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Merck

T4885

Trichloroacetic acid

≥99.0% (titration), powder or crystals

Synonym(s):

TCA

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About This Item

Linear Formula:
Cl3CCOOH
CAS Number:
76-03-9
Molecular Weight:
163.39
NACRES:
NA.21
PubChem Substance ID:
24900233
UNSPSC Code:
12352100
EC Number:
200-927-2
MDL number:
MFCD00004177
Beilstein/REAXYS Number:
970119
Assay:
≥99.0% (titration)
Form:
powder or crystals

Key Documents

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Product Name

Trichloroacetic acid, ≥99.0% (titration)

InChI key

YNJBWRMUSHSURL-UHFFFAOYSA-N

InChI

1S/C2HCl3O2/c3-2(4,5)1(6)7/h(H,6,7)

SMILES string

OC(=O)C(Cl)(Cl)Cl

Quality Level

200

assay

≥99.0% (titration)

form

powder or crystals

refractive index

n20/D 1.62 (lit.)

pH

1 (at 25 °C, 81,7  g/L)

bp

196 °C (lit.)

mp

54-58 °C (lit.)

solubility

H2O: 1 g/10 mL

density

1.62 g/mL at 25 °C (lit.)

functional group

carboxylic acid, chloro

storage temp.

2-8°C

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Application

Traditionally used to precipitate protein. Has been used to determine protein concentration by quantitative precipitation. Used as decalcifier and fixative in microscopy.
Trichloroacetic acid (TCA) can be used as a catalyst to synthesize:
  • β-enaminones via condensation reaction of 1,3-dicarbonyl compounds and amines.
  • 6-amino-3-methyl-1,4-diphenyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile derivatives via four-component condensation reaction of ethyl acetoacetate, phenylhydrazine, malononitrile, and aromatic aldehydes.
  • Tetrahydrobenzo[a]xanthen-11-ones by three-component reaction of aldehydes, 2-naphthol and dimedone.

pictograms

CorrosionEnvironment
GHS05,GHS09

signalword

Danger

hcodes

H314,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1A

wgk

WGK 2

flash_point_f

>235.4 °F - closed cup

flash_point_c

> 113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Storage Class

8A - Combustible corrosive hazardous materials

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Certificates of Analysis (COA)

Lot/Batch Number
0000487361
0000487361
0000462117
0000451846
0000450296

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Expeditious, four-component synthesis of 1, 4-dihydropyrano [2, 3-c] pyrazole derivatives catalyzed by trichloroacetic acid or ceric sulfate
Jaberi ZK, et al.
Acta Chimica Slovenica, 60(1), 105-108 (2013)
Efficient Synthesis of β-Enaminones and β-Enamino Esters Using Tris (Hydrogensulfato) Boron or Trichloroacetic Acid as Catalysts
Karimi-Jaberi Z and Takmilifard Z
European Chemical Bulletin, 2, 211-213 (2013)
Efficient, one-pot synthesis of tetrahydrobenzo [a] xanthen-11-ones and dibenzo [a, j] xanthenes using trichloroacetic acid as a solid heterogeneous catalyst under solvent-free conditions
Jaber ZK, et al.
E-Journal of Chemistry, 8(4), 1895-1899 (2011)
Alan Mortensen et al.
Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals, 18(1), 55-62 (2012-10-17)
The ratio of the nitric oxide synthase (NOS) cofactor tetrahydrobiopterin (BH(4)) to its oxidized form dihydrobiopterin (BH(2)) has been suggested as an index of endothelial dysfunction. Consequently, much effort has been put into preserving the in vivo equilibrium between these
Valentina Folgiero et al.
Oncotarget, 5(8), 2052-2064 (2014-06-07)
Microenvironmental factors contribute to the immune dysfunction characterizing acute myeloid leukemia (AML). Indoleamine 2,3-dioxygenase 1 (IDO1) is an interferon (IFN)-γ-inducible enzyme that degrades tryptophan into kynurenine, which, in turn, inhibits effector T cells and promotes regulatory T-cell (Treg) differentiation. It
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