(R)-1,2,3,4-Tetrahydronaphthalene-1-carboxylic acid

CAS No.

23357-47-3

Synonyms

(R)-1,2,3,4-Tetrahydro-1-naphthoic acid

Molecular formula

C11H12O2

Molecular weight

176.21 g/mol

Grade

Reagent grade

Packaging

Sealed PE bag / Fiber drum with PE liner

Chemical Product Description & Applications

(R)-1,2,3,4-Tetrahydronaphthalene-1-carboxylic acid is a chiral tetralin building block used to introduce an R-configured bicyclic fragment into more complex molecules. Its carboxyl group supports amide formation and conversion into reduced one-carbon side chains. The fused aromatic and saturated rings provide a conformationally restricted framework around the stereogenic carbon.

The selected free acid differs from the S enantiomer and from racemic tetralin carboxylic acid. Coupling can retain the acid carbonyl as an amide, while reduction routes convert that carbon into a hydroxymethyl or aminomethyl connection. These alternatives give access to different linkage types from the same chiral scaffold, allowing the fragment to be incorporated without reconstructing its saturated ring system.

Typical Applications

  • R-Tetralin carboxamides: Used as the chiral acid component in amide-coupling sequences, transferring the R-configured tetralin fragment into nitrogen-containing intermediates.
  • Tetralinylmethyl amine intermediates: Used in routes that convert the carboxyl functionality through an amide or other derivative and reduce it to an aminomethyl connection, as reported in substituted aminopyridine synthesis.

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

Sealed PE bag / Fiber drum with PE liner

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CoA

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TDS

Technical Data Sheet

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SDS

Safety Data Sheet

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