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367710

Sigma-Aldrich

Trichloroacetic anhydride

technical grade, 95%

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Synonym(s):
(2,2,2-Trichloroacetyl) 2,2,2-trichloroacetate, Trichloroacetic acid anhydride
Linear Formula:
(Cl3CCO)2O
CAS Number:
Molecular Weight:
308.76
Beilstein/REAXYS Number:
980355
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Quality Level

assay

95%

form

liquid

refractive index

n20/D 1.484 (lit.)

bp

139-141 °C/60 mmHg (lit.)

density

1.69 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C4Cl6O3/c5-3(6,7)1(11)13-2(12)4(8,9)10

InChI key

MEFKFJOEVLUFAY-UHFFFAOYSA-N

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General description

Trichloroacetic anhydride is reported to be an efficient derivatization reagent, since it produces stable derivatives having both a higher mass fragmentation pattern and lesser volatility than derivatives of trifluoroacetic anhydride (TFAA) or heptafluorobutyric anhydride (HFBA). The interaction of thymidine 5′-phosphate with trichloroacetic anhydride in dimethylformamide and acetonitrile in the presence of tertiary amines hs been studied.

Application

Trichloroacetic anhydride may be used as derivatization reagent for the following studies:
  • Simultaneous analysis of amphetamine, methamphetamine and 3,4-methylenedioxymethamphetamine (MDMA or Ecstasy) in urine samples by solid-phase extraction, derivatization and gas chromatography/mass spectrometry.
  • Analysis of halogenated amphetamines in brain tissue from rats by gas chromatography with electron-capture detection (GC-ECD).
  • Quantitative determination of the metabolites of l-alpha-acetylmethadol (LAAM), such as noracetylmethadol, dinoracetylmethadol, methadol and normethadol by electron capture gas-liquid chromatography.

Pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1A

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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V S Bogachev et al.
Bioorganicheskaia khimiia, 29(1), 64-74 (2003-03-28)
The interaction of thymidine 5'-phosphate with trichloroacetic anhydride, trichloroacetyl chloride, and tribromoacetyl bromide was studied in dimethylformamide and acetonitrile in the presence of tertiary amines. The first two reactions gave the mixed anhydride of trichloroacetic and thymidylic acids (acyl phosphate)
D H Lau et al.
Journal of chromatography, 129, 329-338 (1976-12-22)
Six reagents-trichloroacetyl chloride, trichloroacetic anhydride, pentafluorobenzoyl chloride, heptafluorobutyryl chloride, heptafluorobutyric anhydride, and trifluoroacetic anhydride- were evaluated as potential derivatizing reagents for quantitating the metabolites of l-alpha-acetylmethadol (LAAM) -noracetylmethadol, dinoracetylmethadol, methadol, and normethadol-by electron capture gas-liquid chromatography. All of the reagents
R J Czarny et al.
Journal of analytical toxicology, 13(5), 257-262 (1989-09-01)
An analytical procedure for methamphetamine and amphetamine has been developed using 4-carbethoxyhexafluorobutyryl chloride. This derivatizing reagent has all the previously reported advantages of trichloroacetic anhydride (TCAA) in that it produces stable derivatives having both a higher mass fragmentation pattern and
M L Owen et al.
Journal of pharmacological methods, 25(2), 147-155 (1991-04-01)
p-Chloro-alpha-fluoromethylphenylethylamine (fluoro-p-chloroamphetamine) (FpCA) has been shown in acute studies to be a less potent depletor of the neurotransmitter amine 5-hydroxytryptamine (5-HT) in brain than is p-chloroamphetamine (pCA). Gas chromatographic assay procedures for FpCA and PCA have been developed in our
B K Gan et al.
Journal of forensic sciences, 36(5), 1331-1341 (1991-09-01)
A rapid and effective solid-phase extraction procedure using Bond Elute Certify bonded silica sorbent cartridges was adopted to extract amphetamine, methamphetamine, and 3,4-methylenedioxymethamphetamine (MDMA or Ecstasy) from urine samples. The extract was derivatized with trichloroacetic anhydride prior to gas chromatography/mass

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