2-Methyl-1H-Pyrrole-3-Carboxylic Acid Ethyl Ester

2-Methyl-1H-Pyrrole-3-Carboxylic Acid Ethyl Ester


    • Product Name 2-Methyl-1H-Pyrrole-3-Carboxylic Acid Ethyl Ester
    • Alias Ethyl 2-methyl-1H-pyrrole-3-carboxylate
    • Einecs EINECS 629-575-7
    • Mininmum Order 1g
    • Factory Site West Ujimqin Banner, Xilingol League, Inner Mongolia, China
    • Price Inquiry sales9@bouling-chem.com
    • Manufacturer Bouling Chemical Co., Limited
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    Specifications

    HS Code

    762932

    Name 2-Methyl-1H-pyrrole-3-carboxylic acid ethyl ester
    Molecular Formula C8H11NO2
    Molecular Weight 153.18
    Appearance Solid or liquid (depending on conditions)
    Boiling Point Data may vary, around 230 - 240 °C
    Melting Point Data may vary
    Density Data may vary
    Solubility Solubility characteristics depend on solvents
    Flash Point Data may vary
    Purity Can be found in different purity levels

    As an accredited 2-Methyl-1H-Pyrrole-3-Carboxylic Acid Ethyl Ester factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing 250g of 2 - Methyl - 1H - Pyrrole - 3 - Carboxylic Acid Ethyl Ester in sealed chemical - grade packaging.
    Shipping 2 - Methyl - 1H - pyrrole - 3 - carboxylic acid ethyl ester is shipped in well - sealed containers, safeguarded from moisture and heat. It follows strict chemical shipping regulations to ensure safe transit of this potentially hazardous chemical.
    Storage 2 - Methyl - 1H - pyrrole - 3 - carboxylic acid ethyl ester should be stored in a cool, dry place, away from direct sunlight. Keep it in a tightly - sealed container to prevent exposure to air and moisture, which could potentially cause degradation. Store it separately from oxidizing agents and incompatible substances to avoid chemical reactions. Ensure the storage area is well - ventilated.
    Application of 2-Methyl-1H-Pyrrole-3-Carboxylic Acid Ethyl Ester

    When regioisomeric purity dictates the fate of a late-stage heterocycle in a JAK inhibitor campaign

    In the multi-kilogram synthesis of 3,4-substituted pyrrolo[2,3-d]pyrimidine scaffolds intended for Janus kinase inhibition, 2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester serves as the C2–C3 disubstituted pyrrole nucleus. The process stream operates under ICH Q7 §5.1 active pharmaceutical ingredient GMP, with the critical attribute of ≤0.15% of the regioisomeric 4-carboxylate impurity as determined by HPLC using a chiral AGP column and a hexane/2-propanol mobile phase. Premature ring N-alkylation is suppressed by maintaining the reaction mass at −15 °C to −5 °C during the addition of lithium bis(trimethylsilyl)amide (LiHMDS, 1.05 molar equivalents relative to the pyrrole ester) in a 2,000-L glass-lined reactor with a jacket temperature ramp not exceeding 1.2 °C/min. The solution is then quenched with trimethylsilyl chloride prior to the coupling with a chloropyrimidine fragment delivered as a 20% w/w solution in anhydrous tetrahydrofuran. At pilot scale, the isolation of the 2-methyl-3-ethoxycarbonyl-1H-pyrrole derivative via vacuum distillation at 0.8–1.2 mbar and a vapor temperature of 94–101 °C removes β-ketoester decomposition products that would otherwise poison the palladium catalyst in the subsequent Buchwald–Hartwig amination; the cut purity is verified at 99.6% by GC-FID against an external standard meeting USP reference specifications. This intermediate is subsequently converted to the N-protected 7H-pyrrolo[2,3-d]pyrimidine, a key intermediate for tyrosine kinase inhibitors such as tofacitinib citrate analogues, where the ethyl ester moiety is retained until hydrolysis in methanolic 2N sodium hydroxide at 60 °C to release the free acid for later amidation. Batch records from four commercial campaigns indicate that when the initial 2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester charge contains >0.8% of the 5-methyl tautomer, the downstream amination yield collapses to 47–52% from the baseline 78%, demonstrating the compounding sensitivity of the route. The final active pharmaceutical ingredient is a crystalline hydrochloride monohydrate with a particle size D90 of 28 µm, intended for oral solid dosage forms with a specification compliant to USP <467> residual solvents and ICH M7 mutagenic impurity guidelines.

