(1R)-1-[4-(trifluoromethyl)phenyl]ethanol

Base Information

• Chemical Name: (1R)-1-[4-(trifluoromethyl)phenyl]ethanol
• CAS No.: 76155-79-8
• Molecular Formula: C₉H₉F₃O
• Molecular Weight: 190.165
• Hs Code.: 2906290090
• DSSTox Substance ID: DTXSID80381248
• Nikkaji Number: J563.490C
• Wikidata: Q72512337
• Mol file: 76155-79-8.mol

Synonyms:76155-79-8;(1R)-1-[4-(trifluoromethyl)phenyl]ethanol;(1R)-1-[4-(Trifluoromethyl)phenyl]ethan-1-ol;(R)-1-[4-(TRIFLUOROMETHYL)PHENYL]ETHANOL;(R)-1-(4-(trifluoromethyl)phenyl)ethanol;SCHEMBL991083;DTXSID80381248;BDA15579;MFCD03093008;AKOS010367744;(1R)-1-(4-Trifluoromethylphenyl)ethanol;PS-11504;CS-0077610;D72168;EN300-116684

Chemical Property of (1R)-1-[4-(trifluoromethyl)phenyl]ethanol

Chemical Property:

• Boiling Point: 233℃
• PKA: 13.98±0.20(Predicted)
• Flash Point: 98℃
• PSA: 20.23000
• Density: 1.234
• LogP: 2.75870
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 190.06054939
• Heavy Atom Count: 13
• Complexity: 159

Purity/Quality:

98% +predominantly trans ^*data from raw suppliers

(1R)-1-[4-(Trifluoromethyl)phenyl]ethan-1-ol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)C(F)(F)F)O
• Isomeric SMILES: C[C@H](C1=CC=C(C=C1)C(F)(F)F)O

Technology Process of (1R)-1-[4-(trifluoromethyl)phenyl]ethanol

There total 52 articles about (1R)-1-[4-(trifluoromethyl)phenyl]ethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

1-(4-trifluoromethylphenyl)ethanone (709-63-7) → (R)-1-[4-(trifluoromethyl)phenyl]ethan-1-ol (1737-26-4,68120-43-4,99493-93-3,76155-79-8)

Guidance literature:

With (S,S)-RuCl₂(2,2'-bis(di-3,5-xylylphosphino)-1,1'-binaphthyl)(1,1-dianisyl-2-isopropyl-1,2-ethylenediamine); potassium tert-butylate; hydrogen; In isopropyl alcohol; at 26 - 30 ℃; for 20h; under 7600 Torr;

DOI:10.1021/ja983257u

Reference yield: 98.0%

Isopropenyl acetate (108-22-5) + 1-(4-trifluorophenyl)ethanol (1737-26-4) → (S)-1-(4-trifluoromethylphenyl)ethanol (99493-93-3) + (R)-1-[4-(trifluoromethyl)phenyl]ethan-1-ol (1737-26-4,68120-43-4,99493-93-3,76155-79-8) + (R)-1-acetoxy-1-(4-trifluoromethylphenyl)ethane (172424-27-0)

Guidance literature:

With Candida antarctica lipase B; dicarbonyl(chloro)(η⁵-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate; In tetrahydrofuran; toluene; at 20 ℃; for 24h;

DOI:10.1021/ja051576x

Reference yield: 98.0%

4-Trifluoromethylbenzaldehyde (455-19-6) + dimethyl zinc(II) (544-97-8) → (R)-1-[4-(trifluoromethyl)phenyl]ethan-1-ol (1737-26-4,68120-43-4,99493-93-3,76155-79-8)

Guidance literature:

4-Trifluoromethylbenzaldehyde; dimethyl zinc(II); With (2R,3S,3aS,4aR,6R,8aS)-2-isopropyl-6,9,9-trimethyl-3-phenyldecahydro-4aH-pyrrolo[2,1-b][1,3]benzoxazin-3-ol; In hexane; toluene; at -20 - 20 ℃; for 30h; Inert atmosphere;

With ammonium chloride; In hexane; water; toluene; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1055/s-0031-1289742

upstream raw materials:

4-Trifluoromethylbenzaldehyde

dimethyl zinc(II)

1-(4-trifluoromethylphenyl)ethanone

1-trifluoromethyl-4-vinyl-benzene

Downstream raw materials:

[(1R)-1-[4-(trifluoromethyl)phenyl]ethyl] methanesulfonate

triethyl (2S)-2-[4-(trifluoromethyl)phenyl]propane-1,1,1-tricarboxylate

(S)-2-Methyl-1-[(S)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine

(S)-3-Methyl-4-[(R)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester