1-(4-Ethylphenyl)thiourea: Properties, Uses & Lab Guide
1-(4-Ethylphenyl)thiourea: Properties, Uses & Lab Guide
1-(4-Ethylphenyl)thiourea is an N-aryl-substituted thiourea reagent bearing a para-ethyl group on the phenyl ring, widely employed as a versatile building block in medicinal chemistry, agrochemical research, and hydrogen-bond-donor organocatalysis.
- IUPAC Name
- 1-(4-Ethylphenyl)thiourea
- Molecular Formula
- C₉H₁₂N₂S
- Molecular Weight
- 180.27 g/mol
- CAS Number
- Needs review — not confirmed in source material
- SKU / Product Code
- E1071772
- Functional Class
- Arylthiourea; hydrogen-bond-donor organocatalyst precursor
- Key Functional Groups
- Thiourea (–NH–C(=S)–NH₂), para-ethylphenyl
Chemical Identity and Physical Properties
1-(4-Ethylphenyl)thiourea belongs to the monosubstituted arylthiourea class, characterized by a thiourea core (–NH–C(=S)–NH₂) attached to a 4-ethylphenyl group. The para-ethyl substituent on the aromatic ring modulates the electron density of the nitrogen atom adjacent to the aryl group, influencing both the compound's acidity (N–H pKa) and its reactivity in downstream transformations compared with unsubstituted phenylthiourea.
Arylthioureas of this type are typically crystalline solids with moderate polarity. They are generally soluble in polar aprotic solvents such as DMSO and DMF, sparingly soluble in ethanol and acetonitrile, and poorly soluble in non-polar solvents such as hexane. Exact melting point, solubility data, and purity specifications for SKU E1071772 should be confirmed from the Aladdin Scientific product datasheet prior to use.
Synthesis and Preparation Methods
Monosubstituted arylthioureas such as 1-(4-Ethylphenyl)thiourea are classically prepared by reacting the corresponding primary amine — in this case 4-ethylaniline — with ammonium thiocyanate or directly with thiophosgene equivalents under mild aqueous or alcoholic conditions. The reaction of aryl amines with ammonium thiocyanate typically proceeds via initial salt formation followed by thermal rearrangement to give the N-arylthiourea product in good yield.
Alternatively, the direct addition of 4-ethylaniline to carbamoylsulfenyl chlorides or isothiocyanates provides access to the same scaffold. These routes are well-documented in the synthetic literature for analogous arylthioureas. Researchers should verify specific reaction conditions, yields, and purification procedures from peer-reviewed synthetic references before establishing a laboratory protocol.
Biological Activity and Research Applications
Arylthiourea derivatives represent a pharmacologically significant class of compounds. The thiourea motif has been associated with diverse biological activities in the literature, including antimicrobial, antifungal, antitumor, and enzyme-inhibitory properties. The presence of a para-alkyl substituent such as the ethyl group in 1-(4-Ethylphenyl)thiourea can modulate lipophilicity and membrane permeability relative to the parent phenylthiourea, potentially affecting bioavailability and target engagement in biological assays.
Beyond direct bioactivity, arylthioureas are important synthetic intermediates. They serve as precursors to benzimidazolethiones, thiadiazoles, and other heterocyclic scaffolds of medicinal interest through condensation reactions. In organocatalysis, N-arylthioureas function as bifunctional hydrogen-bond-donor catalysts, activating electrophilic substrates through double N–H hydrogen bonding in asymmetric synthesis.
In agrochemical research, thiourea derivatives have been explored as pesticidal agents and enzyme inhibitors. Researchers using 1-(4-Ethylphenyl)thiourea should consult primary literature for specific biological data relevant to their target, as activity data specific to this compound were not provided in the available source material.
