507-52-8

Basic information

• Product Name: 2-TRIFLUOROMETHYL-2-PROPANOL
• Synonyms: 1,1,1-trifluoro-2-methyl-propan-2-ol;2-Propanol, 1,1,1-trifluoro-2-methyl-;1,1,1-TRIFLUORO-2-METHYL-2-PROPANOL;2-(TRIFLUOROMETHYL)PROPAN-2-OL;2-(TRIFLUOROMETHYL)-PROPANOL-2;2-TRIFLUOROMETHYL-2-PROPANOL;2,2,2-Trifluoro-tert-Butanol;2-(Trifluoromethyl)propan-2-ol 98%
• CAS NO: 507-52-8
• Molecular Formula: C₄H₇F₃O
• Molecular Weight: 128.09
• EINECS: 208-075-3
• Product Categories: Small molecule;Alcohols;C2 to C6;Oxygen Compounds
• Mol File: 507-52-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 53℃
• Boiling Point: 83 °C(lit.)
• Flash Point: 59 °F
• Appearance: /
• Density: 1.17 g/mL at 25 °C(lit.)
• Vapor Pressure: 40.1mmHg at 25°C
• Refractive Index: n20/D 1.3335(lit.)
• PKA: 12.60±0.29(Predicted)
• BRN: 1736196
• CAS DataBase Reference: 2-TRIFLUOROMETHYL-2-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-TRIFLUOROMETHYL-2-PROPANOL(507-52-8)
• EPA Substance Registry System: 2-TRIFLUOROMETHYL-2-PROPANOL(507-52-8)

Safety Data

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-23-36
• RIDADR: 1987
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 507-52-8(Hazardous Substances Data)

Usage

Uses

2-Trifluoromethyl-2-propanol may be employed as a solvent for the preparation of [18F]fluorothymidine. It may also be used in the synthesis of [2-(trifluoromethyl)-2-propyl nitrate] through nitration in nitric acid/trifluoroacetic anhydride.

General Description

2-Trifluoromethyl-2-propanol is a fluorinated aliphatic alcohol. It can be prepared by reacting methyllithium, trifluoroacetone and trifluorovinyl bromide in ether. This can also be synthesized from the reaction between methylmagnesium bromide and 1,1,1-trifluoroacetone in ether.

InChI:InChI=1/C4H7F3O/c1-3(2,8)4(5,6)7/h8H,1-2H3

Upstream product

• 354-32-5 trifluoracetyl chloride 
• 75-16-1 methylmagnesium bromide 
• 917-64-6 methyl magnesium iodide 
• 60-29-7 diethyl ether 
• 383-63-1 ethyl trifluoroacetate, 
• 327-69-5 iso-pentyl trifluoroacetate 
• 327-70-8 trifluoroacetic acid n-pentyl ester 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 407-25-0 trifluoroacetic anhydride 
• 374-11-8 2-methyl-2-(trifluoromethyl)oxirane 
• 421-50-1 1,1,1-trifluoro-2-propanone 
• 917-54-4 methyllithium 
• 23730-34-9 (2-Trifluormethyl-propyl-2)-tosylat 
• 73572-25-5 Methanesulfonic acid 2,2,2-trifluoro-1,1-dimethyl-ethyl ester 

Downstream Products

• 23730-34-9 (2-Trifluormethyl-propyl-2)-tosylat 
• 1196485-89-8 4-[4-(4-methanesulfonyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid 2,2,2-trifluoro-1,1-dimethyl-ethyl ester 
• 1098184-18-9 4-nitrophenyl (1,1,1-trifluoro-2-methylpropan-2-yl) carbonate 
• 1255649-28-5 1-nitro-4-(2,2,2-trifluoro-1,1-dimethylethoxy)benzene 
• 1309833-25-7 1-(2-(1,1,1-trifluoro-2-methylpropan-2-yloxy)-5-nitrophenyl)-4-methyl-1H-tetrazol-5(4H)-one 
• 1355488-32-2 4-({[5-chloro-6-(2,2,2-trifluoro-1,1-dimethylethoxy)pyridin-3-yl]oxy}methyl)-2,5-difluoro-N-(methylsulfonyl)benzamide 
• 1426408-89-0 1-chloro-3-(2,2,2-trifluoro-1,1-dimethylethoxymethyl)benzene 

Relevant articles and documents

Method for preparing 1, 1 and 1 -trifluoro -2 -methyl -2 - propanol

The invention discloses a method for preparing 1, 1 and 1 -trifluoro -2 -methyl -2 - propanol. To the method, methyl magnesium halide Grignard reagent is prepared from halogenated methane as a raw material in ether solvents, 1, 1 and 1 - trifluoroacetone are reacted in the presence of a catalyst to obtain 1, 1, 1 -trifluoro -2 -methyl -2 -propanol. The method has the advantages of easily available raw materials, convenience in post-treatment and purification, simplicity in operation, relatively low cost, high yield and the like.

Trifluoromethylation of carbonyl compounds with sodium trifluoroacetate

In the presence of copper(I) iodide as catalyst, a variety of carbonyl compounds, such as aldehydes, ketones and acid anhydrous, could be trifluoromethylated with sodium trifluoroacetate to give the corresponding alcohols in moderate to high yields, and a possible mechanism was proposed to explain the roles of catalyst and solvent in the reaction system.

Mechanistic Studies of Gas-Phase Negative Ion Unimolecular Decompositions. Alkoxide Anions

The unimolecular decompositions of 15 gas-phase alkoxide negative ions have been studied by infrared multiple photon photochemical activation in an ion cyclotron resonance spectrometer.Upon pulsed CO2 laser irradiation, alkoxide anions undergo elimination of neutral molecules (e.g., alkanes RH) to yield enolate anions.The observed reactivity patterns and kinetic isotope effects further establish a stepwise decomposition mechanism involving initial heterolytic cleavage to an intermediate anion-ketone complex followed by proton transfer to give the ultimate products.A relative order of leaving group propensities CF3 > Ph > H > t-Bu > Me > i-Pr > Et was observed.The apparent anomalous reactivity order for the alkyl groups can be rationalized by invoking a change in mechanism to one involving an intermediate in which an electron is not bound specifically by the eliminated alkyl group for R + t-Bu, i-Pr, and Et: either a radical-ketone radical anion complex produced by homolytic cleavage or an anionic cluster.This order also leads to the conclusion that methane elimination from alkoxide anions proceeds via the pathway involving heterolytic cleavage.The results of this study have implications for bimolecular ion-molecule reaction dynamics, since the photochemically generated intermediates are also intermediates in bimolecular proton transfer reactions.