Chemical Identity and Structure

5-Chlorothiophen-3-amine hydrochloride (SKU: C174011) is the hydrochloride salt of 5-chlorothiophen-3-amine, a five-membered aromatic heterocycle bearing a sulfur atom. The molecule features a primary amine group at the 3-position and a chlorine substituent at the 5-position of the thiophene ring. The hydrochloride salt form enhances stability and handling convenience relative to the free base by reducing volatility and improving solid-state properties.

The aromatic thiophene core confers planar geometry and delocalized π-electron density, making this scaffold attractive for π–π stacking interactions in target binding. The electron-withdrawing chloro group modulates the electron density of the ring, influencing both the nucleophilicity of the amine and the reactivity of the ring toward further functionalization such as cross-coupling reactions.

Physical and Chemical Properties

As a hydrochloride salt, 5-chlorothiophen-3-amine hydrochloride is generally a solid at room temperature, typically appearing as a white to off-white powder or crystalline material. The salt form typically exhibits enhanced water solubility compared to the corresponding free base, which is advantageous for preparing aqueous stock solutions in biological assays.

The primary amine group is protonated in the hydrochloride salt, yielding an ammonium moiety that is stable under standard laboratory conditions. Researchers should be aware that the free base can be liberated by treatment with base (e.g., aqueous sodium hydroxide or sodium carbonate), which may be necessary prior to certain synthetic transformations requiring the neutral amine. Solubility in polar aprotic solvents such as DMSO and DMF is generally expected for thiophene-amine derivatives, though exact solubility data should be confirmed experimentally or from the product specification sheet.

Note: Exact melting point, specific solubility values, and precise purity specifications are not provided in the available source material and should be verified against the current Certificate of Analysis (CoA) and Safety Data Sheet (SDS) available from Aladdin Scientific.

Research Applications

5-Chlorothiophen-3-amine hydrochloride serves primarily as a synthetic building block and intermediate in medicinal chemistry and drug discovery workflows. The compound's dual functionality — a nucleophilic amine and an electrophilic C–Cl bond on an aromatic heterocycle — enables it to participate in a diverse range of synthetic transformations.

• Amide and sulfonamide bond formation: The primary amine can be acylated or sulfonylated to produce amide or sulfonamide derivatives, a cornerstone reaction in drug candidate synthesis.
• Palladium-catalyzed cross-coupling: The aryl chloride can serve as a coupling partner in Buchwald–Hartwig amination, Suzuki–Miyaura, or Negishi coupling reactions to introduce aryl, heteroaryl, or alkyl substituents at the 5-position.
• Condensation and cyclization reactions: The amine can participate in imine formation, reductive amination, or ring-closure reactions to generate more complex heterocyclic architectures.
• Agrochemical research: Thiophene-based amines are structural motifs found in agrochemicals; this building block may be useful in the synthesis of novel crop-protection agents.

Researchers should evaluate the specific reactivity of this compound in the context of their synthetic route and perform small-scale pilot reactions before scaling up.

Safe Handling, Storage, and Waste Disposal

General Precautions: As with all primary aromatic amines and organochlorine compounds, 5-chlorothiophen-3-amine hydrochloride should be treated as a potentially hazardous substance until a full hazard profile has been established for your specific working conditions. Always consult the current Safety Data Sheet (SDS) before use.

Personal Protective Equipment (PPE): Wear appropriate chemical-resistant gloves (e.g., nitrile), laboratory coat, and safety glasses or goggles. When handling powders or performing operations that may generate aerosols, use a fume hood or appropriate respiratory protection.

Storage: Store in a tightly sealed container in a cool, dry, well-ventilated area away from heat sources, oxidizing agents, and strong acids or bases. Protect from moisture to prevent hydrolysis or caking of the salt. Recommended storage temperature should be confirmed from the product label or CoA.

Waste Disposal: Dispose of chemical waste in accordance with all applicable local, national, and institutional regulations. Do not pour down the drain. Consult your institution's Environmental Health and Safety (EHS) office for guidance on disposal of halogenated aromatic amine waste streams.

Quality, Purity, and Ordering Information

Aladdin Scientific supplies 5-chlorothiophen-3-amine hydrochloride under SKU C174011. Each lot is accompanied by a Certificate of Analysis (CoA) confirming identity, purity, and physical characteristics determined by appropriate analytical methods such as HPLC, NMR, or mass spectrometry.

Researchers are advised to:

• Download the CoA for the specific lot number received, available through the Aladdin Scientific website or by contacting customer support.
• Request the Safety Data Sheet (SDS) prior to first use to ensure compliance with local safety regulations.
• Store the compound as specified on the product label and CoA to maintain integrity over the stated shelf life.
• Contact Aladdin Scientific technical support for guidance on custom quantities, bulk orders, or specific purity grades if standard catalogue specifications do not meet your experimental requirements.

For procurement enquiries, volume pricing, or institution account setup, please contact Aladdin Scientific's sales team through the official website.