143158-15-0

Basic information

• Product Name: 2,4-BIS(TRIFLUOROMETHYL)BENZYL ALCOHOL
• Synonyms: 2,4-DI(TRIFLUOROMETHYL)BENZYL ALCOHOL;2,4-BIS(TRIFLUOROMETHYL)BENZYL ALCOHOL;RARECHEM AL BD 0344;2,4-Bis(trifluoromethyl)benzyl alcohol 98%;2,4-Bis(trifluoromethyl)benzylalcohol98%;(2,4-BIS(TRIFLUOROMETHYL)PHENYL)METHANOL
• CAS NO: 143158-15-0
• Molecular Formula: C₉H₆F₆O
• Molecular Weight: 244.13
• Mol File: 143158-15-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 181.3 °C at 760 mmHg
• Flash Point: 63.4 °C
• Appearance: /
• Density: 1.433 g/cm³
• Vapor Pressure: 0.559mmHg at 25°C
• Refractive Index: 1.415
• Storage Temp.: 2-8°C
• PKA: 13.59±0.10(Predicted)
• CAS DataBase Reference: 2,4-BIS(TRIFLUOROMETHYL)BENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-BIS(TRIFLUOROMETHYL)BENZYL ALCOHOL(143158-15-0)
• EPA Substance Registry System: 2,4-BIS(TRIFLUOROMETHYL)BENZYL ALCOHOL(143158-15-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 143158-15-0(Hazardous Substances Data)

Usage

General Description

2,4-Bis(trifluoromethyl)benzyl alcohol is a chemical compound that consists of a benzyl alcohol group attached to a benzene ring with two trifluoromethyl groups in the 2 and 4 positions. It is commonly used as a reagent in organic synthesis and as a building block in the production of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of the trifluoromethyl groups on the benzene ring makes this compound valuable for its high electronegativity, lipophilicity, and stability, which are desirable properties in drug design and development. Additionally, its unique structure allows it to participate in a variety of chemical reactions, making it a versatile compound for a range of applications in the chemical and pharmaceutical industries.

InChI:InChI=1/C9H6F6O/c10-8(11,12)6-2-1-5(4-16)7(3-6)9(13,14)15/h1-3,16H,4H2

Upstream product

• 59664-42-5 2,4-bis(trifluoromethyl)benzaldehyde 

Downstream Products

• 1269259-72-4 (2E,4E,6E,8E)-9-(2,4-bis(trifluoromethyl)phenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid 
• 957204-76-1 4-[5-[[2,4-bis(trifluoromethyl)benzyl]oxy]-2,3-dihydro-1H-indol-1-yl]-(3R)-[N-(tert-butoxycarbonyl)amino]-4-oxobutyric acid tert-butyl ester 
• 59664-42-5 2,4-bis(trifluoromethyl)benzaldehyde 
• 545393-92-8 (2E)-3-[2,4-bis(trifluoromethyl)phenyl]-N-indol-5-ylprop-2-enamide 

Relevant articles and documents

Syntheses, antiproliferative activity and theoretical characterization of acitretin-type retinoids with changes in the lipophilic part

Acitretin analogs, incorporating changes in the lipophilic part, were efficiently synthesized from commercially available aromatic aldehydes or methyl ketones using the Wittig or Horner-Wadsworth-Emmons reaction. Their antiproliferative activity was evaluated against human breast MCF-7 epithelial cells. Analogs 3, 4, 8 and 11 exhibited strong, dose-dependent, antiproliferative activity on the tested cell line. Analog 3, incorporating three methoxy groups in the aromatic ring, exhibited the strongest inhibitory effect at 10 μM. High-level all electron conventional ab initio and density functional theory quantum chemical calculations were performed to obtain the molecular structure, electron charge distribution and polarization properties of all compounds of interest in this work. The most active analogs were planar and were characterized by larger dipole moments than the other synthesized molecules. Another factor of importance to the analysis of the activity of these molecules is the dipole polarizability.