Handling, Storage, and Safety Guidelines
As with all laboratory reagents, 1-(4-Ethylphenyl)thiourea should be handled in accordance with standard chemical hygiene practices. Use appropriate personal protective equipment (PPE) including nitrile gloves, safety goggles, and a laboratory coat. Handling should be performed in a well-ventilated area or fume hood to minimize inhalation of dust or aerosols.
Thiourea derivatives as a class may exhibit irritant properties toward skin, eyes, and the respiratory tract. Researchers should consult the Safety Data Sheet (SDS) for SKU E1071772, available from Aladdin Scientific, for confirmed hazard classifications, GHS pictograms, first-aid measures, and disposal requirements before initiating work with this compound.
For storage, arylthioureas are generally recommended to be kept in tightly sealed containers, away from moisture and direct light, at controlled room temperature or as specified on the product label. Confirm exact storage conditions from the Aladdin Scientific product datasheet. Do not store with strong oxidizing agents or strong acids.
Ordering Information and Product Specifications
1-(4-Ethylphenyl)thiourea is available from Aladdin Scientific under SKU E1071772. Researchers and procurement specialists are encouraged to contact Aladdin Scientific directly or visit the product page for the latest information on available pack sizes, purity grades, pricing, and lead times.
When placing an order, confirm that the required purity grade is suitable for your application — analytical-grade or synthesis-grade specifications may differ depending on whether the reagent is used as a reference standard, synthetic building block, or biological screening compound. Bulk quantities and custom purity options may be available upon request.
For technical questions about product specifications, certificates of analysis (CoA), or application support, contact the Aladdin Scientific technical support team through the official website.
Frequently asked questions
What is 1-(4-Ethylphenyl)thiourea used for in research?
1-(4-Ethylphenyl)thiourea is primarily used as a synthetic building block for the preparation of heterocyclic compounds such as benzimidazolethiones and thiadiazoles, as a hydrogen-bond-donor organocatalyst in asymmetric synthesis, and as a pharmacological tool compound in medicinal chemistry and agrochemical research. Researchers should consult primary literature for activity data specific to their application.
What solvents are suitable for dissolving 1-(4-Ethylphenyl)thiourea?
Arylthioureas of this class are generally soluble in polar aprotic solvents such as DMSO and DMF, and sparingly soluble in ethanol and acetonitrile. They are poorly soluble in non-polar solvents such as hexane. Exact solubility data for SKU E1071772 should be confirmed from the Aladdin Scientific product datasheet or certificate of analysis.
How should 1-(4-Ethylphenyl)thiourea be stored to maintain stability?
The compound should be stored in a tightly sealed container, away from moisture, direct light, and incompatible materials such as strong oxidizing agents and strong acids. Storage at controlled room temperature is generally recommended for arylthioureas, but researchers should confirm exact conditions from the product label or Aladdin Scientific datasheet for SKU E1071772.
What safety precautions are required when handling this compound?
Standard laboratory PPE — including nitrile gloves, safety goggles, and a lab coat — should be worn. Handling should be conducted in a fume hood or well-ventilated area to avoid inhalation of dust. Prior to use, consult the Safety Data Sheet (SDS) for SKU E1071772 from Aladdin Scientific for confirmed GHS hazard classifications, first-aid measures, and disposal procedures.
How can I obtain a certificate of analysis (CoA) for SKU E1071772?
Certificates of analysis for Aladdin Scientific products, including SKU E1071772, can typically be requested through the official Aladdin Scientific website by entering the product SKU and lot number. For further assistance, contact the Aladdin Scientific customer service or technical support team directly.
References
- General reference: March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley. (For general thiourea synthesis routes.)
- Yadav, J.S. et al. Arylthiourea derivatives as versatile synthetic intermediates and biological agents — a review. (Representative literature type; specific citation needs verification.)
- Takemoto, Y. Recognition and activation by ureas and thioureas: stereoselective reactions using ureas and thioureas as hydrogen-bond donor organocatalysts. Org. Biomol. Chem. 2005, 3, 4299–4306. doi:10.1039/b509395h
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