3-[4-(Trifluoromethyl)phenyl]prop-2-en-1-ol

Base Information

• Chemical Name: 3-[4-(Trifluoromethyl)phenyl]prop-2-en-1-ol
• CAS No.: 826994-11-0
• Molecular Formula: C10H9F3O
• Molecular Weight: 202.176
• DSSTox Substance ID: DTXSID00707729
• Mol file: 826994-11-0.mol

Synonyms:3-[4-(Trifluoromethyl)phenyl]prop-2-en-1-ol;4-(Trifluoromethyl)cinnamyl alcohol;DTXSID00707729;AKOS017557668;3-(4-trifluoromethylphenyl)-2-propene-1-ol;3-(4-(trifluoromethyl)phenyl)-2-propene- 1-ol

Chemical Property of 3-[4-(Trifluoromethyl)phenyl]prop-2-en-1-ol

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 202.06054939
• Heavy Atom Count: 14
• Complexity: 190

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CCO)C(F)(F)F

Technology Process of 3-[4-(Trifluoromethyl)phenyl]prop-2-en-1-ol

There total 6 articles about 3-[4-(Trifluoromethyl)phenyl]prop-2-en-1-ol 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: 88.0%

3-(4-trifluoromethylphenyl)prop-2-yn-1-ol (173546-21-9) → (Z)-3-(4-(trifluoromethyl)phenyl)-2-propene-1-ol (826994-11-0)

Guidance literature:

3-(4-trifluoromethylphenyl)prop-2-yn-1-ol; With potassium tert-butylate; copper(II) acetate monohydrate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; tert-butyl alcohol; In toluene; at 25 ℃; for 25h; Neutral conditions;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; toluene; at 0 ℃; diastereoselective reaction;

DOI:10.1016/j.tet.2014.01.053

Reference yield: 63.0%

1,4-butenediol (6117-80-2) + 1-trifluoromethyl-4-vinyl-benzene (402-50-6) → (Z)-3-(4-(trifluoromethyl)phenyl)-2-propene-1-ol (826994-11-0)

Guidance literature:

With 3,6-dichlorobenzene-1,2-dithiol; Hoveyda-Grubbs catalyst second generation; diethylzinc; In tetrahydrofuran; hexane; at 22 ℃; for 4h; stereoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.8b02943

Reference yield:

3-(4-trifluoromethylphenyl)prop-2-yn-1-ol (173546-21-9) → (Z)-3-(4-(trifluoromethyl)phenyl)-2-propene-1-ol (826994-11-0) + 3-(4-trifluoromethylphenyl)-2-propen-1-ol (125617-18-7) + 3‐(4‐(trifluoromethyl)phenyl)propan‐1‐ol (180635-74-9)

Guidance literature:

With sodium tetrahydroborate; hydrogen; cobalt(II) diacetate tetrahydrate; ethylenediamine; In tetrahydrofuran; ethanol; water; at 20 ℃; for 12h; under 2250.23 Torr; diastereoselective reaction; Autoclave; Glovebox;

DOI:10.1039/c7cc01228d

upstream raw materials:

3-(4-trifluoromethylphenyl)prop-2-yn-1-ol

1,4-butenediol

1-trifluoromethyl-4-vinyl-benzene

4-Iodobenzotrifluoride

Downstream raw materials:

(Z)-4-CF₃C₆H₄CHCHCH₂OP(O-2-ethylhexyl)2O