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HS Code |
479002 |
| Product Name | 5-Methylindole-2-Carboxylic Acid |
| Cas Number | 16111-66-9 |
| Molecular Formula | C10H9NO2 |
| Molecular Weight | 175.18 |
| Appearance | Off-white to light yellow powder |
| Melting Point | 198-203°C |
| Solubility In Water | Slightly soluble |
| Purity | Typically ≥98% |
| Storage Temperature | Store at 2-8°C |
| Smiles | Cc1ccc2[nH]c(C(=O)O)cc2c1 |
| Inchi | InChI=1S/C10H9NO2/c1-6-2-3-7-8(5-6)11-9(4-7)10(12)13/h2-5,11H,1H3,(H,12,13) |
| Synonyms | 5-Methyl-1H-indole-2-carboxylic acid |
As an accredited 5-Methylindole-2-Carboxylic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | White, sealed plastic bottle labeled "5-Methylindole-2-Carboxylic Acid, 25g," with hazard symbols and lot number; tamper-evident cap. |
| Shipping | **Shipping Description:** 5-Methylindole-2-Carboxylic Acid is shipped in sealed, chemical-resistant containers to prevent contamination and degradation. It is labeled according to regulatory requirements and accompanied by a Safety Data Sheet. Store and transport at ambient temperature, avoiding moisture and direct sunlight. Handle with appropriate personal protective equipment and follow all safety protocols. |
| Storage | Store 5-Methylindole-2-Carboxylic Acid in a tightly sealed container, protected from light and moisture, in a cool, dry, and well-ventilated area. Keep away from incompatible substances such as strong oxidizers. Use appropriate personal protective equipment when handling. Label the storage container clearly and ensure it is kept in a designated chemical storage area according to safety regulations. |
Applications of 5-Methylindole-2-Carboxylic Acid in Industrial Manufacturing5-Methylindole-2-Carboxylic Acid finds practical use as an essential specialty intermediate within several industrial manufacturing flows. Recognized for its role as a building block in complex molecule synthesis, it contributes to pharmaceutical research, specialty dyes, crop protection compounds, as well as advanced materials manufacturing. The following sections outline distinct downstream application scenarios, focusing on industry compliance, formulation practice, process integration, and representative finished products. 1. Pharmaceutical Active Pharmaceutical Ingredient (API) SynthesisPharmaceutical manufacturers employ this material in the preparation of targeted indole-based APIs. Its structure supports the synthesis of substituted indole scaffolds for investigational new drugs, particularly where electron-donating methyl groups influence pharmacological activity. Chemists integrate it through stepwise condensation or amidation reactions, often as a protected intermediate. Presence of the carboxyl group aids selective derivatization, ensuring yield control during critical API steps. Purity and traceability remain key for regulatory submissions. Industry compliance standards
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2. Agrochemical Intermediate for Herbicide SynthesisLeading agrochemical producers use this compound as an intermediate in the manufacture of targeted herbicides and plant growth regulators. The indole core is modified to obtain high-selectivity molecules, with the methyl substituent conferring unique selectivity profiles against broadleaf weeds. Controlled reaction pathways minimize by-product formation. Traceability and batch documentation support regulatory compliance for downstream environmental safety assessments. Industry compliance standards
Typical usage ratio
Downstream process integration
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3. Specialty Dye and Pigment IntermediatesManufacturers of fine chemical dyes utilize this compound for development of indole-structured chromophores. The raw material’s methyl and carboxylic groups allow for targeted chemical modification, yielding intermediates for high-intensity and stable dye molecules. These derivatives serve as colorants for textiles, plastics, and industrial coatings. Formulation requires strict quality documentation to support downstream end-user quality control, especially for products destined to come into contact with skin or regulated consumer goods. Industry compliance standards
Typical usage ratio
Downstream process integration
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4. Advanced Material R&D and ElectronicsR&D operations in advanced materials and organic electronics use this indole-carboxylic acid derivative for the design of functionalized organic semiconductors and specialty polymer additives. Its aromatic backbone, combined with electron-donating methyl substitution, motivates use in organic field-effect transistor (OFET) research and optoelectronic device prototyping. Processing lines require high purity and controlled impurity profiles to ensure reproducibility of electrical properties and stability. Industry compliance standards
Typical usage ratio
Downstream process integration
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In the chemical synthesis field, 5-Methylindole-2-Carboxylic Acid stands out thanks to its unique structure and consistent results in our process workflows. Every batch we produce starts with sourcing high-purity raw materials, and our years spent in direct hands-on manufacturing have taught us how tightly quality links with end-use performance. This compound has become a mainstay for pharmaceutical research, agrochemical intermediates, and specialty organic syntheses because our customers keep coming back to it for predictable reactivity and reliable integration into more complex compounds. The production process has taught us plenty about its behaviors, including how it achieves solid yields without common by-products that complicate downstream reactions.
