Merck
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T6508

Sigma-Aldrich

Trifluoroacetic acid

ReagentPlus®, 99%

Synonym(s):
TFA
Linear Formula:
CF3COOH
CAS Number:
Molecular Weight:
114.02
Beilstein:
742035
Número EC:
Número MDL:
ID de substância PubChem:
NACRES:
NA.21

densidade de vapor

3.9 (vs air)

Nível de qualidade

200

pressão de vapor

97.5 mmHg ( 20 °C)

linha de produto

ReagentPlus®

teor

99%

forma

liquid

Impurezas

≤0.05% water

índice de refração

n20/D 1.3 (lit.)

pH

1 (10 g/L)

pb

72.4 °C (lit.)

pf

−15.4 °C (lit.)

solubilidade

ethanol: soluble 0.33 mL/mL

densidade

1.489 g/mL at 20 °C (lit.)

SMILES string

OC(C(F)(F)F)=O

InChI

1S/C2HF3O2/c3-2(4,5)1(6)7/h(H,6,7)

InChI key

DTQVDTLACAAQTR-UHFFFAOYSA-N

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Descrição geral

Trifluoroacetic acid (TFA) is an organofluorine compound used as a reagent in organic synthesis for various acid-catalyzed reactions such as ring-opening of epoxides, biomimetic cyclization, Cope rearrangements, and natural product synthesis. TFA′s physicochemical characteristics provide advantages over other acids because of its high volatility, solubility in organic solvents, and acidic strength. When TFA is used as a reagent the product isolation is simple by evaporation due to its very high volatility. Less volatile acids such as sulfuric acid or p-toluenesulfonic acid may require neutralization or an extractive workup.[1]

Aplicação

Trifluoroacetic acid can be used as a reagent:      
  • For the cleavage of nitrogen and oxygen protecting groups such as N-Boc, N-benzyloxymethyl, benzyl ether, p-methoxybenzyl ether, t-butyl ether, t-butyloxymethyl ether, triphenylmethyl ether, and dimethyl acetals.[1][2][3]      
  • In the Baeyer–Villiger oxidation reactions in combination with sodium percarbonate.[1],·      
  • For the C-H trifluoromethylation of arenes.[4]

TFA can also be used as:      
  • A solvent in atom transfer cyclization reactions and polymer processes.[2]      
  • A catalyst in the synthesis of ε-caprolactam via Beckmann rearrangement of cyclohexanone oxime in aprotic solvents.[5]

Embalagem

1, 10, 5×10, 10×10 amp in ampule
5, 25, 100, 4×100, 500 mL in glass bottle
1, 2 L in glass bottle
1mL in each ampule.

Informações legais

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Pictogramas

CorrosionExclamation mark

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1A

Código de classe de armazenamento

8A - Combustible, corrosive hazardous materials

WGK

WGK 2

Ponto de fulgor (ºF)

212.0 °F - Pensky-Martens closed cup

Ponto de fulgor (ºC)

> 100 °C - Pensky-Martens closed cup

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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