3-(3-Thienyl)-1-propanol: Properties, Handling & Lab Protocol
3-(3-Thienyl)-1-propanol: Properties, Handling & Lab Protocol
3-(3-Thienyl)-1-propanol is a thiophene-bearing primary alcohol used as a versatile synthetic building block in medicinal chemistry, materials science, and organic synthesis research.
- Chemical Name
- 3-(3-Thienyl)-1-propanol
- SKU
- P691436
- Molecular Formula
- C7H10OS
- Molecular Weight
- 142.22 g/mol
- Functional Groups
- Primary alcohol (–CH2OH) and thiophene ring
- Recommended Storage
- Cool, dry, well-ventilated area; away from heat and ignition sources
- Typical Applications
- Organic synthesis intermediate, pharmaceutical building block, materials research
Chemical Overview and Properties
3-(3-Thienyl)-1-propanol (CAS registry number should be verified; SKU P691436) is an organosulfur compound featuring a thiophene ring connected via a three-carbon propyl chain to a primary hydroxyl group. Its molecular formula is C7H10OS with a molecular weight of approximately 142.22 g/mol.
The compound combines the aromatic, electron-rich character of the thiophene heterocycle with the reactivity of a primary alcohol. This dual functionality makes it a useful bifunctional linker in multi-step synthesis, allowing coupling, esterification, oxidation, or halogenation reactions at the hydroxyl terminus while preserving or exploiting the thiophene ring for further functionalization.
Note: Exact physical constants (melting point, boiling point, density, refractive index) should be confirmed against the certificate of analysis (CoA) supplied with each lot.
Safe Handling and Storage
Always follow your institution's chemical hygiene plan and consult the Safety Data Sheet (SDS) before working with 3-(3-Thienyl)-1-propanol. The compound contains a thiophene ring and may have mild irritant properties; treat it as a potential irritant to skin, eyes, and the respiratory tract until site-specific risk assessment is complete.
- Personal Protective Equipment (PPE): Wear chemical-resistant gloves (nitrile recommended), safety glasses or goggles, and a laboratory coat. Use a fume hood for weighing and handling.
- Storage: Store in a tightly sealed container in a cool (below 25 °C), dry, and well-ventilated area. Keep away from heat sources, open flames, and strong oxidizers.
- Waste Disposal: Dispose of waste in accordance with local, national, and institutional regulations for organosulfur compounds.
- Spill Management: Absorb small spills with inert material (e.g., vermiculite or dry sand). Collect in a labelled waste container and dispose of appropriately.
Consult the product SDS for full hazard classification, first-aid measures, and regulatory information specific to your jurisdiction.
Step-by-Step Laboratory Protocol
The following general protocol outlines best practices for routine use of 3-(3-Thienyl)-1-propanol as a synthetic intermediate. Adapt quantities and conditions to your specific reaction requirements.
- Pre-experiment preparation: Review the SDS and ensure appropriate PPE is available. Verify product identity and purity using the lot-specific CoA. Check that all glassware is clean and dry.
- Weighing and dissolution: Tare a clean, dry vial or flask. Transfer the required amount of 3-(3-Thienyl)-1-propanol using a calibrated micropipette (if liquid at room temperature) or a stainless-steel spatula. Dissolve in an appropriate anhydrous solvent (e.g., dichloromethane, THF, or ethanol) for the target reaction, degassing if oxygen-sensitive conditions are required.
- Reaction setup: Add reagents according to your validated synthetic procedure. For esterification or coupling reactions, combine the alcohol with the appropriate acylating agent, coupling partner, or catalyst under an inert atmosphere (N2 or Ar) if required. Monitor reaction progress by TLC or HPLC.
- Work-up: Upon reaction completion, quench as appropriate. Perform aqueous work-up (e.g., wash with saturated NaHCO3 or brine) if applicable. Dry the organic layer over anhydrous Na2SO4 or MgSO4, filter, and concentrate under reduced pressure.
- Purification and characterization: Purify the crude product by column chromatography or recrystallisation as appropriate. Confirm product identity by 1H NMR, 13C NMR, and/or MS. Record all data in a laboratory notebook.