5-Methylindole-2-Carboxylic Acid blends a methyl group at the 5-position of the indole core with a carboxyl group at position 2, delivering a molecular arrangement prized for selective reactivity. Our most frequently produced grade supports both laboratory-scale exploratory work and pilot-scale applications, thanks to attention during crystallization and drying that removes persistent trace moisture and avoids product caking or discoloration.
During our filtration and purification runs, we track appearance as well as melting range. The crystalline white to off-white solid signals that impurities from precursor steps haven’t crept in. With a melting point above 220°C, our product resists thermal decomposition through routine solvent removal, and this translates into less residue in reactors or glassware. We standardize purity by HPLC above 98%, since we’ve learned through repeated pilot reactions that lower purity causes erratic results or extended reaction times when coupling, derivatizing, or halogenating this intermediate.
As a manufacturer, our team directly tunes synthesis routes to minimize side reactions, maximize overall atom efficiency, and avoid formation of isomeric by-products. Our product’s methylated position brings higher substrate selectivity in coupling and condensation reactions than non-methylated indole-2-carboxylic acids. Researchers have described a boost in regioselectivity for subsequent substitutions due to that methyl group’s electron-donating effect. Over years of scale-up, we saw that careful adjustment of catalyst loading and temperature avoids excessive polymerization, which can waste solvent and cause fouling on batch equipment. In most use cases, this methyl group blocks unwanted reactivity at the 5-position, and customers relying on high site-specific control report smoother downstream steps.
Not all indole-derived carboxylic acids behave alike, and our engineers have encountered the subtleties firsthand. The addition of a methyl group at the 5-position not only modifies solubility slightly in polar aprotic solvents but also provides a measurable steric shield. In one set of research programs where both 5- and 6-methyl substitutions were tested side-by-side, downstream product resilience against hydrolysis showed a clear difference, with the 5-substituted version maintaining better structural integrity during stress-testing of the final moiety. We learned early that minor inconsistencies in substitution patterns translate into different rates of electrophilic aromatic substitution—something overlooked by many traders and resellers.
Comparing the 2-carboxylic acid moiety to the more common 3-carboxylic variant, we observe sharper, more controllable pKa values, which means handling is more predictable in both solid and solution form. At scale, 2-carboxylic acids resist decarboxylation under mild heating, streamlining intermediate recovery and minimizing material loss. Our process avoids batch-to-batch variation that can pop up with the more sensitive 3-isomer during mixing, which we see reflected in downstream chromatography results and timelines for customers running tight process windows.
Moisture control forms a crucial part of post-synthesis routine. We keep our storage and packing lines humidity-controlled because even trace water begins to compromise crystallinity and slows dissolution rates. Feedback from R&D clients experimenting with hygroscopic analogs led us to refine our drying protocols and use high-integrity packaging liners. Because some specialty acids break down aromatics or show surface aggregation over time, quality assurance includes extended aging tests. Our batches consistently show no significant degradation or loss in melting point over a six-month retention window. Through open communication, we also walk customers through handling procedures that reduce waste and maintain product stability after first opening.
