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Merck

T4885

Trichloroacetic acid

≥99.0% (titration), powder or crystals

Trichloroacetic acid

Synonym(s):

TCA

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About This Item

Linear Formula:
Cl3CCOOH
CAS Number:
Molecular Weight:
163.39
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
200-927-2
MDL number:
Beilstein/REAXYS Number:
970119

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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

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This Item
T6399T915991230
assay

≥99.0% (titration)

assay

≥99.0%

assay

≥99.0%

assay

≥99.5% (T)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder or crystals

form

-

form

-

form

flakes

pH

1 (at 25 °C, 81,7  g/L)

pH

-

pH

-

pH

-

solubility

H2O: 1 g/10 mL

solubility

H2O: 1 g/10 mL

solubility

H2O: 0.5 M at 20 °C, clear, colorless

solubility

water: soluble 81.7 g/L at 20 °C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

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.[1]
  • 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.[2]
  • Tetrahydrobenzo[a]xanthen-11-ones by three-component reaction of aldehydes, 2-naphthol and dimedone.[3]

pictograms

CorrosionEnvironment

signalword

Danger

hcodes

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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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, 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)
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)
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
Inga Müller et al.
PloS one, 9(5), e97285-e97285 (2014-05-27)
Members of the MYC family are the most frequently deregulated oncogenes in human cancer and are often correlated with aggressive disease and/or poorly differentiated tumors. Since patients with MYCN-amplified neuroblastoma have a poor prognosis, targeting MYCN using small molecule inhibitors

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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