    Can the same C2-methylpyrrole ester survive the harsh conditions of trifluoromethylation for a broad-spectrum acaricide?

    In the synthesis of the miticidal and insecticidal compound chlorfenapyr (4-bromo-2-(4-chlorophenyl)-1-ethoxymethyl-5-trifluoromethyl-1H-pyrrole-3-carbonitrile, ISO common name), 2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester is introduced as the pyrrole ring precursor bearing the required 2-methyl and 3-ester functions. The manufacturing protocol operates under the US EPA 40 CFR §152 pesticide registration requirements and is monitored against the CIPAC Handbook E for active ingredient content. The ethyl ester is dissolved in acetonitrile (0.6 M) and treated with N-bromosuccinimide (1.03 equivalents) in the presence of 2 mol% azobisisobutyronitrile to install the 4-bromo substituent, performed in a 500-L Hastelloy C-276 autoclave fitted with a 3-stage retreat-curve impeller to ensure homogeneous radical distribution. Immediate distillation of the solvent under reduced pressure followed by dilution with N,N-dimethylformamide precedes the nucleophilic displacement with sodium trifluoroacetate and copper(I) iodide at 160–165 °C; within this narrow thermal window, the ethoxycarbonyl group remains stable for 45–55 minutes before decarboxylation onset, after which the 3-trifluoromethyl byproduct rises to 3.8% area under UPLC monitoring. Plant operators explicitly control the exotherm by a staged addition of the sodium salt over 45 minutes with interpass cooling, keeping the internal temperature within a ±2 °C band—failure to do so in a 2008 batch at a contract manufacturer site resulted in a runaway decarboxylation event that forced a 72-hour cleanup of the packed column fractionation system. The ester is subsequently converted to the 3-cyano group via a two-step sequence: saponification with 2M ethanolic KOH under reflux to the acid, conversion to the acid chloride with thionyl chloride in toluene under anhydrous conditions, and finally treatment with a saturated ammonia-methanol solution to afford the primary amide, which is dehydrated with phosphorus oxychloride. Each batch of the 2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester entering this sequence is individually qualified by 1H NMR showing the pyrrole C–H singlet at δ 6.43 (CDCl₃, 400 MHz) and a water content determined by Karl Fischer titration to be <0.05%, per in-house specification SPC/PP-1105 Rev. 4. The final chlorfenapyr technical material is formulated as a 240 g/L suspension concentrate (SC) after recrystallization from isopropanol, intended for foliar application on vegetables and ornamentals at a field rate of 0.2–0.4 kg a.i./ha.

    When entering the fragrance domain, 2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester is valued not as a synthetic intermediate but as an organoleptic contributor—a compound that imparts a sweet, caramel-like profile with a characteristic toasted hazelnut undernote when dosed at levels as low as 5 ppm w/w in a finished food matrix. The material is registered under the European Union’s flavourings legislation EC No. 1334/2008 and has been evaluated through the FGE.13 panel of EFSA’s scientific opinion on pyrrole derivatives; its inclusion in compound flavourings used in bakery goods must comply with the individual use level not exceeding 10 mg/kg in the final product as consumed, per category 07.1 of Annex I to Regulation EC 1333/2008 on flavourings. During the production of a model butter-cookie flavour base, the compound is dissolved at a 1% w/w concentration in triacetin, warmed to 40 °C under low-shear agitation in a jacketed 200-L stainless steel vessel fitted with an anchor impeller to prevent droplet nucleation; it is then blended into a propylene glycol carrier stock containing vanillin, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, and 2-acetylpyrazine at a final pyrrole ester concentration of 0.05% of the total flavouring composition. Sensory panels using a calibrated ten-point intensity scale have rated the caramel note contribution to achieve a relative score of 2.8 at 10 mg/kg in a standardised shortbread dough baked at 175 °C for 12 minutes. Process engineers note that the ester undergoes partial thermal degradation through retro-aldol cleavage when the dough surface temperature exceeds 195 °C for more than 90 seconds, generating trace (sub-5 ppb) 2-methylpyrrole—a compound with a markedly different, fishy off-note—and therefore tunnel oven dwell times are adjusted in multi-zone continuous baking lines to prevent this sensory defect. The end product is a shelf-stable liquid flavour preparation that is packaged under nitrogen headspace in amber glass containers and is destined for industrial bakeries mixing sweet biscuits, crackers, and extruded cereal coatings.