As organic chemists working in-house, we rely on 5-Methylindole-2-Carboxylic Acid at the start of synthetic trees for a host of indole-derived targets. Its clean reactivity lets us perform coupling reactions directly without excessive by-product handling. Its carboxyl group allows straightforward activation into esters, amides, and acid chlorides, each of which acts as a branch point toward more involved heterocyclic frameworks.
For laboratories taking on medicinal chemistry projects, efficient amide coupling shortens timelines in peptide construction or fragment-linking workflows. In plant protection research, this compound forms precursors to novel agrochemical candidates, especially those where steric and electronic effects must be dialed in with precision. We've observed more stable yields and lower impurity profiles in our own plant expansions since adopting the methylated version for key synthetic steps.
Where distributors or resellers source from the open market, subtle differences in intermediate handling or drying steps creep in, and that leads to patchier analytical numbers. Our on-site team uses direct chromatographic profiling for each lot. Our retention times remain consistent year-round, thanks to careful control baked into every process step. Our application chemists track how humidity, trace solvent, or prolonged UV exposure affect performance, allowing us to refine our process controls so the final user never faces surprises in dissolving, filtering, or recrystallizing the compound.
Whenever we spot shifts in spectral or chromatographic results during internal QC, we track these issues right back to earlier steps—solvent residue, fluctuating crystallization temperatures, or misaligned pH during workup all give the clues. Our audit records show that direct in-house oversight avoids common pitfalls of third-party producers, who may blend or reprocess inconsistent raw materials from multiple sources. This level of transparency cuts requalification steps for custom syntheses and avoids costly drift in multi-step process optimization.
Manufacturing indole derivatives raises safety and environmental questions. Our operations team designed scrubber systems for process emissions, reducing the presence of volatile organics and airborne solids. Solvent recovery in our facility cuts down on hazardous waste, ensuring compliance with regional environmental norms. In our hands, bulk transfers rely on closed systems so plant operators face minimal exposure risk. Our invested time in optimizing temperature control during reactions pays dividends both for worker comfort and accident prevention.
Safer work environments feed directly into dependable batch output. We realize the workers’ real-time feedback often picks up subtle shifts in product tactile feel, color, or flow long before automated sensors do—another benefit of doing everything under one roof instead of remote outsourcing. Training on everything from personal protective equipment to clean-in-place for our reactors secures both team health and batch reproducibility. This direct contact with both chemical and equipment drives many subtle process improvements over time.
End users in research, pharmaceuticals, and advanced material fields frequently share how 5-Methylindole-2-Carboxylic Acid delivers more controlled reactivity compared to plain indole-2-carboxylic acid. One consortium experimenting with kinase inhibitor building blocks found the methyl substitution improved the overall selectivity profile and allowed for targets unattainable with non-methylated versions. A specialty materials lab reported reduced batch variability in the formation of light-emitting indole structures for electronic devices. Each case involved iterative feedback cycles with our technical team so that we could tweak drying steps, particle sizing, and filtering protocols to suit their newer applications.
Pharmaceutical teams point to lower impurities during HPLC monitoring after coupling 5-Methylindole-2-Carboxylic Acid with activated aryl halides. Even small drops in side-product formation translate into higher isolation efficiency, especially in programs where gram-scale runs shift toward pilot plant synthesis. The consistency of our direct manufacturing efforts brings our customers confidence, which is a trait hard to quantify but easy to spot when batch records show clean, repeatable reactions.
We often field troubleshooting questions no specification sheet will answer. Researchers experience occasional stubborn spots—slower than expected dissolution, transient haze during crystallization by anti-solvent, or residue clinging to glassware after evaporation. Having years of hands-on batch production behind us, our team advises tweaks: slightly raising the temperature for dissolution, filtering with finer porosity, or adjusting order of addition during scale-up. Troubles usually follow from shipping in humid conditions or storing with reactive acid scavengers, so we nudge clients toward double-sealing and storing under inert atmosphere.
