2,2,2-Trifluoro-1-(naphthalen-1-yl)ethanol

Base Information

• Chemical Name: 2,2,2-Trifluoro-1-(naphthalen-1-yl)ethanol
• CAS No.: 17556-44-4
• Molecular Formula: C12H9F3O
• Molecular Weight: 226.19400
• DSSTox Substance ID: DTXSID00450501
• Nikkaji Number: J1.737.297A
• Mol file: 17556-44-4.mol

Synonyms:2,2,2-trifluoro-1-(naphthalen-1-yl)ethanol;17556-44-4;2,2,2-trifluoro-1-(naphthalen-1-yl)ethan-1-ol;2,2,2-trifluoro-1-naphthalen-1-ylethanol;alpha-(Trifluoromethyl)naphthalene-1-methanol;C12H9F3O;SCHEMBL5691047;DTXSID00450501;RATZWCVDALBRJG-UHFFFAOYSA-N;MFCD16067906;AKOS010909336;1-(1-Naphthyl)-2,2,2-trifluoroethanol;SY249789;1-(1-naphthyl)-2,2,2-trifluoroe-thanol;CS-0270322;F72406;EN300-1929089;J-506739

Chemical Property of 2,2,2-Trifluoro-1-(naphthalen-1-yl)ethanol

Chemical Property:

• PSA: 20.23000
• LogP: 3.43550
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 226.06054939
• Heavy Atom Count: 16
• Complexity: 239

Purity/Quality:

≥95% ^*data from raw suppliers

1-Naphthalenemethanol,a-(trifluoromethyl)- 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C(C(F)(F)F)O

Technology Process of 2,2,2-Trifluoro-1-(naphthalen-1-yl)ethanol

There total 18 articles about 2,2,2-Trifluoro-1-(naphthalen-1-yl)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: 97.0%

1-naphthaldehyde (66-77-3) + (trifluoromethyl)trimethylsilane (81290-20-2) → 2,2,2-trifluoro-1-(1-naphthyl)ethanol (17556-44-4)

Guidance literature:

1-naphthaldehyde; (trifluoromethyl)trimethylsilane; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -20 - 20 ℃; for 6h;

With water; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

DOI:10.1002/chem.201601581

Reference yield: 96.0%

1-naphthaldehyde (66-77-3) + potassium trimethoxy(trifluoromethyl)boranuide → 2,2,2-trifluoro-1-(1-naphthyl)ethanol (17556-44-4)

Guidance literature:

1-naphthaldehyde; potassium trimethoxy(trifluoromethyl)boranuide; In N,N-dimethyl-formamide; at 50 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In water; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.tetlet.2010.11.025

Reference yield: 93.0%

iodotrifluoromethane (2314-97-8,263005-66-9) + 1-naphthaldehyde (66-77-3) → 2,2,2-trifluoro-1-(1-naphthyl)ethanol (17556-44-4)

Guidance literature:

With Tetrakis(dimethylamino)ethylen; In N,N-dimethyl-formamide; at -20 - 20 ℃; for 8.16667h; Irradiation;

DOI:10.1021/ol016933x

upstream raw materials:

2,2,2-trifluoro-1-(naphthalen-1-yl)ethanone

2,2,2-Trifluoroacetaldehyde

1-Bromonaphthalene

1-naphthaldehyde

Downstream raw materials:

2,2,2-trifluoro-1-(naphthalen-1-yl)ethanone

Refernces

• 1、 Fujiu, Motohiro,Nakamura, Yuzo,Serizawa, Hiroki,Aikawa, Kohsuke,Ito, Shigekazu,Mikami, Koichi. "Direct preparation of trifluoromethylindium reagents from trifluoromethyl iodide: Effective trifluoromethylation and perfluoroalkylation reagents". . p. 7043 - 7047. Retrieved 2012.
• 2、 Funabiki, Kazumasa,Hayakawa, Ayaka,Kani, Ryunosuke,Inuzuka, Toshiyasu,Kubota, Yashuhiro. "One-Pot and Reducible-Functional-Group-Tolerant Synthesis of α-Aryl- and α-Heteroaryl-α-Trifluoromethyl Alcohols via Tandem Trifluoroacetylation and MPV Type Reduction". . p. 5978 - 5984. Retrieved 2019/08/30.
• 3、 Zhang, Bin,Zhang, Xiaofei,Hao, Jian,Yang, Chunhao. "Palladium-Catalyzed Direct Approach to α-Trifluoromethyl Alcohols by Selective Hydroxylfluorination of gem-Difluoroalkenes". . p. 5007 - 5015. Retrieved 2018/10/05.