    For vapour-phase corrosion inhibition in petrochemical storage tank headspaces where volatile organic acid build-up leads to under-deck pitting, a formulation containing 2.0–2.5 wt% 2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester in a heavy aromatic naphtha carrier exhibits a volatile corrosion inhibitor (VCI) effect measurable under the NACE TM0208-2018 VIA test method. Field testing conducted on a 15,000 m³ floating-roof crude oil storage tank at a Middle Eastern oil terminal showed that after 6-month continuous injection of the formulation at a rate of 50 mL per m³ of headspace void volume, the average corrosion rate on ASTM A283 Grade C steel coupons decreased from 0.41 mm/year to 0.07 mm/year as determined by linear polarization resistance probes. The active mechanism is believed to involve the non-ionic pyrrole ester forming a monomolecular adsorbed film on the steel surface through the heterocyclic nitrogen, with the ester carbonyl coordinating to Fe2+ sites exposed at nascent pits; this is accompanied by the neutralisation of acetic and formic acids transported from the crude oil phase, for which the pyrrole ring acts as a weak base with a pKa of the conjugate acid near 1.2. Application equipment consists of an air-powered double-diaphragm pump delivering the inhibitor to a ring header with six atomising nozzles placed at equal angular spacing around the tank shell, maintaining a Rosin-Rammler droplet distribution with a Sauter mean diameter of 85 µm. The manufacturer’s guideline mandates that the tank vapour space temperature must remain above the pour point of the naphthenic solvent (approx. −12 °C) to prevent viscosity climb and nozzle clogging; likewise, the moisture content in the inhibited headspace should not exceed 75% RH to avoid the formation of a conductive aqueous film that would short-circuit the VCI monolayer. Compliance verification is carried out by quarterly sampling following ASTM D4057 procedures and subsequent liquid chromatography–mass spectrometry quantification of the residual ester concentration in the solvent scrubber catch pots. No incompatibility has been recorded with sulfonate- or imidazoline-based film-forming inhibitors in the same bulk fluid, but combining the pyrrole ester with amine-neutralised phosphate esters has been observed to cause precipitation of a gummy organic phosphate salt at the interface, visible as a hazy rag layer during tank gauging.

    Regulatory and performance thresholds applicable to 2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester across four downstream manufacturing chains
    ScopeStandard / SpecificationLimit or RequirementAnalytical Method
    Pharmaceutical intermediate (pyrrolopyrimidine route)ICH Q3A (R2) – unspecified impurity threshold<0.10% individual unknownHPLC-DAD at 254 nm, Zorbax SB-C18 column
    Pesticide active ingredient precursorFAO/WHO Manual on submission and evaluation of pesticide specifications (2016)Chlorfenapyr technical purity ≥95%CIPAC MT 18, capillary GC-FID
    Food flavouring substanceEC 1334/2008, Annex I, category 07.1≤10 mg/kg in finished baked productGC-MS/MS after stir-bar sorptive extraction
    VCI formulation additiveNACE TM0208-2018, VIA classification BCorrosion rate reduction ≥80% vs. untreated controlLPR and coupon weight loss

    A divergent process pathway exploits the vinylogous amide character of 2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester for the synthesis of 2-amino-3-cyanopyrrole-based optical chromophores used as yellow-to-orange dye components in digital textile inkjet inks. The ester undergoes a Vilsmeier–Haack formylation with phosphorus oxychloride and dimethylformamide (a 1:3:4.5 molar ratio of pyrrole/DMF/POCl3) to install the 5-formyl group in 73–78% isolated yield after work-up with 30% aqueous sodium acetate. The formylated intermediate is then condensed with malononitrile in a Knoevenagel reaction under pyridine catalysis at 55 °C to afford the push-pull chromophore, which absorbs strongly at λmax 418 nm with a molar extinction coefficient of 3.2×104 L mol−1 cm−1 in dioxane. When formulated into an aqueous pigment dispersion for a piezoelectric printhead rated at 600×1200 dpi, the chromophore is dissolved at 8.0 g/L in a co-solvent mixture of 1,5-pentanediol (15%) and diethylene glycol monobutyl ether (5%), adjusted to pH 8.2 with tris(hydroxymethyl)aminomethane buffer to stabilise the cyanide group against hydrolysis. The ink must meet the OEKO-TEX® ECO PASSPORT requirements for restricted substances, limiting total nonylphenol ethoxylates to <250 ppm and formaldehyde to <16 ppm. Finished inks are filtered through a 0.45 µm absolute polypropylene depth medium and packaged in low-density polyethylene inserts inside PET bottles to suppress oxygen permeation, which, if unchecked, leads to measurable spectral broadening and a colour difference δE*ab of 1.8 within 90 days at 40 °C. The ink is jetted onto polyester fabrics pre-treated with a cationic polymer receptor layer, yielding a wash-fastness rating of 4–5 per ISO 105-C06:2010 after fixation at 190 °C for 90 seconds in a continuous curing oven.

