4-Methoxytrityl chloride, 97%
4-Methoxytrityl chloride, 97%
4-Methoxytrityl chloride, 97%
Thermo Scientific Chemicals

4-Methoxytrityl chloride, 97%

CAS: 14470-28-1 | C20H17ClO | 308.805 g/mol
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Catalog number A10545.30
also known as A10545-30
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Chemical Identifiers
CAS14470-28-1
IUPAC Name1-(chlorodiphenylmethyl)-4-methoxybenzene
Molecular FormulaC20H17ClO
InChI KeyOBOHMJWDFPBPKD-UHFFFAOYSA-N
SMILESCOC1=CC=C(C=C1)C(Cl)(C1=CC=CC=C1)C1=CC=CC=C1
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SpecificationsSpecification SheetSpecification Sheet
FormCrystals or powder or crystalline powder
Identification (FTIR)Conforms
Appearance (Color)White to cream to pale orange or pink
Melting Point (clear melt)118.0-127.0?C
Assay (Titration ex Chloride)≥96.0 to ≤104.0%
It is used as selective protecting reagent that is used for primary hydroxyl groups.

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
It is used as selective protecting reagent that is used for primary hydroxyl groups.

Solubility
Soluble in toluene.

Notes
It is hygroscopic. Incompatible with oxidizing agents.
RUO – Research Use Only

General References:

  1. Reagent for protection of alcohols, cf Chlorotriphenyl methane, A11799, as their monomethoxytrityl (Mmt) ethers, intermediate in acid-lability between trityl (Trt) and dimethoxytrityl (Dmt); see 4,4'-Dimethoxytrityl chloride, A11626. For use of DMAP as a catalyst for methoxytritylation of alcohols and amines, see: Tetrahedron Lett., 21, 3899 (1980); J. Org. Chem., 47, 571 (1982); Chem. Lett., 15 (1982).
  2. In a comparison with Dmt for N-protection during solid-phase peptide synthesis, the N-Mmt group was found to survive intact whereas N-Dmt derivatives decomposed slowly in protic solvents: Tetrahedron. Lett., 39, 1733 (1998).