(R)-4-Phenylthiazolidine-2-thione

CAS 110199-18-3C9H9NS2Chemical Synthesis

(R)-4-Phenylthiazolidine-2-thione (CAS: 110199-18-3, Formula: C9H9NS2, MW: 195.30) is a highly selective and efficient chiral auxiliary. It is integral to asymmetric synthesis, enabling the direct reduction to its corresponding aldehyde via reductive cleavage with diisobutylaluminum hydride. This compound is a valuable reagent for chemists synthesising chiral molecules with high enantiomeric purity.

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(R)-4-Phenylthiazolidine-2-thione (C9H9NS2) — chemical structure, CAS 110199-18-3; Chemistry, fine chemical supplied by Tech Serve Solutions

Asymmetric SynthesisChemical SynthesisChiral AuxiliariesOxazolidinone Derivatives

01 /Applications

Asymmetric Synthesis

Serves as a potent chiral auxiliary, facilitating the stereoselective synthesis of complex molecules. Its structure allows for predictable control over stereochemical outcomes in various chemical transformations.

Reductive Cleavage

Enables direct reduction to the corresponding aldehyde and the chiral auxiliary using diisobutylaluminum hydride. This provides a straightforward method for functional group manipulation while maintaining chirality.

Chiral Auxiliary

A key component in chiral auxiliary-based strategies, enabling the introduction and control of chirality in organic synthesis. Its effectiveness is well-documented in stereoselective reactions.

02 /Properties

Molecular weight	195.30
Empirical formula	C9H9NS2
Assay	≥98.0% (GC)
Optical activity	[α]20/D -207±5°, c = 1% in chloroform
Optical purity	enantiomeric ratio: ≥99:1 (LC)
Application	A highly selective and efficient chiral auxiliary1 which can be directly reduced to its corresponding aldehyde and the chiral auxiliary by reductive cleavage with diisobutylaluminum hydride.2

03 /Safety & handling

Protective equipment	Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Water hazard class (WGK, DE)	3

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry

CAS number

110199-18-3

MDL number

MFCD06658215

05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is (R)-4-Phenylthiazolidine-2-thione used for?

(R)-4-Phenylthiazolidine-2-thione is primarily used as a chiral auxiliary in asymmetric synthesis. It can be directly reduced to its corresponding aldehyde and the chiral auxiliary by reductive cleavage with diisobutylaluminum hydride.

What is the CAS number and formula for (R)-4-Phenylthiazolidine-2-thione?

The CAS number is 110199-18-3, and the molecular formula is C9H9NS2.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies (R)-4-Phenylthiazolidine-2-thione with an assay of ≥98.0% (GC) and an optical purity of enantiomeric ratio ≥99:1 (LC). We do not represent this product as USP, BP, or EP grade.

What are the safety and handling requirements for this chemical?

This chemical requires the use of eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. It is classified with a WGK Germany rating of 3, indicating a significant hazard to water.

How is this product shipped and exported?

Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals. Specific shipping and export details for (R)-4-Phenylthiazolidine-2-thione will be provided upon inquiry.