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CAS 86610-66-4

4,4',4''-Tris(benzoyloxy)trityl Bromide [Hydroxyl Protecting Agent] TCI T1071

4,4',4''-Tris(benzoyloxy)trityl Bromide [Hydroxyl Protecting Agent] TCI T1071

Chemical Identity

CAS No.
86610-66-4
PubChem
CID 3933738·SID 87576870
Formula
C40H27BrO6
Molecular weight
683.5 g/mol
Purity
>97.0%(T)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
[4-[bis(4-benzoyloxyphenyl)-bromomethyl]phenyl] benzoate
SMILES
C1=CC=C(C=C1)C(=O)OC2=CC=C(C=C2)C(C3=CC=C(C=C3)OC(=O)C4=CC=CC=C4)(C5=CC=C(C=C5)OC(=O)C6=CC=CC=C6)Br
InChIKey
PKXTVZCJOBWKIG-UHFFFAOYSA-N
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4,4',4''-Tris(benzoyloxy)trityl Bromide from TCI (product code T1071, CAS 86610-66-4) is a trityl bromide derivative that carries three benzoyloxy groups on its aromatic rings. TCI lists it under Chemical Biology, in the Nucleic Acid Chemistry subcategory, and describes it as a hydroxyl protecting agent. In nucleoside chemistry and oligonucleotide synthesis, trityl-based protecting groups have long been used to temporarily mask a hydroxyl group so that a reaction can be directed to another position on the same molecule.

Trityl-type protecting groups work by forming an ether with a hydroxyl group, most readily a primary one, and they can later be removed under mild acidic conditions. The benzoyloxy substituents on all three phenyl rings adjust the electronic character of the protecting group compared with an unsubstituted trityl group. This in turn influences how easily the group is attached and how readily it is cleaved, which gives chemists another option when planning a protection strategy.

Because a trityl bromide is inherently reactive toward water and nucleophiles, this reagent should be treated as moisture-sensitive and used in dry solvents. In Indonesian laboratories, the product is relevant to research groups working in nucleoside chemistry, bioorganic chemistry, and oligonucleotide synthesis development that need a selective hydroxyl protection strategy within a multi-step route.

TCI brochures (PDF)

  • Hydroxyl protection in nucleoside chemistry: the trityl framework forms ethers with hydroxyl groups, especially primary ones, so this reagent suits work where one hydroxyl must be masked while other sites react.
  • Oligonucleotide synthesis development: trityl-based protecting groups are a long-established tool in this field, and this derivative gives researchers an alternative with modified electronic characteristics to consider.
  • Multi-step bioorganic synthesis: temporary protection that is later removed under mild acidic conditions lets chemists direct reactions to chosen functional groups and then restore the original hydroxyl.
  • Comparative protecting group studies: the three benzoyloxy substituents change the properties of the trityl group, so the reagent is useful for examining how substitution affects attachment and removal.
  • Training and method development in nucleic acid chemistry: as a catalogued reagent in the Nucleic Acid Chemistry category, it supports teaching and optimization of hydroxyl protection procedures under anhydrous conditions.

Brand TCI
CAS number 86610-66-4
Molecular formula —
Purity —
Category Chemistry > Chemical Biology > Nucleic Acid Chemistry
Pack sizes please refer to the TCI product listing or contact AMI Scientific for current details
Physical form —
Storage —
  • Product code: T1071
  • Function: Hydroxyl protecting agent

As a trityl bromide, this reagent is reactive toward moisture and nucleophiles, so it should be kept in its original tightly closed container and protected from humidity. Follow the storage conditions given on the supplier label and safety data sheet. Open the container only when needed, and weigh and transfer the material quickly, ideally under dry conditions, using dry solvents and glassware. Work in a well-ventilated area or fume hood, and wear suitable gloves, safety glasses, and a laboratory coat. Avoid contact with skin, eyes, and inhalation of dust. Dispose of waste according to your institution's chemical waste procedures and local regulations.

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