(S)-4-(4-Bromophenyl)-2,2-dimethyltetrahydro-2H-pyran

CAS No.

3064355-92-3

Synonyms

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Molecular formula

C13H17BrO

Molecular weight

269.18 g/mol

Grade

Reagent grade

Packaging

Glass bottle / Fluorinated HDPE drum

Chemical Product Description & Applications

(S)-4-(4-Bromophenyl)-2,2-dimethyltetrahydro-2H-pyran is a stereodefined aryl bromide bearing a substituted saturated oxygen heterocycle. The para-bromine provides an aromatic coupling handle, while the tetrahydropyran fragment transfers an established chiral center and a gem-dimethyl substitution pattern. These features combine a reactive aromatic site with a preassembled three-dimensional ring substituent.

The selected S form is intended for synthesis of molecules that retain this chiral aryl–tetrahydropyran unit. Replacing the aromatic bromine elaborates the para position without requiring reconstruction of the saturated ring. Conversion to an aryl boron derivative provides a complementary coupling partner. The material therefore supports both direct aromatic assembly and preparation of a boronate intermediate for a later bond-forming step.

Typical Applications

  • Chiral aryl-fragment coupling: Used as an aryl-bromide partner in carbon–carbon coupling to attach an additional aromatic, heteroaromatic or other compatible carbon fragment.
  • Tetrahydropyranyl aryl-boron intermediates: Used in palladium-catalyzed borylation to prepare the corresponding boronic ester for subsequent Suzuki-type coupling.

Specifications

Parameter Specification Test Method
Appearance Solid; color consistent with the reference sample Visual inspection
Identification Consistent with authenticated reference FTIR fingerprint comparison
Chromatographic purity ≥98.0 area% HPLC with suitable UV or CAD detection
Total organic impurities ≤2.0 area% HPLC, area normalization
Largest individual impurity ≤1.0 area% HPLC, area normalization
Water ≤1.0% w/w Karl Fischer titration
Stereochemical purity ≥98.0 area% specified stereoisomer Chiral HPLC or stereoisomer-resolving GC

Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.

Documents & Handling

Packaging

Glass bottle / Fluorinated HDPE drum

What You Get With This Product

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CoA

Certificate of Analysis

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TDS

Technical Data Sheet

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SDS

Safety Data Sheet

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