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Tetrachlorophthalic anhydride, 98%, Thermo Scientific Chemicals

Product Code. 11497997
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Description

Protection of amines as their tetrachlorophthalimide derivatives, by reaction with the anhydride in the presence of triethylamine, has been found to be useful in oligosaccharide chemistry. The group is stable to a wide range of reagents but can be selectively cleaved with ethylenediamine at lower temperatures than for the parent phthalimide derivatives; in particular, carboxylic esters are not cleaved under these conditions.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Protection of amines as their tetrachlorophthalimide derivatives, by reaction with the anhydride in the presence of triethylamine, has been found to be useful in oligosaccharide chemistry. The group is stable to a wide range of reagents but can be selectively cleaved with ethylenediamine at lower temperatures than for the parent phthalimide derivatives; in particular, carboxylic esters are not cleaved under these conditions.

Solubility
Hydrolyzes slowly in water.

Notes
Hygroscopic. Store away from oxidizing agents, acids.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 117-08-8
Molecular Formula C8Cl4O3
Molecular Weight (g/mol) 285.885
MDL Number MFCD00005920
InChI Key AUHHYELHRWCWEZ-UHFFFAOYSA-N
Synonym tetrachlorophthalic anhydride, tetrathal, 4,5,6,7-tetrachloro-1,3-isobenzofurandione, niagathal, 1,3-isobenzofurandione, 4,5,6,7-tetrachloro, phthalic anhydride, tetrachloro, 4,5,6,7-tetrachloroisobenzofuran-1,3-dione, 1,3-dioxy-4,5,6,7-tetrachloroisobenzofuran, unii-76glw0lbek, ccris 6202
PubChem CID 8326
ChEBI CHEBI:59097
IUPAC Name 4,5,6,7-tetrachloro-2-benzofuran-1,3-dione
SMILES C12=C(C(=C(C(=C1Cl)Cl)Cl)Cl)C(=O)OC2=O

Specifications

Melting Point 254°C to 258°C
Boiling Point 349°C to 354°C
Flash Point 362°C (683°F)
Odor Weak
Quantity 10,000 g
UN Number UN3077
Beilstein 211560
Sensitivity Moisture sensitive
Solubility Information Hydrolyzes slowly in water.
Formula Weight 285.9
Percent Purity 98%
Chemical Name or Material Tetrachlorophthalic anhydride
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RUO – Research Use Only

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