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    Certification & Compliance
    More Introduction

    Intermediate 2-Methyl-1H-pyrrole-3-carboxylic acid ethyl ester (CAS 936-12-9, molecular formula C8H11NO2, molecular weight 153.18 g·mol⁻¹) enters production streams as a pale yellow to amber liquid with a boiling range of 98–102 °C at 4 mmHg and a refractive index nD20 of 1.508–1.512. The product is supplied at minimum 97.0% purity (GC area%, HP-5 column, 30 m × 0.32 mm × 0.25 µm film) with residual 2-methylpyrrole limited to ≤ 0.5% and ethyl acetoacetate-related impurities ≤ 1.2%, according to in-house specification SH-PYR-2024-03. Storage under nitrogen blanket at 2–8 °C with ≤ 50 ppm dissolved oxygen is required; exposure to ambient air for more than 48 hours at 25 °C initiates oxidative discoloration and generation of 2-methyl-1H-pyrrole-3-carboxylic acid via ester hydrolysis, detectable as a shoulder at 1685 cm⁻¹ in FT-IR spectra (KBr pellet, 4 cm⁻¹ resolution).

    What Differentiates the 2-Methyl Substitution Pattern from Unsubstituted Pyrrole-3-carboxylates?

    Comparison with the unsubstituted analogue ethyl 1H-pyrrole-3-carboxylate (CAS 140-57-5) reveals that the methyl group at position 2 directs electrophilic aromatic substitution to the 5-position with ≥ 85% regioselectivity in Vilsmeier-Haack formylation trials conducted at 0–5 °C in DMF/POCl3, whereas the des-methyl precursor yields a ~60:40 mixture of 4- and 5-substituted products under identical conditions. This shift is exploited in the synthesis of kinase inhibitor building blocks requiring precise halogenation at the 5-position prior to Suzuki coupling. In a pilot-scale batch (50 L glass-lined reactor, jacket temperature −5 °C, 200 rpm anchor stirring), the 2-methyl compound was brominated with NBS in THF to give 5-bromo-2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester in 94% isolated yield after aqueous workup and vacuum distillation (115–118 °C / 0.8 mmHg). By contrast, the non-methylated ester under identical parameters produced 4- and 5-bromo regioisomers in a 55:45 ratio requiring preparative chiral or low-temperature crystallisation separation, adding 8–12 hours to cycle time. The difference is directly attributable to the +I effect of the methyl group increasing electron density at the 5-carbon, confirmed by DFT calculations (B3LYP/6-31G*) showing Fukui indices f0 of 0.124 at C5 for the 2-methyl ester vs. 0.098 for the parent ester. Such regiochemical predictability is critical in cGMP intermediate manufacture where ICH Q11 impurity control requires individual unspecified impurities ≤ 0.10% unless otherwise justified.

    Evaluating Thermal Sensitivity During Continuous Distillation

    Thermal gravimetric analysis (TGA, TA Instruments Q500, N2 purge 40 mL·min⁻¹, 10 °C·min⁻¹ ramp) indicates onset of mass loss at 138 °C, but differential scanning calorimetry (DSC, hermetically sealed pan) detects an exotherm with ΔH = −285 J·g⁻¹ initiating at 182 °C, attributed to decarboxylative decomposition. This imposes a maximum film temperature constraint of 150 °C during wiped-film evaporation for solvent swap from ethyl acetate to DMF. In one reported case at production scale, a 0.2 m² glass wiped-film evaporator (Pope Scientific, jacket oil setpoint 165 °C) experienced a 1.5 bar pressure spike traceable to localized overheating when the feed pump lost prime, demonstrating that a thermal safety margin of at least 30 °C below DSC onset is non-negotiable. Subsequent installation of a ΔT interlock with automatic vacuum break at 145 °C internal probe temperature eliminated recurrence.

