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Merck

8.08260

Trifluoroacetic acid

for synthesis

Synonym(s):

TFA

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About This Item

Linear Formula:
CF3COOH
CAS Number:
Molecular Weight:
114.02
UNSPSC Code:
12352106
NACRES:
NA.22
EC Index Number:
200-929-3
MDL number:
Beilstein/REAXYS Number:
742035
Assay:
≥99% (acidimetric)
Grade:
synthesis grade
Bp:
72.4 °C (lit.)
Vapor pressure:
97.5 mmHg ( 20 °C)
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InChI

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

SMILES string

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

InChI key

DTQVDTLACAAQTR-UHFFFAOYSA-N

grade

synthesis grade

vapor density

3.9 (vs air)

vapor pressure

97.5 mmHg ( 20 °C)

assay

≥99% (acidimetric)

form

liquid

dilution

(for synthesis)

refractive index

n20/D 1.3 (lit.)

pH

1 (10 g/L in H2O)

bp

72.4 °C (lit.)

mp

−15.4 °C (lit.)

solubility

soluble 10 g/mL

density

1.489 g/mL at 20 °C (lit.)

storage temp.

2-30°C

Quality Level

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Analysis Note

Assay (acidimetric): ≥ 99.0 %
Density (d 20 °C/ 4 °C): 1.487 - 1.490
Identity (IR): passes test

Application

Trifluoroacetic acid can be used as a catalyst

  • In the direct conversion of cyclohexanone to caprolactam using acetonitrile as the additive.
  • In the synthesis of 1,2,4,5-tetrasubstituted imidazoles by four-component condensation of benzil, aldehydes, amines, and ammonium acetate.
Trifluoroacetic acid can also be used
  • In the synthesis of d-α-Tterpineo from d-limonene by Markovnikov addition followed by hydrolysis.

Features and Benefits

Trifluoroacetic acid can be used as a catalyst due to its
  • High acidity
  • Easy elimination
  • Good solubility in organic solvent and in water.

General description

Trifluoroacetic acid is widely used in organic synthesis as a solvent, catalyst and reagent. It is a strong acid and low boiling point reagent. It can be used as a catalyst for a variety of reactions such as rearrangements, functional group deprotections, oxidations, reductions, condensations, hydroarylations and trifluoromethylations.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 2

flash_point_f

>212.0 °F - Pensky-Martens closed cup

flash_point_c

> 100 °C - Pensky-Martens closed cup


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

8082600100: + 8082600521: + IN2RCMT808260: + 8082602501: + 8082600121: + 8082600025: + 8082609060: + 8082600500: + IN28082600100: + 8082600101: + 8082600501: + 8082600026: + 8082601000: + 8082601001: + 8082609025: + IN28082600500: + 8082602500: + IN28082602500: + 8082600000: + 8082609015: + 8082609999:

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Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Protocols

Fmoc resin cleavage and deprotection are crucial steps for peptide synthesis, yielding the desired peptide after resin detachment.

Global Trade Item Number

SKUGTIN
8.08260.002604027269250652
8.08260.010104054839446597
8.08260.100104054839448881
8.08260.050104054839451539
8.08260.250104054839449628

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