Production Method 1

285-67-6

89381-13-5

Reaction Conditions

1.1 Reagents: Ammonia Solvents: Isopropanol ,  Water ;  24 h, 90 °C

Reference

Asymmetric oxidation of thioanisole with H2O2 catalyzed by Na2MoO4 and induced by β-cyclodextrin derivatives

Shen, Hai-Min; Ji, Hong-Bing, Youji Huaxue, 2012, 32(9), 1684-1689

Production Method 2

181657-56-7

89381-13-5

1417615-76-9

Reaction Conditions

1.1 Catalysts: Nickel Solvents: Toluene ,  Water ;  2 h, 120 °C

Reference

Stereoretentive Deuteration of α-Chiral Amines with D2O

Hale, Lillian V. A.; Szymczak, Nathaniel K., Journal of the American Chemical Society, 2016, 138(41), 13489-13492

2-Aminocyclopentanol Raw materials

• 6-oxabicyclo[3.1.0]hexane
• (R,R)-2-(Benzyloxy)cyclopentylamine

2-Aminocyclopentanol Preparation Products

• Cyclopentanamine, 2-(phenylmethoxy)-, (1R,2S)-rel- (1417615-76-9)
• 2-Aminocyclopentanol (89381-13-5)

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Comprehensive Overview of 2-Aminocyclopentanol (CAS No. 89381-13-5): Properties, Applications, and Industry Insights

2-Aminocyclopentanol (CAS No. 89381-13-5) is a versatile organic compound with a cyclopentane backbone substituted by an amino group and a hydroxyl group at the 2-position. This structural configuration endows it with unique chemical properties, making it valuable in pharmaceutical synthesis, agrochemical research, and specialty material development. The compound's chirality and hydrogen-bonding capacity are particularly noteworthy, as they enable selective interactions in asymmetric catalysis and molecular recognition processes.

In recent years, the demand for functionalized cyclopentane derivatives like 2-Aminocyclopentanol has surged due to their role in designing bioactive molecules. Researchers frequently search for "2-Aminocyclopentanol synthesis methods" or "CAS 89381-13-5 applications," reflecting growing interest in sustainable production routes. The compound's stereoisomeric purity is another hot topic, with studies focusing on enantioselective synthesis techniques to meet pharmaceutical-grade standards.

From a technical perspective, 2-Aminocyclopentanol exhibits a melting point range of 80-85°C and moderate water solubility, properties that influence its handling in industrial settings. Its bifunctional nature (containing both -NH₂ and -OH groups) allows diverse derivatization pathways, a feature often explored in patents for drug intermediates. Analytical methods such as HPLC purity testing and chiral separation are critical quality control measures for this compound.

The compound's relevance extends to green chemistry initiatives, where queries like "biocatalytic production of 2-Aminocyclopentanol" gain traction. Recent publications highlight enzymatic routes using transaminase enzymes to achieve higher yields with reduced environmental impact compared to traditional chemical synthesis. This aligns with the pharmaceutical industry's push toward sustainable API manufacturing.

Material science applications of CAS 89381-13-5 include its use as a building block for polyamide modifiers and epoxy resin hardeners. The hydroxyl group facilitates polymer chain incorporation, while the amino group enables cross-linking – properties that researchers investigate when searching for "cyclopentane-based polymer additives." These applications benefit from the compound's thermal stability and low volatility.

Quality specifications for 2-Aminocyclopentanol typically emphasize ≥98% purity (by GC/HPLC), with strict control of residual solvents and heavy metals. Suppliers often provide technical data sheets addressing "2-Aminocyclopentanol storage conditions" (recommended at 2-8°C under inert atmosphere) and "handling precautions" to ensure product integrity. These details are crucial for compliance with REACH regulations and other chemical safety standards.

Emerging research explores the compound's potential in metal-organic frameworks (MOFs) and catalysis. The simultaneous presence of Lewis basic (amino) and Br?nsted acidic (hydroxyl) sites in 2-Aminocyclopentanol creates opportunities for designing multifunctional catalysts. Such applications respond to the chemical industry's need for efficient heterogeneous catalysts in fine chemical production.

Market analysis indicates steady growth for cyclopentane derivatives, driven by pharmaceutical demand in Asia-Pacific regions. Patent landscapes reveal increasing filings involving CAS 89381-13-5 for antiviral and anti-inflammatory drug candidates. This correlates with search trends for "2-Aminocyclopentanol price trends" and "bulk suppliers," reflecting procurement interests from R&D institutions.

For analytical chemists, characterization of 2-Aminocyclopentanol typically involves FT-IR spectroscopy (showing distinct N-H and O-H stretches), mass spectrometry (M+ peak at 101), and NMR studies (clearly distinguishing ring protons). These techniques address common queries about "2-Aminocyclopentanol spectral data" and "structural confirmation methods" in peer-reviewed literature.

Future prospects for 89381-13-5 include exploration in bioconjugation chemistry and prodrug design, where its balanced hydrophilicity/lipophilicity proves advantageous. The compound's logP value (~0.5) makes it particularly interesting for medicinal chemists optimizing drug delivery properties, a subject frequently appearing in recent symposium proceedings.

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