(S)-(−)-2-[(1-Hydroxy-3,3-dimethylbutan-2-ylimino)methyl]-4,6-diiodophenol
(S)-(−)-2-[(1-Hydroxy-3,3-dimethylbutan-2-ylimino)methyl]-4,6-diiodophenol (CAS 477339-39-2), a chiral compound with the molecular formula C13H17I2NO2 and a molecular weight of 473.09 g/mol, is a valuable reagent in asymmetric synthesis. Its primary applications involve its utility as a catalyst or ligand in enantioselective reactions, particularly in the oxidation of sulfides.
- IUPAC
- 2-[[[(1S)-1-(Hydroxymethyl)-2,2-dimethylpropyl]imino]methyl]-4,6-diiodophenol
- Synonyms
- 477339-39-2C13H17I2NO2
![(S)-(−)-2-[(1-Hydroxy-3,3-dimethylbutan-2-ylimino)methyl]-4,6-diiodophenol (C13H17I2NO2) — chemical structure, CAS 477339-39-2; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F477339-39-2.png&w=3840&q=75)
Asymmetric Catalysis
This chiral phenol derivative serves as an effective ligand or catalyst in asymmetric synthesis. It is particularly noted for its role in the catalytic asymmetric sulfoxidation of alkyl aryl sulfides, enabling the formation of chiral sulfoxides with high enantioselectivity.
Kinetic Resolution
The compound is employed in the kinetic resolution of alkyl aryl sulfoxides. This application allows for the separation of enantiomers of sulfoxides by selectively reacting with one enantiomer over the other, leaving the desired enantiomer enriched.
Chiral Reagent
As a specialized chiral reagent, it facilitates stereoselective transformations in organic chemistry. Its structure is designed to induce chirality in reaction products, making it a useful tool for synthesizing enantiomerically pure compounds.
| Molecular weight | 473.09 |
|---|---|
| Empirical formula | C13H17I2NO2 |
| Assay | 97% |
| Optical activity | [α]20/D -19°, c = 3% in acetone |
| Storage temperature | 2-8°C |
| Application | Useful in catalytic asymmetric sulfoxidation of alkyl aryl sulfides1 and in the kinetic resolution of alkyl aryl sulfoxides.2 |
| Melting point | 164-168 °C |
Hazard statements
- H301Toxic if swallowed
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P301IF SWALLOWED
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Faceshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 22-36/37/38 |
| Safety statements (S) | 26 |
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 (S)-(−)-2-[(1-Hydroxy-3,3-dimethylbutan-2-ylimino)methyl]-4,6-diiodophenol used for?
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This compound is primarily used in catalytic asymmetric sulfoxidation of alkyl aryl sulfides and in the kinetic resolution of alkyl aryl sulfoxides.
What is the CAS number and formula for this chemical?
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The CAS number is 477339-39-2 and the empirical formula is C13H17I2NO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with an assay of 97%. TSS does not represent it as USP, BP, EP, or other pharmacopoeial grades unless explicitly stated in the product specifications.
How should (S)-(−)-2-[(1-Hydroxy-3,3-dimethylbutan-2-ylimino)methyl]-4,6-diiodophenol be handled?
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This compound is classified as Danger, with hazards including toxicity if swallowed and irritation to skin, eyes, and respiratory tract (H301, H315, H319, H335). Appropriate personal protective equipment includes a dust mask (type N95 or equivalent), eyeshields, faceshields, and gloves. Handle in a well-ventilated area or fume hood.
Is this chemical available for export and how is it shipped?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals. Specific shipping and export details can be provided upon request, subject to regulatory compliance.
How can I request a sample or quote?
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Please contact our sales team via the website or direct contact information to request a sample or a formal quotation for this product.
What are the storage conditions for this chemical?
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The recommended storage temperature for this compound is 2-8°C.
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