577-10-6

Basic information

• Product Name: 2-(Trifluoromethyl)hydroquinone
• Synonyms: 2-(Trifluoromethyl)-1,4-benzenediol;2-(Trifluoromethyl)hydroquinone
• CAS NO: 577-10-6
• Molecular Formula: C₇H₅F₃O₂
• Molecular Weight: 178.11
• Mol File: 577-10-6.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(Trifluoromethyl)hydroquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Trifluoromethyl)hydroquinone(577-10-6)
• EPA Substance Registry System: 2-(Trifluoromethyl)hydroquinone(577-10-6)

Safety Data

• Hazardous Substances Data: 577-10-6(Hazardous Substances Data)

Usage

Derivative of hydroquinone

Yes

Commonly used in skincare products

Yes, for skin-lightening and anti-aging properties

Contains trifluoromethyl group

Yes, known for its electron-withdrawing properties

Potentially useful in organic synthesis

Yes, as a building block for more complex molecules

Potential toxicity

Yes, requires careful handling and monitoring

Environmental impacts

Yes, use and disposal should be regulated

Applications

Pharmaceutical and chemical industries

Further research needed

Yes, to understand its full range of properties and potential uses.

Upstream product

• 123-31-9 hydroquinone 
• 147531-11-1 trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt 
• 98-17-9 3-Trifluoromethylphenol 
• 2314-97-8 iodotrifluoromethane 
• 106-51-4 p-benzoquinone 
• 55642-42-7 bis(trifluoromethyl)tellurium 
• 823817-18-1 4-ethoxy-2-trifluoromethylphenol 
• 129946-88-9 Umemoto's reagent 

Downstream Products

• 493-27-6 1,4-bis-(4-nitro-benzoyloxy)-2-trifluoromethyl-benzene 
• 79520-66-4 5,5'-[(2-trifluoromethyl-1,4-phenylene)bis(oxy)]bis[2,2-dimethylpentanoic acid] 

Relevant articles and documents

Synthesis and antitumor activity evaluation of compounds based on toluquinol

Encouraged by the promising antitumoral, antiangiogenic, and antilymphangiogenic properties of toluquinol, a set of analogues of this natural product of marine origin was synthesized to explore and evaluate the effects of structural modifications on their cytotoxic activity. We decided to investigate the effects of the substitution of the methyl group by other groups, the introduction of a second substituent, the relative position of the substituents, and the oxidation state. A set of analogues of 2-substituted, 2,3-disubstituted, and 2,6-disubstituted derived from hydroquinone were synthesized. The results revealed that the cytotoxic activity of this family of compounds could rely on the hydroquinone/benzoquinone part of the molecule, whereas the substituents might modulate the interaction of the molecule with their targets, changing either its activity or its selectivity. The methyl group is relevant for the cytotoxicity of toluquinol, since its replacement by other groups resulted in a significant loss of activity, and in general the introduction of a second substituent, preferentially in the para position with respect to the methyl group, was well tolerated. These findings provide guidance for the design of new toluquinol analogues with potentially better pharmacological properties.

Direct aromatic C-H trifluoromethylation via an electron-donor-acceptor complex

A novel electron-donor-acceptor (EDA) complex-mediated direct C-H trifluoromethylation of arenes with Umemoto's reagent has been developed. This transformation has been enabled by an unprecedented EDA complex formed by Umemoto's reagent and an amine, whic

The aqueous photolysis of TFM and related trifluoromethylphenols. An alternate source of trifluoroacetic acid in the environment

The lampricide 3-trifluoromethyl-4-nitrophenol (TFM) is added annually to the Great Lakes (approximately 50 000 kg/y), with treatment concentrations varying from 1 to 14 mg/L at source. TFM was shown to undergo photohydrolytic degradation, at 365 nm and u