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4,4',4''-Tris(4,5-dichlorophthalimido)trityl Bromide [Protecting Reagent for Primary Alcohol]
(CAS RN:91898-93-0 Product Number:T1526)

Structure

4,4',4''-Tris(4,5-dichlorophthalimido)trityl Bromide
Synonym p,p',p''-(Bromomethylidyne)tris(4,5-dichloro-N-phenylphthalimide)

General Information

Product Number T1526

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Purity/Analysis Method
Storage Temperature
M.F. / M.W. C43H18BrCl6N3O6=965.24
CAS RN 91898-93-0
Related CAS RN
MDL Number MFCD00075041
Packaging and Container
  • Product Details
  • Safety & Regulations
  • Reference & Application

Specification

Purity(Argentmetric Titration) min. 95.0 %

References

Reaxys-RN 4346813
PubChem SID 87577285

GHS

Pictogram
Signal Word Danger
Hazard Statements
  • H314
  • :Causes severe skin burns and eye damage.
Precautionary Statements
  • P260
  • :Do not breathe dusts or mists.
  • P264
  • :Wash hands and face thoroughly after handling.
  • P280
  • :Wear protective gloves, protective clothing, face protection.
  • P301+P330+P331+P310
  • :If swallowed: Rinse mouth. Do NOT induce vomiting. Immediately call a poison center or doctor.
  • P303+P361+P353+P310+P363
  • :If on skin (or hair): Take off immediately all contaminated clothing. Rinse skin with water or shower. Immediately call a poison center or doctor. Wash contaminated clothing before reuse.
  • P304+P340+P310
  • :If inhaled: Remove person to fresh air and keep comfortable for breathing. Immediately call a poison center or doctor.
  • P305+P351+P338+P310
  • :If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a poison center or doctor.
  • P405
  • :Store locked up.
  • P501
  • :Dispose of contents and container in accordance with local, regional, national regulations (e.g. US: 40 CFR Part 261, EU:91/156/EEC, JP: Waste Disposal and Cleaning Act, etc.).

Transport Information

UN Number 1759
Class 8
Packing Group III

Application

Protecting Reagent for Selective Protection of Primary Hydroxy Groups

Typical Procedure (Protection of primary hydroxy groups in nucleoside derivatives)1):
1 (1 mmol) is rendered anhydrous by coevaporations with dry DMF (2 × 10 mL) and finally dissolved in dry DMF (10 mL). Then lutidine (214 mg, 2 mmol) is added. To the DMF solution are added successively CPTrBr (1.91 g, 2 mmol) and AgNO3 (339 mg, 2 mmol). After being stirred vigorously for 30 min, the mixture is diluted with CH2Cl2 (20 mL), filtered, and extracted with CH2Cl2―H2O. The extracts are combined, dried over Na2SO4, filtered, and evaporated to dryness. After the residue is coevaporated with toluene (3 × 10 mL), it is dissolved in benzene (20 mL). After the mixture stands for 15 min, precipitated CPTrOH is filtered and washed with benzene. The filtrate and washing are combined and evaporated to dryness. The residue is chromatographed on a silica gel column (hexane―CH2Cl2) to give 2.

References

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