 98%) compared to other reported Mn-based catalysts for such reactions. The easy tunability of the chiral backbone and the phosphine moieties makes P′(O)N(H)P an alternative ligand framework to the well-known PNP-type pincers.

Cinchona-Alkaloid-Derived NNP Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of Ketones

Most ligands applied for asymmetric hydrogenation are synthesized via multistep reactions with expensive chemical reagents. Herein, a series of novel and easily accessed cinchona-alkaloid-based NNP ligands have been developed in two steps. By combining [Ir(COD)Cl]2, 39 ketones including aromatic, heteroaryl, and alkyl ketones have been hydrogenated, all affording valuable chiral alcohols with 96.0-99.9% ee. A plausible reaction mechanism was discussed by NMR, HRMS, and DFT, and an activating model involving trihydride was verified.