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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

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

vapor density

<1 (vs air)

vapor pressure

1 mmHg ( 51 °C)

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

Quality Level

200

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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

Storage Class

8B - Non-combustible corrosive hazardous materials

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH0667
SLCL9269
SLCK6067
SLCK6065
BCCF9247

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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)
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)
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
Ying Wang et al.
Diabetes, 63(8), 2643-2655 (2014-03-13)
After diabetes, the heart has a singular reliance on fatty acid (FA) for energy production, which is achieved by increased coronary lipoprotein lipase (LPL) that breaks down circulating triglycerides. Coronary LPL originates from cardiomyocytes, and to translocate to the vascular
Verena Pfahler et al.
The New phytologist, 197(1), 186-193 (2012-10-31)
The objective of this study was to investigate the isotopic composition of oxygen bound to phosphate (δ(18)O-PO(4)) in different phosphorus (P) pools in plant leaves. As a model plant we used soybean (Glycine max cv Toliman) grown in the presence
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