371-26-6

Basic information

• Product Name: Ethyl 4,4,4-trifluorobutyrate
• Synonyms: ETHYL 4,4,4-TRIFLUOROBUTYRATE;4,4,4-Trifluorobutyric acid ethyl ester;RARECHEM AL BI 0445;Ethyl 4,4,4-trifluorobutyrate 98%;Ethyl4,4,4-trifluorobutyrate98%;Ethyl 4,4,4-trifluorobutanoate;4,4,4-Trifluorobutanoic acid ethyl ester;Butanoic acid, 4,4,4-trifluoro-, ethyl ester
• CAS NO: 371-26-6
• Molecular Formula: C₆H₉F₃O₂
• Molecular Weight: 170.13
• Product Categories: C6 to C7;Carbonyl Compounds;Esters
• Mol File: 371-26-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 127 °C(lit.)
• Flash Point: 92 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 1.16 g/mL at 25 °C(lit.)
• Vapor Pressure: 38.5mmHg at 25°C
• Refractive Index: n20/D 1.3516(lit.)
• Storage Temp.: Flammables area
• BRN: 1769215
• CAS DataBase Reference: Ethyl 4,4,4-trifluorobutyrate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4,4,4-trifluorobutyrate(371-26-6)
• EPA Substance Registry System: Ethyl 4,4,4-trifluorobutyrate(371-26-6)

Safety Data

• Hazard Codes: Xn,F
• Statements: 10-20/21/22-36/37
• Safety Statements: 16-26-36
• RIDADR: UN 3272 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 371-26-6(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow liquid

Uses

4,4,4-Trifluoro Ethyl Ester Butanoic Acid is a useful building block for organic synthesis.

Synthesis Reference(s)

Tetrahedron Letters, 30, p. 4403, 1989 DOI: 10.1016/S0040-4039(00)99372-9

General Description

Ethyl 4,4,4-trifluorobutyrate is an ethyl ester of 4,4,4-tributyric acid. It is a useful spin trapping reagent used for ESR/EPR spectroscopy. It can be synthesized from Grignard reagent derived from 3-chloro-1,1,1-trifluoropropane..

InChI:InChI=1/C6H9F3O2/c1-2-11-5(10)3-4-6(7,8)9/h2-4H2,1H3

Upstream product

• 25597-16-4 ethyl 4,4,4-trifluorobut-2-enoate 
• 2985-33-3 monoethyl methylmalonate 
• 76-05-1 trifluoroacetic acid 
• 64-17-5 ethanol 
• 677-21-4 1,1,1-trifluoropropylene 
• 201230-82-2 carbon monoxide 
• 99783-25-2 2-(2,2,2-trifluoroethyl)malonic acid diethyl ester 
• 769169-70-2 4,4,4-trifluoro-2-(triphenyl-λ⁵-phosphanylidene)butyric acid ethyl ester 
• 75-90-1 2,2,2-Trifluoroacetaldehyde 
• 1522-43-6 ethyl 3-oxo-4,4,4-trifluorobutanoate enol 
• 372-30-5 ethyl 3-hydroxy-4,4,4-trifluorobutyrate 
• 460-37-7 1,1,1-trifluoro-3-iodopropane 
• 2707-65-5 3-acetoxy-4,4,4-trifluoro-but-2-enoic acid ethyl ester 
• 541-41-3 chloroformic acid ethyl ester 

Downstream Products

• 461-18-7 4,4,4-trifluorobutanol 
• 406-93-9 4,4,4-trifluorobutyric acid 
• 155953-69-8 ethyl 4,4,4-trifluoro-2-ethylbutanoate 
• 301849-36-5 2-Benzenesulfinyl-6,6,6-trifluoro-1-{2-[1-methoxy-meth-(E)-ylidene]-cyclohexyl}-hexan-3-one 
• 474709-23-4 6-bromo-3-[5-(3,3,3-trifluoropropyl)-[1,2,4]oxadiazol-3-yl]-imidazo[1,2-a]pyridine 
• 142820-57-3 4,4,4-Trifluoro-2-[1-hydroxy-meth-(Z)-ylidene]-butyric acid ethyl ester 
• 406-91-7 4,4,4-trifluorobutanoyl chloride 
• 660448-99-7 6,6,6-trifluoro-3-oxohexanenitrile 
• 1374302-43-8 8-benzyl-6-phenyl-2-(3,3,3-trifluoropropyl)imidazo[1,2-a]pyrazin-3(7H)-one 
• 1005475-68-2 5-Acetyl-4-chloro-8-methoxy-2-trifluoromethylquinoline 
• 474125-09-2 8-Methoxy-2-trifluoromethylquinolin-4-one 
• 406-87-1 4,4,4-trifluorobutanal 
• 1161720-84-8 ethyl 4,4,4-trifluoro-2-(hydroxymethylene)butanoate 

Relevant articles and documents

Novel synthesis method for 4,4,4-trifluorobutanol

The invention relates to a novel synthesis method for 4,4,4-trifluorobutanol. The method comprises the following steps: (1) enabling diethyl malonate to be subjected to substitution reaction with 2,2,2-trifluoro ethyl p-toluenesulfonate under the catalysis of a basic catalyst, so as to obtain 2-(2,2,2-trifluoro ethyl)-diethyl malonate; (2) enabling 2-(2,2,2-trifluoro ethyl)-diethyl malonate to be subjected to decarboxylic reaction, so as to obtain 4,4,4-trifluoro ethyl butyrate; and (3) reducing 4,4,4-trifluoro ethyl butyrate by a reduction reagent under the catalysis of a catalyst, thereby obtaining 4,4,4-trifluorobutanol. Compared with the prior art, the method disclosed by the invention has the advantages that the raw materials are cheap and readily-available, the cost is low, the number of synthesis steps is small, the operation is convenient and safe, the aftertreatment is simple, the solvent can be cyclically applied mechanically and is environment-friendly, the reaction yield is high, and the product is high in purity and good in quality and is applicable to industrial application.

Practical asymmetric synthesis of trifluoromethyl-containing aminoester using a modified davis protocol

Practical synthesis of aminoester 1 starting from 1,1,1-trifluoro-3- iodopropane is presented. Use of Ti(Oi-Pr)4 as a Lewis acid for condensation of intermediate aldehyde 8 with (S)-(+)-p-toluenesulfinamide was found to be critical. Conditions for a reproducible and high-yielding Wittig reaction of aldehyde hydrate with phosphorus ylide 4, that appear to have general applicability, are described.

Process for preparing fluorine-containing carboxylic acid ester

-