4-Methoxybenzenesulfonyl chloride, 98+%

Name: 4-Methoxybenzenesulfonyl chloride, 98+%
SKU: A13788.22

CAS: 98-68-0 | C7H7ClO3S | 206.64 g/mol

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Catalog number A13788.22

also known as A13788-22

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Chemical Identifiers

CAS98-68-0

IUPAC Name4-methoxybenzene-1-sulfonyl chloride

Molecular FormulaC7H7ClO3S

InChI KeyDTJVECUKADWGMO-UHFFFAOYSA-N

SMILESCOC1=CC=C(C=C1)S(Cl)(=O)=O

Specifications

Specification Sheet

Appearance (Color)White to pale cream

Assay (Titration ex Chloride)≥98.0 to ≤102.0%

FormCrystals or powder or crystalline powder or lumps or chunks or fused solid

Assay (GC)≥98.0%

Melting Point (clear melt)36.0-43.0?C

4-Methoxybenzenesulfonyl chloride is used as an anti-HIV as Pharmaceutical Intermediates. It also acts as protecting group agent for various nitrogen functions.

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
4-Methoxybenzenesulfonyl chloride is used as an anti-HIV as Pharmaceutical Intermediates. It also acts as protecting group agent for various nitrogen functions.

Solubility
Soluble in Toluene. Decomposes in water.

Notes
Moisture Sensitive. Store at 4°C. Store in a cool and dark place. Protect from moisture. Store away from strong bases.

RUO – Research Use Only

General References:

Yoshihiko Watanabe; Nobuyuki Mase; Moto-aki Tateyama; Takeshi Toru. An improved and efficient procedure for the preparation of chiral sulfinates from sulfonyl chloride using triphenylphosphine.Tetrahedron: Asymmetry.1999, 10 737-745.
Yujie Sun; Chengyin Wang; Qunyin Wen; Guoxiu Wang; Honghai Wang; Qishu Qu; Xiaoya Hu. Determination of Glyphosate and Aminomethylphosphonic Acid in Water by LC Using a New Labeling Reagent, 4-Methoxybenzenesulfonyl Fluoride.Chromatographia.2010, 72 679-686.
Amines and other N-functions can be protected as 4-methoxybenzenesufonyl (PMBS, Mps) derivatives: Chem. Pharm. Bull., 29, 2592 (1981), useful for the imidazole in histidines, stable to TFA and HBr/AcOH: Bull. Chem. Soc. Jpn., 47, 3146 (1974); J. Org. Chem., 45, 547 (1980); deprotection in TFA is promoted by dimethyl sulfide: J. Chem. Soc., Chem. Commun., 955 (1979). For deprotection of PMBS-indoles using Mg in methanol, see: J. Org. Chem., 62, 6519 (1997).
Also used for protection of the guanidino function of arginine residues in peptide synthesis. The sulfonamide is cleaved by triflic acid under less drastic conditions than tosyl groups: Chem. Pharm. Bull., 24, 1568 (1976). Compare also 4-Methoxy-2,3,6-trimethyl benzenesulfonyl chloride, L11829. See Appendix 6.