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TCI

CAS 4254-29-9

2-Hydroxyindan TCI H0517

2-Hydroxyindan TCI H0517

Chemical Identity

Other names
2-Hydroxyhydrindene · 2-Indanol
CAS No.
4254-29-9
PubChem
CID 77936·SID 87570907
Formula
C9H10O
Molecular weight
134.18 g/mol
Purity
>98.0%(GC)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
2,3-dihydro-1H-inden-2-ol
SMILES
C1C(CC2=CC=CC=C21)O
InChIKey
KMGCKSAIIHOKCX-UHFFFAOYSA-N
MDL
MDL00003800
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TCI H0517 2-Hydroxyindan, also known as 2-indanol, is a secondary alcohol in which the hydroxyl group sits on the central carbon of the cyclopentane ring within the indane framework. Unlike the 1-hydroxy isomer, which is benzylic in character, this 2-position is not directly adjacent to the aromatic ring, so its reactivity and stability differ in clearly observable ways. In the laboratory, the compound serves as a building block for the synthesis of indane derivatives, as an intermediate on the route toward aminoindane compounds, and as a model substrate for studying how the position of a functional group influences the course of a reaction.

The most notable property of this material is its symmetry. Because the hydroxyl group is located exactly at the central position of the five-membered ring, the molecule possesses a plane of symmetry and is therefore not chiral — a practical advantage when researchers want a single starting material without the complications of an enantiomeric mixture. The NMR spectra it produces are correspondingly simple and straightforward to interpret. As a solid, the material is convenient to weigh out and dissolves well in common organic solvents such as ethanol, acetone, dichloromethane, and ethyl acetate, so preparing reaction mixtures proceeds without difficulty.

In Indonesian laboratories, 2-hydroxyindan is used primarily by medicinal chemistry and organic synthesis groups working on indane-based scaffolds. It is handled in university research laboratories, in postgraduate synthesis work, and in method-development settings where a symmetric, achiral starting material simplifies both the reaction design and the subsequent spectroscopic confirmation. Its solid form and good solubility in ordinary organic solvents make it practical for routine bench-scale work.

  • Synthesis of indane derivatives — the hydroxyl group at the 2-position provides a defined handle for further functionalization while the indane skeleton is carried through intact into the target structure.
  • Intermediate toward aminoindane compounds — the secondary alcohol can be converted along established routes to nitrogen-bearing indanes, making this a practical entry point in medicinal chemistry programs.
  • Model substrate for positional reactivity studies — comparing this 2-hydroxy isomer against the benzylic 1-hydroxy isomer lets researchers isolate the effect of functional group position on reaction outcome.
  • Reference material for NMR interpretation exercises — the molecular plane of symmetry produces a relatively simple, easily assigned spectrum that suits teaching and method-verification work.
  • Achiral starting material for stereochemistry-sensitive syntheses — because the molecule is not chiral, work can begin from a single compound without separating or tracking enantiomeric mixtures.

Brand TCI
CAS number 4254-29-9
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in standard TCI research-scale packaging; please confirm the size options when ordering
Physical form solid
Storage keep in a tightly closed container in a cool, dry place away from light

Store 2-hydroxyindan in its original tightly closed container in a cool, dry, well-ventilated area, protected from direct sunlight and away from sources of heat or ignition. Amber glass bottles with chemically resistant closures are suitable, and the container should be resealed promptly after each use to limit moisture pickup. Weigh and transfer the solid inside a fume hood using clean, dry spatulas to avoid cross-contamination. Wear safety glasses, a laboratory coat, and appropriate chemical-resistant gloves during handling. Avoid inhalation of dust and contact with skin and eyes, keep the material separate from strong oxidizing agents, and consult the manufacturer's safety data sheet before first use and for disposal guidance.

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