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Thermo Scientific Chemicals
Trichloroisocyanuric acid, 90+%
CAS: 87-90-1 | C3Cl3N3O3 | 232.40 g/mol
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Catalog number B23906.36
also known as B23906-36
Price (EUR)
56,70
Each
Quantity:
500 g
Price (EUR)
56,70
Each
Chemical Identifiers
CAS87-90-1
IUPAC Nametrichloro-1,3,5-triazinane-2,4,6-trione
Molecular FormulaC3Cl3N3O3
InChI KeyYRIZYWQGELRKNT-UHFFFAOYSA-N
SMILESClN1C(=O)N(Cl)C(=O)N(Cl)C1=O
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Specifications
Specification Sheet
Specification SheetAppearance (Color)White to pale cream
FormGranules or powder
Assay (Iodometric Titration)≥90% to ≤110% (non-U.S. specification)
Assay from Suppliers CofA≥90% to ≤110% (U.S. specification)
CommentSpecification differs for U.S. and non-U.S. material where indicated
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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.
Suitable for battery materials development.
Applications
Trichloroisocyanuric acid was used as a disinfection reagent in the transformation of benzophenone-3 in chlorinated water. It was also used in the synthesis of 2-halomethylene-3-oxoketoximes. It is used as a bleaching agent in the textile industry, a reagent in organic synthesis.
Solubility
Soluble in chlorocarbon, acetonitrile, acetone, water (12 g/L).
Notes
Moisture sensitive. Store away from reducing agents, acids, bases, flammable substances, organic materials, light, water/ moisture.
Trichloroisocyanuric acid was used as a disinfection reagent in the transformation of benzophenone-3 in chlorinated water. It was also used in the synthesis of 2-halomethylene-3-oxoketoximes. It is used as a bleaching agent in the textile industry, a reagent in organic synthesis.
Solubility
Soluble in chlorocarbon, acetonitrile, acetone, water (12 g/L).
Notes
Moisture sensitive. Store away from reducing agents, acids, bases, flammable substances, organic materials, light, water/ moisture.
RUO – Research Use Only
General References:
- Ulf Tilstam and Hilmar Weinmann. Trichloroisocyanuric Acid: A Safe and Efficient Oxidant. Org. Proc. Res. Dev. 2002, 6 (4), 384-393.
- Ardeshir Khazaei; Mohammad Ali Zolfigol; Amin Rostami; Arash Ghorbani Choghamarani. Trichloroisocyanuric acid (TCCA) as a mild and efficient catalyst for the trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) under heterogonous conditions. Catalysis Communications. 2007, 8 (3), 543-547.
- Low-cost chlorinating and oxidizing agent; review: Org. Process Res. Dev., 6, 384 (2002). Aromatic compounds can be chlorinated either on the ring (ionic conditions) or on the side chain (free-radical conditions): J. Org. Chem., 35, 719 (1970). In the presence of BF3 etherate, ketones are ɑ-chlorinated at the more substituted position: Synth. Commun., 15, 385 (1985). In combination with pyridine, sulfides are selectively oxidized to sulfoxides: Synth. Commun., 31, 245 (2001), thiols to disulfides: Synth. Commun, 31, 1825 (2001), and secondary alcohols to ketones: Synth. Commun., 22, 1589 (1992). In the presence of methanol in acetonitrile, acetone or dichloromethane, the same reagent system converts aldehydes directly to methyl esters: Synth. Commun., 26, 2633 (1996). Effective co-oxidant for the TEMPO-catalyzed chemoselective oxidation of alcohols to aldehydes and ketones: Org. Lett., 3, 3041 (2001). In acetic acid, pyridines are converted to their N-oxides: Synth. Commun., 34, 247 (2004).
- With NaNO2 and wet silica selective mononitration of phenols is accomplished under mild conditions: Synlett, 191 (2003). Effectively catalyzes both the protection and deprotection of alcohols as their tetrahydropyranyl ethers: Synth. Commun., 34, 3623 (2004).
- For a brief feature on uses in synthesis, see: Synlett, 2265 (2005).
- Note: Confusion with Cyanuric chloride, L03442, exists in some earlier Fieser references.