2,2,2-Trifluoro-1-(2-hydroxy-5-methylphenyl)ethan-1-one

Base Information

• Chemical Name: 2,2,2-Trifluoro-1-(2-hydroxy-5-methylphenyl)ethan-1-one
• CAS No.: 70978-57-3
• Molecular Formula: C9H7 F3 O2
• Molecular Weight: 204.149
• Hs Code.: 2914700090
• European Community (EC) Number: 275-078-4
• DSSTox Substance ID: DTXSID40991281
• Nikkaji Number: J288.717G
• Wikidata: Q82980990
• Mol file: 70978-57-3.mol

Synonyms:70978-57-3;2,2,2-trifluoro-1-(2-hydroxy-5-methylphenyl)ethanone;2,2,2-Trifluoro-1-(2-hydroxy-5-methylphenyl)-ethanone;2,2,2-Trifluoro-1-(2-hydroxy-5-methylphenyl)ethan-1-one;EINECS 275-078-4;o-trifluoroacetyl-p-cresol;SCHEMBL9310361;2,2,2-Trifluoro-1-(2-hydroxy-5-methyl-phenyl)-ethanone;DTXSID40991281;AKOS017343831;FS-1686;CS-0280294;FT-0641321;EN300-1929832;A837042;A851103;2'-Hydroxy-5'-methyl-2,2,2-trifluoroacetophenone;2,2,2-tris(fluoranyl)-1-(5-methyl-2-oxidanyl-phenyl)ethanone

Chemical Property of 2,2,2-Trifluoro-1-(2-hydroxy-5-methylphenyl)ethan-1-one

Chemical Property:

• Vapor Pressure: 0.0574mmHg at 25°C
• Melting Point: 41 °C
• Boiling Point: 225.5°C at 760 mmHg
• Flash Point: 90.2°C
• PSA: 37.30000
• Density: 1.342g/cm³
• LogP: 2.44560
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 204.03981395
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

97% ^*data from raw suppliers

2,2,2-TRIFLUORO-1-(2-HYDROXY-5-METHYLPHENYL)-ETHANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)O)C(=O)C(F)(F)F

Technology Process of 2,2,2-Trifluoro-1-(2-hydroxy-5-methylphenyl)ethan-1-one

There total 8 articles about 2,2,2-Trifluoro-1-(2-hydroxy-5-methylphenyl)ethan-1-one 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: 86.0%

p-cresol (106-44-5) + trifluoroacetic anhydride (407-25-0) → 2,2,2-trifluoromethyl-1-(2-hydroxy-5-methylphenyl)ethan-1-one (70978-57-3)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at -10 - 20 ℃; for 15h;

Reference yield: 36.0%

4-methylphenyl trifluoroacetate (1813-29-2) → 4-methyl-2-(trichloroacetyl)phenol (1190130-59-6) + 2,2,2-trifluoromethyl-1-(2-hydroxy-5-methylphenyl)ethan-1-one (70978-57-3)

Guidance literature:

4-methylphenyl trifluoroacetate; With aluminum (III) chloride; at 20 - 100 ℃; Neat (no solvent);

With hydrogenchloride; In water; at 20 ℃;

DOI:10.1016/j.tet.2009.06.122

Reference yield:

2-bromo-p-cresol (6627-55-0) → 2,2,2-trifluoromethyl-1-(2-hydroxy-5-methylphenyl)ethan-1-one (70978-57-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

1.2: 5.33 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere

2.2: 1.5 h / -78 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 12 h

With n-butyllithium; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.orglett.5b02514

upstream raw materials:

4-methylphenyl trifluoroacetate

copper diacetate

2-bromo-p-cresol

2-bromo-1-(methoxymethoxy)-4-methylbenzene

Downstream raw materials:

2-Hydroxy-5-methyl-3-nitrotrifluoroacetophenon

3-Amino-2-hydroxy-5-methyl-trifluoracetophenon

1-(4-methoxy-benzyl)-1H-tetrazole-5-carboxylic acid 2-hydroxy-5-methyl-3-trifluoroacetyl-anilide

1H-tetrazole-5-carboxylic acid 2-hydroxy-5-methyl-3-trifluoroacetyl-anilide