1-(3,5-Bis(trifluoromethyl)phenyl)ethanol

Base Information

• Chemical Name: 1-(3,5-Bis(trifluoromethyl)phenyl)ethanol
• CAS No.: 368-63-8
• Molecular Formula: C₁₀H₈F₆O
• Molecular Weight: 258.163
• Hs Code.: 2906290090
• European Community (EC) Number: 642-849-5
• UNII: 03H8X9K3I3
• DSSTox Substance ID: DTXSID00869755
• Nikkaji Number: J1.105.525G
• Wikidata: Q27247561
• Mol file: 368-63-8.mol

Synonyms:1-(3,5-bis(trifluoromethyl)phenyl)ethanol;3,5-BTPE

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

Chemical Property:

• Melting Point: 70-74℃
• Boiling Point: 175.8 °C at 760 mmHg
• PKA: 13.99±0.20(Predicted)
• Flash Point: 60.1 °C
• PSA: 20.23000
• Density: 1.376 g/cm³
• LogP: 3.77750
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

98%, ^*data from raw suppliers

1-(3,5-Bis(trifluoromethyl)phenyl)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F)O

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

There total 30 articles about 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) → (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol (368-63-8,68120-60-5,127852-28-2)

Guidance literature:

With C₅₁H₅₇ClFeN₂OP₂⁽¹⁺⁾*BF₄^(1-); potassium tert-butylate; isopropyl alcohol; at 28 ℃; for 0.00277778h; Reagent/catalyst; enantioselective reaction; Catalytic behavior;

DOI:10.1126/science.1244466

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: 99.2%

(R)-O-acetyl-1-(3,5-bis(trifluoromethyl)phenyl)ethanol (534613-13-3) → (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol (368-63-8,68120-60-5,127852-28-2)

Guidance literature:

With lithium hydroxide; In methanol; for 10h; Reflux;

upstream raw materials:

3,5-bis(trifluoromethyl)phenylmagnesium bromide

acetaldehyde

3,5-bis(trifluoromethyl)phenyl methyl ketone

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

Downstream raw materials:

3,5-bis(trifluoromethyl)styrene

(2R,3R)-2-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-3-(4-fluoro-phenyl)-4-((R)-1-phenyl-ethyl)-morpholine

3,5-bis(trifluoromethyl)phenyl methyl ketone

(S)-3,5-bis(trifluoromethyl)-1-phenylethanol

Refernces

• 1、 Topf, Christoph,Vielhaber, Thomas. "Manganese-catalyzed homogeneous hydrogenation of ketones and conjugate reduction of α,β-unsaturated carboxylic acid derivatives: A chemoselective, robust, and phosphine-free in situ-protocol". . . Retrieved 2021/07/10.
• 2、 Jayaprakash, Harikrishnan. "Mn(i) phosphine-amino-phosphinites: a highly modular class of pincer complexes for enantioselective transfer hydrogenation of aryl-alkyl ketones". supporting information. p. 14115 - 14119. Retrieved 2021/10/25.