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T6508

Sigma-Aldrich

Acide trifluoroacétique

ReagentPlus®, 99%

Synonyme(s) :

TFA

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About This Item

Formule linéaire :
CF3COOH
Numéro CAS:
76-05-1
Poids moléculaire :
114.02
Numéro Beilstein :
742035
Numéro CE :
200-929-3
Numéro MDL:
MFCD00004169
Code UNSPSC :
12352106
ID de substance PubChem :
329826846
Nomenclature NACRES :
NA.21

Densité de vapeur

3.9 (vs air)

Niveau de qualité

200

Pression de vapeur

97.5 mmHg ( 20 °C)

Gamme de produits

ReagentPlus®

Pureté

99%

Forme

liquid

Impuretés

≤0.05% water

Indice de réfraction

n20/D 1.3 (lit.)

pH

1 (10 g/L)

Point d'ébullition

72.4 °C (lit.)

Pf

−15.4 °C (lit.)

Solubilité

ethanol: soluble 0.33 mL/mL

Densité

1.489 g/mL at 20 °C (lit.)

Chaîne SMILES 

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

InChI

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

Clé InChI

DTQVDTLACAAQTR-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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.

Application

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.      
  • In the Baeyer–Villiger oxidation reactions in combination with sodium percarbonate.,·      
  • For the C-H trifluoromethylation of arenes.

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

Conditionnement

1 ml dans chaque ampoule.

Informations légales

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictogrammes

CorrosionExclamation mark
GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H314 - H332 - H412

Classification des risques

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

Code de la classe de stockage

8A - Combustible, corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

212.0 °F - Pensky-Martens closed cup

Point d'éclair (°C)

> 100 °C - Pensky-Martens closed cup

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Organocatalyzed Beckmann rearrangement of cyclohexanone oxime by trifluoroacetic acid in aprotic solvent
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Catalysis Communications, 10(2), 251-256 (2008)
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