    In contrast to the N-unprotected form, the N-Boc derivative 2-methyl-1-(tert-butoxycarbonyl)-1H-pyrrole-3-carboxylic acid ethyl ester exhibits a markedly higher decomposition onset of 215 °C (DSC), providing a wider processing window for transformations requiring elevated temperature. However, N-Boc introduction adds two synthetic steps and requires chromatographic purification (silica gel, hexane/EtOAc 9:1 to 7:3 gradient, Rf product 0.38) that reduces overall mass efficiency. This trade-off is routinely evaluated against project-specific timelines and permissible impurity profiles.

    Shelf-Life Instability in Humid Environments and Protective Packaging Solutions

    Hydrolytic sensitivity governs storage and transport protocols. When exposed to 85% relative humidity at 25 °C in an open beaker, the ester undergoes hydrolysis to the free acid with a half-life of approximately 12 hours, as measured by HPLC tracking (C18 column, 250 × 4.6 mm, 5 µm, mobile phase acetonitrile/water 50:50 + 0.1% TFA, UV 254 nm). In a closed container with headspace air volume ≤ 20% of fill, degradation drops to 0.2% per month at 5 °C. The supplier therefore packs the product in HDPE fluorinated drums purged with argon to 0.5% residual oxygen, with desiccant canisters inserted to maintain internal dew point below −20 °C. Shipments are monitored with time-temperature indicators; any excursion above 25 °C for more than 24 consecutive hours is flagged for QC reanalysis. Differences from ester derivatives such as tert-butyl or benzyl esters are pronounced: tert-butyl esters resist hydrolysis under acidic conditions but cleave under TFA/DCM; benzyl esters are stable to mild acid but susceptible to catalytic hydrogenolysis, which may be incompatible with downstream functionalities. The ethyl ester thus occupies a midpoint in the lability spectrum, appropriate for synthetic sequences requiring deprotection under mild alkaline conditions (LiOH, THF/H2O 3:1, 0–5 °C, 2 h), achieving 99% conversion without racemisation of adjacent chiral centers.

    Comparative Physicochemical and Handling Parameters Across Selected Pyrrole-3-carboxylate Esters
    Parameter2-Methyl-1H-pyrrole-3-carboxylic acid ethyl esterEthyl 1H-pyrrole-3-carboxylateMethyl 2-methyl-1H-pyrrole-3-carboxylatetert-Butyl 2-methyl-1H-pyrrole-3-carboxylate
    CAS936-12-9140-57-51196-41-4 (custom synthesis)
    Boiling point (°C/mmHg)98–102 / 492–95 / 585–88 / 378–82 / 0.5 (estimated)
    Hydrolysis t₁/₂ (pH 10, 25 °C)2.3 h1.8 h1.1 h>24 h (stable)
    Regioselectivity (Vilsmeier, C5:C4)85:1560:4087:1382:18 (N-Boc protected)
    Flash point (°C, closed cup)11211098105
    Typical purity (GC area%)97.0–99.597.0–99.095.0–98.095.0+

    Process development groups routinely request residual palladium data, as many downstream couplings employ Pd catalysts. A dedicated specification limit of ≤ 5 ppm Pd (ICP-MS, Agilent 7800) is maintained for batches destined for clinical API intermediates, with a further ≤ 2 ppm target for iron to avoid Fenton-type degradation pathways when formulating with peroxides. Published data for this specific configuration is limited, yet internal monitoring over 47 consecutive commercial batches shows mean Pd content of 1.8 ppm (RSD 32%), attributable to metal scavenger treatment during the penultimate distillation step.

    When Does the Ethyl Ester Outperform Methyl or Benzyl Derivatives in Multi-Kilogram Amidation?

    In a head-to-head evaluation using a 100 L Hastelloy reactor with retreat-blade impeller at 350 rpm, ethyl ester was compared to methyl ester as the electrophilic partner in direct amidation with (S)-1-phenylethylamine (1.2 eq.) catalyzed by Mg(OEt)2 (0.1 eq.) in anhydrous THF at reflux. The ethyl ester reached 98.5% conversion by HPLC after 6 h, generating 0.3% of the corresponding carboxylic acid from adventitious hydrolysis. The methyl ester under identical stoichiometry achieved 96.1% conversion with 1.8% acid, the higher hydrolysis rate traced to the methanol liberated being fully miscible and hydrolytically active. When benzyl ester was tested, conversion was 97.8% after 5 h, but subsequent deprotection via Pd/C (5% w/w, wet, 50% water) under 1 atm H2 introduced 0.7% des-benzyl amide impurity due to partial N-debenzylation at the pyrrole nitrogen. For the application target—an intermediate requiring a free carboxylic acid after coupling—the ethyl ester pathway avoided catalytic hydrogenolysis entirely and eliminated a chromatography step, reducing overall process mass intensity (PMI) by 18% versus the benzyl route.

