(R)-(−)-1-(9-Anthryl)-2,2,2-trifluoroethanol
(R)-(−)-1-(9-Anthryl)-2,2,2-trifluoroethanol (CAS 53531-34-3) is a chiral alcohol with the molecular formula C16H11F3O and a molecular weight of 276.25 g/mol. This enantiomerically pure compound is a valuable reagent in asymmetric synthesis, primarily utilised for determining the optical purity and absolute configuration of various organic compounds through NMR spectroscopy. It serves as a key chiral building block and resolving agent in advanced chemical research and development.
- IUPAC
- (R)-(−)-α-(Trifluoromethyl)anthracene-9-methanol,(R)-(−)-2,2,2-Trifluoro-1-(9-anthryl)ethanol
- Synonyms
- 53531-34-3(R)-(−)-α-(Trifluoromethyl)anthracene-9-methanol(R)-(−)-2,2,2-Trifluoro-1-(9-anthryl)ethanol
NMR Spectral Determination of Optical Purity
This enantiomerically pure alcohol is employed as an NMR chiral shift reagent to determine the optical purity of various organic molecules. It facilitates the differentiation of enantiomers in compounds such as sulfoxides, lactones, amines, and allenes, providing accurate insights into their stereochemistry.
Absolute Configuration Analysis
Beyond optical purity, (R)-(−)-1-(9-Anthryl)-2,2,2-trifluoroethanol aids in the determination of the absolute configuration of chiral molecules. Its specific interactions in NMR provide distinct spectral signals that can be correlated to known stereochemical outcomes.
Chiral Building Block in Synthesis
As a chiral building block, this trifluoroethanol derivative can be incorporated into synthetic pathways requiring specific stereochemical control. Its anthryl and trifluoromethyl groups offer unique properties for constructing complex chiral molecules.
Chiral Resolving Agent
The compound functions effectively as a chiral resolving agent, aiding in the separation of enantiomers of other chiral compounds. This application is crucial in synthesising enantiomerically pure pharmaceuticals and fine chemicals.
| Molecular weight | 276.25 |
|---|---|
| Empirical formula | C16H11F3O |
| Assay | ≥98% |
| Optical activity | [α]25/D −30°, c = 6.0 in chloroform |
| Optical purity | ee: 98% (HPLC) |
| Application | These enantiomerically pure (+)- and (−)-2,2,2-trifluoro-1-(9-anthryl)ethanols have been used for the NMR spectral determination of optical purity (and in some cases, absolute configuration) of a wide variety of sulfoxides,1 lactones,2,3 amines,4 sulfinate esters,5 oxaziridines6 and allenes.7 |
| Melting point | 132-135 °C(lit.) |
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.
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.
What is (R)-(−)-1-(9-Anthryl)-2,2,2-trifluoroethanol used for?
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This compound is primarily used in NMR spectral determination of optical purity and absolute configuration of various organic molecules like sulfoxides, lactones, and amines. It also serves as a chiral building block and chiral resolving agent in asymmetric synthesis.
What is the CAS number and formula for (R)-(−)-1-(9-Anthryl)-2,2,2-trifluoroethanol?
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The CAS number is 53531-34-3 and the empirical formula is C16H11F3O.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (R)-(−)-1-(9-Anthryl)-2,2,2-trifluoroethanol with an assay of ≥98% and optical purity of ee: 98%. TSS does not represent this product as USP, BP, or EP grade.
What are the safety considerations when handling this chemical?
+
This chemical is classified as irritating to the skin, eyes, and respiratory system (H315-H319-H335). Appropriate personal protective equipment, including a dust mask (N95), eyeshields, and gloves, should be used. Ensure adequate ventilation and avoid dust formation.
How is this product packed, shipped, and exported?
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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals. Products are carefully packed according to international shipping regulations to ensure safe transit. Please contact us for specific export inquiries.
How can I request a quote or sample?
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To request a quote or a sample of (R)-(−)-1-(9-Anthryl)-2,2,2-trifluoroethanol, please use the contact form on our website or contact our sales department directly.
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