(S)-1-[3,5-Bis(trifluoromethyl)phenyl]ethanol

Base Information

• Chemical Name: (S)-1-[3,5-Bis(trifluoromethyl)phenyl]ethanol
• CAS No.: 225920-05-8
• Molecular Formula: C10H8 F6 O
• Molecular Weight: 258.163
• Hs Code.: 29062990
• UNII: 2WG6WYZ6K3
• DSSTox Substance ID: DTXSID00431239
• Nikkaji Number: J1.427.079E
• Wikidata: Q72447325
• Mol file: 225920-05-8.mol

Synonyms:225920-05-8;(S)-1-[3,5-Bis(trifluoromethyl)phenyl]ethanol;(S)-1-(3,5-bis(trifluoromethyl)phenyl)ethanol;(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethanol;(S)-1-(3,5-Bistrifluoromethylphenyl)ethanol;(S)-3',5'-Bis(trifluoromethyl)-1-phenethanol;(S)-1-[3,5-Bis(trifluoromethyl)phenyl]ethan-1-ol;(1S)-1-[3,5-Bis(trifluoromethyl)phenyl]ethan-1-ol;(S)-1-(3,5-Bis-trifluoromethylphenyl)ethanol;MFCD03093011;(S)-1-(3,5-bis(trifluoromethyl)phenyl)ethan-1-ol;S-MBT-PEL;2WG6WYZ6K3;SCHEMBL99424;DTXSID00431239;BCP06812;Benzenemethanol, alpha-methyl-3,5-bis(trifluoromethyl)-, (alphaS)-;AKOS005063596;AC-9533;PS-7385;(s)-3,5-bistrifluoromethylphenyl ethanol;B5244;CS-0077092;EN300-1939050;(S)-1-[3',5'-bis(trifluoromethyl)phenyl]ethanol;(S)-1-[3,5-bis (trifluoromethyl)phenyl]ethanol;(S)-1-[3,5-bis(trifluoromethyl)-phenyl]ethanol;1-[3,5-Bis(trifluoromethyl)phenyl]ethanol, (S)-;(1S)-1[3,5-bis(trifluoromethyl)phenyl]ethane-1-ol;(S)-1-[3,5-Bis(trifluoromethyl)phenyl]ethyl Alcohol;(S)-3,5-Bis(trifluoromethyl)-alpha-methylbenzyl Alcohol;(alphaS)-alpha-Methyl-3,5-bis(trifluoromethyl)benzenemethanol

Chemical Property of (S)-1-[3,5-Bis(trifluoromethyl)phenyl]ethanol

Chemical Property:

• Vapor Pressure: 0.746mmHg at 25°C
• Melting Point: 53.0 to 57.0 °C
• Boiling Point: 223.5°Cat760mmHg
• PKA: 13.99±0.20(Predicted)
• Flash Point: 86.6°C
• PSA: 20.23000
• Density: 1.457g/cm³
• LogP: 3.77750
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 258.04793385
• Heavy Atom Count: 17
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

(S)-1-[3,5-Bis(trifluoromethyl)phenyl]ethanol >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-1-[3,5-Bis(trifluoromethyl)phenyl]ethanol

There total 19 articles about (S)-1-[3,5-Bis(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%

3,5-bis(trifluoromethyl)phenyl methyl ketone (30071-93-3) → (S)-3,5-bis(trifluoromethyl)-1-phenylethanol (225920-05-8)

Guidance literature:

With potassium formate; Ru(OTf)[(S,S)-iso-BuSO₂dpen](p-cymene); In methanol; at 50 ℃; for 24h; Inert atmosphere;

Reference yield: 99.8%

3,5-bis(trifluoromethyl)phenyl methyl ketone (30071-93-3) → (S)-3,5-bis(trifluoromethyl)-1-phenylethanol (225920-05-8) + (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol (368-63-8,68120-60-5,127852-28-2)

Guidance literature:

With C₄₃H₅₆FeN₃P₂⁽¹⁺⁾*BF₄^(1-); sodium triethylborohydride; In tetrahydrofuran; toluene; at 50 ℃; for 0.5h; Reagent/catalyst; Time; Catalytic behavior; Glovebox;

DOI:10.1021/jacs.8b12506

Reference yield: 98.0%

→ (S)-3,5-bis(trifluoromethyl)-1-phenylethanol (225920-05-8) + (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol (368-63-8,68120-60-5,127852-28-2)

Guidance literature:

With C₃₆H₂₈FeMnN₂O₃P⁽¹⁺⁾*Br^(1-); potassium carbonate; In ethanol; at 20 ℃; for 0.0833333h; Glovebox;

With hydrogen; In ethanol; at 50 ℃; for 16h; under 22502.3 Torr; Glovebox; Autoclave;

upstream raw materials:

3,5-bis(trifluoromethyl)phenyl methyl ketone

3,5-Bis(trifluoromethyl)benzaldehyde

methyltriisopropoxytitanium(IV)

1-(3,5-bis(trifluoromethyl)phenyl)ethan-1-ol

Downstream raw materials:

(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl-2,2,2-trichloroethanimidoate

methanesulfonic acid (S)-1-(3,5-bis(trifluoromethyl)phenyl)ethyl ester

C₁₇H₁₆F₆O₃

[(1R,2R,3S)-3-{(R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy}-2-(4-fluorophenyl)cyclopentyl]methanol

Refernces

• 1、 Zhang, Lin,Zhang, Ling,Chen, Qian,Li, Linlin,Jiang, Jian,Sun, Hao,Zhao, Chong,Yang, Yuanyong,Li, Chun. "Cinchona-Alkaloid-Derived NNP Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of Ketones". supporting information. p. 415 - 419. Retrieved 2022/01/12.
• 2、 Huo, Shangfei,Chen, Hong,Zuo, Weiwei. "A Cobalt(II) Complex Bearing the Amine(imine)diphosphine PN(H)NP Ligand for Asymmetric Transfer Hydrogenation of Ketones". supporting information. p. 37 - 42. Retrieved 2020/10/21.