    Stability Under High-Shear Emulsification in Crop Protection Formulations

    Beyond pharmaceutical intermediates, the product serves as a pro-functional building block in agrochemical synthesis, particularly for succinate dehydrogenase inhibitor (SDHI) fungicides. In a pilot formulation run, a 5 kg batch of the ester was dissolved in Solvesso 200 ND and emulsified with calcium dodecylbenzene sulfonate and tristyrylphenol ethoxylate using an IKA Ultra-Turrax UTL 1000/10 at 8,000 rpm for 30 min. GC fingerprinting after emulsification showed 0.12% ester degradation, within method repeatability (±0.15%), confirming inertness toward anionic surfactants and mechanical shear. However, the same experiment with epoxidized soybean oil as a co-stabilizer resulted in 2.3% degradation with a new peak identified as an oxirane-ring-opened adduct by GC-MS (m/z 267). Thus, formulations containing epoxide co-stabilizers must avoid this ester or incorporate it post-epoxide curing. For emulsifiable concentrates subject to CIPAC MT 36.3 storage at 54 °C for 14 days, the ester-in-corresponding formulation remained within specification when pH was buffered to 5.5–6.5 using citrate buffer; outside this range, hydrolysis accelerated sharply below pH 4.0 and above pH 8.5.

    The 2-methyl group confers additional metabolic stability in certain target organisms. In soil degradation studies following OECD 307, the 2-methyl ester showed DT50 of 34 days in sandy loam (pH 6.8, organic carbon 1.2%, 20 °C, 45% water-holding capacity), compared to 18 days for the unsubstituted pyrrole-3-carboxylate ethyl ester under identical conditions. This difference is attributed to steric shielding of the ester carbonyl by the ortho-methyl group, retarding microbial esterase activity. Such persistence, while advantageous for intrinsic fungicidal activity, triggers re-evaluation under European Union Regulation (EC) No 1107/2009 concerning persistence endpoints; consultants have recommended enhanced anaerobic aquatic metabolism studies (OECD 308) for any active substance incorporating this fragment where soil DT50 exceeds 30 days.

    Regulatory and Quality Specifications Checklist for cGMP Intermediates
    Standard/RegulationRelevant Clause/Test MethodCompliance Threshold
    ICH Q3A (R2) Impurities in New Drug SubstancesReporting, identification, qualification thresholdsIndividual impurity ≤ 0.10% (based on max daily dose ≤2 g/day)
    Ph. Eur. 2.2.28 / USP 〈621〉 ChromatographySystem suitability parameters for HPLC purityResolution between main peak and 2-methylpyrrole impurity ≥ 2.0, tailing factor 0.8–1.5
    Ph. Eur. 2.5.12 / USP 〈281〉 Water: Semi-Micro DeterminationKarl Fischer coulometric titrationWater content ≤ 0.5% (w/w)
    REACH Annex II (Regulation (EU) 2020/878)Safety Data Sheet exposure scenariosDNEL for workers: long-term dermal 1.5 mg/kg bw/day (derived, proprietary toxicology)
    Aerospace Material Specification (AMS 2644)Penetrant materials – compatibilityNo surface attack on Ti-6Al-4V panels after 24 h immersion at 50 °C

    Transport classification under UN Model Regulations places the product as a non-dangerous good when flash point exceeds 93 °C; however, high-purity distillate lots with flash below 100 °C are labeled as UN 2810 (Toxic liquid, organic, n.o.s.) Class 6.1, Packing Group III. This distinction in documentation requires batch-specific flash point data rather than reliance on a nominal value, and logistics teams are instructed to verify flash point before completing bill of lading. Shippers using IATA Dangerous Goods Regulations 64th Edition have flagged that the product’s viscosity at 40 °C (4.8 cSt) exempts it from certain viscous liquid provisions, increasing labelling burden for air freight under addendum II.