- Clean-up: Decontaminate all equipment. Dispose of solvent waste and any unreacted starting material according to institutional waste management procedures.
Specific reaction parameters (temperature, time, equivalents, catalyst loading) must be determined empirically or taken from peer-reviewed literature for each target application.
Typical Applications in Research
3-(3-Thienyl)-1-propanol serves as a valuable building block across several research domains:
- Medicinal Chemistry: The thiophene scaffold is a well-recognized bioisostere and pharmacophore present in numerous bioactive molecules. The propanol chain provides a handle for further derivatisation into esters, ethers, halides, or amines, enabling rapid analogue synthesis for structure–activity relationship (SAR) studies.
- Materials Science and Conducting Polymers: Thiophene-based monomers and their derivatives are widely studied for the preparation of polythiophenes and other conjugated polymers used in organic electronics, sensors, and coatings. The hydroxyalkyl substituent can facilitate surface attachment or cross-linking chemistry.
- Flavour and Fragrance Chemistry: Certain thienyl alcohols are of interest in aroma research owing to the olfactory properties of thiophene-containing structures.
- Agrochemical Intermediates: Thiophene derivatives are explored as intermediates in the synthesis of crop-protection agents.
Users should verify suitability for any specific application through appropriate validation experiments.
Quality, Purity and Ordering Information
Aladdin Scientific supplies 3-(3-Thienyl)-1-propanol under SKU P691436. Each lot is accompanied by a Certificate of Analysis (CoA) detailing purity, appearance, and analytical data.
- Purity: Refer to the current lot CoA for confirmed purity grade. Contact Aladdin Scientific for custom purity or bulk quantity requirements.
- Packaging: Available in multiple pack sizes to suit discovery-scale and scale-up needs. Consult the product listing for current stock and pack options.
- Quality assurance: Products are manufactured and quality-controlled in accordance with Aladdin Scientific's internal quality management standards.
- Ordering: Place orders directly through the Aladdin Scientific online store or contact your regional sales representative. Reference SKU P691436 when ordering.
For technical enquiries, custom synthesis, or bulk pricing, please contact Aladdin Scientific technical support.
Frequently asked questions
What is 3-(3-Thienyl)-1-propanol used for in organic synthesis?
3-(3-Thienyl)-1-propanol is primarily used as a bifunctional building block. The primary alcohol group can be converted to esters, ethers, halides, or tosylates, while the thiophene ring can undergo electrophilic substitution or metalation reactions, making the compound valuable for constructing complex heterocyclic targets in medicinal chemistry and materials science.
How should 3-(3-Thienyl)-1-propanol be stored to maintain stability?
The compound should be stored in a tightly sealed container at cool temperatures (below 25 °C), in a dry and well-ventilated area, away from heat, moisture, and strong oxidizing agents. Always consult the lot-specific Certificate of Analysis and Safety Data Sheet for precise storage recommendations.
What solvents are suitable for dissolving 3-(3-Thienyl)-1-propanol?
Common organic solvents such as dichloromethane, tetrahydrofuran (THF), ethanol, methanol, and ethyl acetate are generally suitable for dissolving thienyl alcohols of this type. Solubility in water is expected to be limited due to the hydrophobic thiophene ring. Users should verify solubility under their specific experimental conditions.
How can I confirm the purity of the received batch of P691436?
Each shipment of 3-(3-Thienyl)-1-propanol (P691436) from Aladdin Scientific is accompanied by a Certificate of Analysis (CoA) that reports purity determined by standard analytical methods. You may also perform in-house verification using GC, HPLC, or NMR spectroscopy. Contact Aladdin Scientific technical support if you have concerns about a specific lot.
References
- Clayden, J.; Greeves, N.; Warren, S. Organic Chemistry, 2nd ed.; Oxford University Press: Oxford, 2012. General reference for alcohol and heterocycle chemistry.
- Barbarella, G.; Melucci, M.; Sotgiu, G. The Versatile Thiophene: An Overview of Recent Research on Thiophene-Based Materials. Advanced Materials 2005, 17, 1581–1593. doi:10.1002/adma.200402020
- Aladdin Scientific Certificate of Analysis, Lot-specific document for 3-(3-Thienyl)-1-propanol, SKU P691436.
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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