(R)-(−)-5,5-Dimethyl-4-phenyl-2-oxazolidinone

CAS 170918-42-0C11H13NO2Chemical Synthesis

(R)-(−)-5,5-Dimethyl-4-phenyl-2-oxazolidinone (CAS: 170918-42-0) is a chiral auxiliary with a molecular weight of 191.23 g/mol. This oxazolidinone derivative is a valuable reagent in asymmetric synthesis, particularly for diastereoselective reactions such as Michael additions. Supplied with an assay of 98% and high optical purity (ee: 99%), it enables precise stereochemical control in complex organic syntheses, making it a key component for advanced chemical research and development.

Synonyms: C11H13NO2

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(R)-(−)-5,5-Dimethyl-4-phenyl-2-oxazolidinone (C11H13NO2) — chemical structure, CAS 170918-42-0; Chemistry, fine chemical supplied by Tech Serve Solutions

Asymmetric SynthesisChemical SynthesisChiral AuxiliariesOxazolidinone Derivatives

01 /Applications

Asymmetric Synthesis

This compound serves as a versatile chiral auxiliary in asymmetric synthesis. Its structure facilitates high diastereoselectivity in reactions, enabling the controlled formation of chiral centres in organic molecules.

Diastereoselective Michael Additions

It is specifically employed in diastereoselective Michael additions. The auxiliary effectively directs the stereochemical outcome of the addition, leading to highly enantioenriched products.

Chiral Auxiliary Applications

As a chiral auxiliary, it can be readily cleaved after the desired stereochemistry has been established, leaving behind the enantiomerically enriched target molecule. This makes it efficient for multi-step syntheses.

02 /Properties

Molecular weight	191.23
Empirical formula	C11H13NO2
Assay	98%
Optical activity	[α]25/D −71°, c = 2 in chloroform
Optical purity	ee: 99% (HPLC)
Application	Versatile chiral auxiliary for asymmetric synthesis used in diastereoselective Michael additions.1
Melting point	151-156 °C(lit.)

03 /Safety & handling

GHS hazard pictogram: Harmful / irritant (GHS07) — Harmful / irritant

Warning

Hazard statements

H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust, fume, gas or vapours
P305IF IN EYES

Protective equipment	dust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)	3
Hazard codes (EU)	Xi
Risk statements (R)	36/37/38
Safety statements (S)	26-36

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

04 /Identifiers & registry

CAS number

170918-42-0

MDL number

MFCD00274261

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)-(−)-5,5-Dimethyl-4-phenyl-2-oxazolidinone used for?

(R)-(−)-5,5-Dimethyl-4-phenyl-2-oxazolidinone is primarily used as a chiral auxiliary in asymmetric synthesis, notably for diastereoselective Michael additions.

What is the CAS number and molecular formula for this compound?

The CAS number is 170918-42-0. Its empirical formula is C11H13NO2, and its molecular weight is 191.23 g/mol.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies this chemical with an assay of 98% and an optical purity (ee) of 99%. This is a research grade chemical and TSS does not represent it as USP, BP, or EP.

How should (R)-(−)-5,5-Dimethyl-4-phenyl-2-oxazolidinone be handled?

Handle with appropriate personal protective equipment, including a dust mask (type N95 US recommended), eyeshields, and gloves. It is classified as a warning substance (GHS07) and may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335).