2-Chlorotrityl chloride

2-Chlorotrityl chloride Basic information
Product Name:2-Chlorotrityl chloride
Synonyms:Diphenyl-2-chlorophenylMethyl Chloride;o-ChlorotriphenylchloroMethane;Chloro(2-chlorophenyl)diphenylmethane (2-Chlorophenyl)diphenylmethyl Chloride;ClotriMazole IMpurity C;(chloro(2-chlorophenyl)Methylene)dibenzene;2-Chlorotrityl chloride on polystyrene, 1% cross-linked, 1.0 to 1.4 mmol/g;KNORR-TRT(2-CL)-RESIN;KNORR-2-CHLOROTRITYL RESIN
CAS:42074-68-0
MF:C19H14Cl2
MW:313.22
EINECS:255-647-3
Product Categories:Biochemistry;Nucleosides, Nucleotides & Related Reagents;Protecting Agents for Hydroxyl and Amino Groups;Protecting Agents, Phosphorylating Agents & Condensing Agents;Protection & Derivatization Reagents (for Synthesis);Synthetic Organic Chemistry;(intermediate for clotrimazole);Resin and Derivatives;Amino resin;42074-68-0
Mol File:42074-68-0.mol
2-Chlorotrityl chloride Structure
2-Chlorotrityl chloride Chemical Properties
Melting point 130-135 °C
Boiling point 421.3±40.0 °C(Predicted)
density 1.222±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Soluble in Chloroform, methanol and dichloromethane, insoluble in water
form Powder
color Pale yellow crystalline powder
BRN 1983914
CAS DataBase Reference42074-68-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-24/25-22
RIDADR 3261
WGK Germany 3
10-21
HS Code 2903 99 80
HazardClass 8
PackingGroup III
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
2-Chlorotrityl chloride Usage And Synthesis
Chemical Propertiesoff-white to yellow or brown beads
Uses2-Chlorotrityl chloride is used as an intermediate of clotrimazole. It is also used in the preparation of modified trityl nucleosides as inhibitors of P. falciparum dUTPase. In addition, it serves as a protecting group reagent for carboxylic acids forming esters.
Application2-Chlorotrityl Chloride is used in convergent peptide synthesis. Extremely acid labile resin for preparing peptide acids and partially protected peptide fragments by the Fmoc strategy. Cleavage can be effected by using AcOH/TFE/DCM or 0.5% TFA.
Preparation2-Chlorotrityl chloride synthesis: It is esterified with 2-Chlorobenzoic acid and ethanol in the presence of sulfuric acid or p-toluenesulfonic acid to generate Ethyl 2-Chlorobenzoate, which is then condensed with phenylmagnesium bromide (Grignard reaction) to obtain (2-Chlorophenyl)diphenylmethanol magnesium salt is hydrolyzed with sulfuric acid to obtain (2-Chlorophenyl)diphenylmethanol, which is then chlorinated with thionyl chloride to obtain the product.
Biotechnological ApplicationsThe 2-chlorotrityl chloride (2-CTC) resin is one of the most frequently used and most versatile resins for the large-scale manufacture of peptides. It is slightly less acid-labile than Trityl Resin and thus more widely used in solid phase peptide synthesis. Peptides UBI-8 and UBI-9 were synthesized by Fmoc-solid phase chemistry using a 2-chlorotrityl chloride linker-resin. Trityl linkers have certain advantages in comparison to the alkoxybenzyl alcohol (eg. Wang resin), especially in the area of peptide chemistry. First, the problem of racemization during the loading of the first amino acid (using DIPEA) is avoided with trityl linkers. Second, due to steric factors, no diketopiperazine formation is observed.
Aluminum acetylacetonate METHYL ISOCYANOACETATE TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)EUROPIUM(III) N-BUTYLISOCYANIDE PHENYLSELENOL DICHLORO(ETHYLENEDIAMINE)PLATINUM(II) 2,4-PENTANEDIONE, SILVER DERIVATIVE 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Tosylmethyl isocyanide COBALT(II) ACETYLACETONATE RARECHEM AR PA 0031 Ethyl isocyanoacetate 1-CHLORO-2-(CHLORO[BIS(4-METHOXYPHENYL)]METHYL)BENZENE TERT-BUTYL ISOCYANIDE Ferric acetylacetonate COBALT ETHYLENE DIAMINE CHLORIDE TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III) 2-Chlorotrityl chloride

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