Description

tert-Butylsulfinyl Chloride is a versatile and highly reactive organosulfur reagent, primarily valued for its role as a chiral sulfinylating agent in asymmetric synthesis. Its significance lies in its ability to introduce the tert-butylsulfinyl group, a powerful chiral auxiliary for the stereoselective construction of carbon-nitrogen and carbon-carbon bonds. This compound is essential for research chemists and process development scientists in the pharmaceutical and agrochemical industries, where it is used to synthesize enantiomerically pure amines, amino acids, and other high-value intermediates.

Application

• Chiral Auxiliary in Asymmetric Synthesis: Key reagent for the preparation of enantiomerically pure sulfinimines (N-sulfinyl imines), which are pivotal intermediates in the synthesis of chiral amines and amino acids.
• Pharmaceutical Intermediate Manufacturing: Used in the research and production of active pharmaceutical ingredients (APIs), particularly those containing stereogenic nitrogen centers.
• Agrochemical Synthesis: Employed in the development of chiral herbicides, fungicides, and insecticides where specific stereochemistry is required for biological activity.
• Ligand and Catalyst Preparation: Serves as a building block for synthesizing novel chiral ligands and organocatalysts used in transition metal catalysis and organocatalysis.
• Peptidomimetics and Bioactive Molecule Research: Facilitates the synthesis of modified peptides and other bioactive compounds with enhanced stability or specificity.
• Academic and R&D Laboratories: A fundamental tool for methodological development in organic and medicinal chemistry research.

Basic Information

Product Name	tert-Butylsulfinyl Chloride
CAS No.	31562-43-3
Molecular Formula	C₄H₉ClOS
Molecular Weight	140.63 g/mol
Synonyms	2-Methyl-2-propanesulfinyl chloride; (R)-(+)-tert-Butanesulfinyl chloride; (S)-(-)-tert-Butanesulfinyl chloride; tert-Butylsulfinyl chloride; 2-Methylpropane-2-sulfinyl chloride; TBSCI (context-dependent); t-BuS(O)Cl; Chiral tert-butylsulfinyl chloride
EINECS	Contact for details

Quality Control

Our tert-Butylsulfinyl Chloride is produced and handled under strict quality management protocols to ensure batch-to-batch consistency and high chemical purity, critical for sensitive asymmetric transformations. We provide comprehensive Certificates of Analysis (COA) for every batch, detailing key parameters such as enantiomeric excess (ee), chemical purity, and identity confirmation. Our quality systems are designed to meet the rigorous standards of GMP-aligned manufacturing for advanced intermediates.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place. Due to its hygroscopic and moisture-sensitive nature, the container should be kept under an inert atmosphere (e.g., nitrogen or argon) and opened only under anhydrous conditions. Recommended long-term storage temperature is 2-8°C. Keep away from heat, sparks, open flames, and incompatible materials such as strong bases, strong oxidizing agents, and alcohols.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid
Identification (IR)	Conforms
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0% (for specified enantiomer)
Water Content (Karl Fischer)	≤ 0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.