Our chemists stress the direct connection between storage condition and downstream success. One run, shipped during a rainy month, arrived with minor caking. Observing the batch on arrival and drying overnight under vacuum restored free-flowing properties—without any loss in purity. The customer learned to request desiccant packs by default, and our crew updated pack-out to address this seasonal shift. These process tweaks don’t appear in resellers’ instructions, but real-world results shape our operating playbook more than manuals ever could.
Pilot and commercial syntheses ask a lot from raw materials. When we scale from kilo labs to pilot plant, the thermal properties and bulk handling characteristics of 5-Methylindole-2-Carboxylic Acid show the value of careful process monitoring. Larger crystallizers need fine-tuned agitation; dusty product can become airborne and hard to control; and handling hundreds of kilos safely calls for refined containment systems. As a direct producer, we've iterated our equipment settings and feeding rates to avoid batch dead zones and minimize physical stress to the crystals.
Customer feedback from large campaigns shows that solid flow characteristics impact not just process safety but also batch-to-batch reproducibility. Fluctuating particle size leads to differences in dissolution rates and surface contact with process reagents. We regularize crystal size distribution so the material pours cleanly and disperses when transferred, avoiding blockages or extended dissolution cycles. These tweaks don’t appear in catalog overviews, but direct producers know how much a “simple” step like sieving or secondary milling can iron out process bumps downstream.
Cutting corners by blending substandard lots or sourcing from variable supply lines weakens the backbone of advanced organic synthesis. Over the years, our technical support fielded cases where inconsistencies—trace metals, inconsistent solvent residue, or color variation—torpedoed whole research sequences and demanded time-consuming purification efforts. By running every key production phase and regularly auditing supply chain partners for compliance with our best practices, we sidestep these common disruptions.
We focus on single-lot continuity for larger user projects. This approach means customers scaling up won’t discover hidden variation between lots that alters reaction outcomes. When our clients encounter unexpected by-product spikes or changes in spectral readings, our production logs provide real trace-back to exact batch operations, which minimizes lost time and restores confidence.
As a manufacturer, we feel firsthand the headaches caused by poor packaging—absorption of atmospheric moisture, unforeseen feathery particles, or label adhesion issues that create compliance risks. We deploy packaging tailored for stability: moisture-resistant liners, robust outer barrels, and clear labeling that won’t smear during refrigerated or long-haul transport. Storage in temperature-moderated warehouses means product arrives in the same condition it left our lot, and customers’ feedback on packaging robustness directly guides further improvements.
Efforts in logistics planning really show their worth during seasonal demand peaks. By managing inventory buffers and anticipating lead times from both raw material suppliers and bulk freight partners, we’ve kept wait times low year-round. Our shipping records for the past three years demonstrate under a week turnaround for most orders within regional hubs, bringing comfort to users with urgent resupply needs.
5-Methylindole-2-Carboxylic Acid serves as a reliable foundation for a wide range of complex organic syntheses. Over decades, we’ve learned that success doesn’t depend on just purity and percent yield, but also practical wisdom. The product’s reactivity profile, physical robustness, and tight control over storage and handling arise from ongoing feedback—not just metrics on a piece of paper.
Manufacturing expertise grows out of real daily challenges. Routine interventions—tweaking crystallization temperature, altering packaging protocols mid-season, learning from small-scale client setbacks—distinguish direct producers from downstream traders. By maintaining strict oversight from raw material selection through QC analysis and packaging, we keep this key intermediate available to users who value reliability and measured performance above flashy claims.
The value we see in 5-Methylindole-2-Carboxylic Acid comes from this firsthand commitment to every aspect of production and end-user feedback. As process chemistry grows ever more sophisticated, our continued investment in technical know-how and transparent support ensures that this key building block remains a trusted choice for researchers and manufacturers who demand more than just a chemical commodity.