1-Methylpyrrole

1-Methylpyrrole


    • Product Name 1-Methylpyrrole
    • Alias N-Methylpyrrole
    • Einecs 211-795-0
    • Mininmum Order 1g
    • Factory Site West Ujimqin Banner, Xilingol League, Inner Mongolia, China
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    • Manufacturer Bouling Chemical Co., Limited
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    Specifications

    HS Code

    822195

    Name 1 - Methylpyrrole
    Chemical Formula C5H7N
    Molar Mass 81.116 g/mol
    Appearance Colorless to pale yellow liquid
    Odor Characteristic pyrrole - like odor
    Density 0.961 g/cm³ at 20 °C
    Boiling Point 112 - 114 °C
    Melting Point -63 °C
    Solubility In Water Slightly soluble
    Flash Point 18 °C
    Vapor Pressure 2.3 kPa at 25 °C
    Logp 1.49

    As an accredited 1-Methylpyrrole factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing 1 - Methylpyrrole: Packed in 500 - gram bottles for secure storage and easy handling.
    Shipping 1 - Methylpyrrole is a chemical that may require special shipping precautions. It should be transported in well - sealed containers, following regulations for hazardous chemicals, ensuring proper labeling and secure packaging to prevent leakage during transit.
    Storage 1 - Methylpyrrole should be stored in a cool, dry, well - ventilated area away from sources of heat, sparks, and open flames. It should be kept in a tightly sealed container, preferably made of a material resistant to its chemical action, like glass or some plastics. Avoid storing it near oxidizing agents to prevent potential reactions. Keep storage areas locked and accessible only to trained personnel.
    Application of 1-Methylpyrrole

    How Is the 1-Methylpyrrole-Derived α-Ketoester Intermediate Prepared for Ketorolac Synthesis?

    In the convergent synthesis route to ketorolac tromethamine, the lithiation of 1-methylpyrrole at the 2‑position constitutes the gateway step to ethyl 1-methylpyrrole‑2‑glyoxylate, the essential α‑ketoester building block. The bulk active pharmaceutical ingredient manufacture operates under ICH Q7 GMP for APIs, with residual solvent levels validated against ICH Q3C Option 1 limits and the final drug substance conforming to the ketorolac tromethamine monograph in USP‑NF 2025. On a production‑scale 500‑litre cryogenic reactor equipped with a multi‑stage pitched‑blade turbine, the process charge is built from a starting ratio of 1.00 mol 1-methylpyrrole (moisture specification <150 μg/g by Karl Fischer) to 1.08 mol diethyl oxalate and 1.05 mol n‑butyllithium (2.5 M in hexanes), corresponding to a 1-methylpyrrole mass fraction of 42–46 wt% of the total liquid charge. The jacket is held at ‑78 °C ± 3 °C while n‑BuLi is dosed below the liquid surface over 120‑150 minutes to avoid localized exothermic spikes that generate the β‑lithiated regioisomer; deviation beyond ‑70 °C shifts the isomer ratio to 85:15 2‑Li:3‑Li, eroding downstream crystallinity of the final salt. Following a 45‑minute post‑addition hold, diethyl oxalate dissolved in anhydrous THF is fed at ‑65 °C to ‑60 °C, quenched with 2 M HCl, and the organic phase is fractionated under reduced pressure (2 mbar, 92‑95 °C vapour temperature) to isolate the α‑ketoester in >99.0 area% purity. This intermediate is telescoped through a Thorpe‑Ziegler cyclization, hydrolysis, and decarboxylation sequence to yield the benzoyl‑pyrrole acetic acid core before final salt formation with tromethamine. The terminal dosage forms include 15 mg/mL and 30 mg/mL solutions for intramuscular injection and 10 mg film‑coated tablets. A critical operational boundary exists at the lithium‑halogen exchange step: if the moisture content of the THF‑1-methylpyrrole blend exceeds 300 μg/g, n‑BuLi consumption rises non‑linearly, dropping the ketoester yield below 55% and raising the cost‑of‑goods beyond the Generic Drug User Fee tier threshold.

    The synthesis of 2-acetyl‑1‑methylpyrrole in a large‑scale agitated batch reactor is governed less by cryogenic constraints than by the acylation equilibrium management and the downstream fractionation efficiency required to meet FEMA GRAS 3184 and JECFA 1527 purity specifications. Using a charge ratio of 1.0 mol 1‑methylpyrrole to 2.6 mol acetic anhydride and 0.08 mol anhydrous zinc chloride, the reaction mass is heated under a nitrogen sweep to 157 ± 2 °C for 3.5 hours while the low‑boiling acetyl acetate by‑product is withdrawn through a partial condenser to shift the steady‑state conversion past 80%. Residual acetic acid and anhydride are stripped at 20 mbar, and the crude oil is distilled through a structured‑packing column at a reflux ratio of 3:1, collecting the heart cut at 88‑90 °C / 1.6 kPa. The final product, a pale‑yellow liquid with a gas‑chromatographic purity of ≥ 99.5 area% and a single‑impurity limit <0.15% for 1‑methylpyrrole, qualifies for direct incorporation into compounded flavours under FDA 21 CFR 172.515 and EU Regulation 1334/2008. In an industrial streusel topping formulation, the addition level is calibrated to 14‑18 mg per kilogram of finished matrix, boosting roasted‑nut and caramel‑crust character without triggering the astringent aftertaste that appears above 25 ppm. Terminal consumer goods range from shelf‑stable par‑baked breads and microwave popcorn fat slurries to coffee‑enhanced non‑dairy creamers; shelf‑life studies at 40 °C / 75% RH confirm aroma retention above 90% over 12 weeks when the flavour molecule is pre‑emulsified in propylene glycol.

    Electropolymerized Poly(1‑methylpyrrole) Films on Mild Steel Substrates

    Deposition of a poly(1‑methylpyrrole) barrier layer onto grit‑blasted SAE 1010 carbon steel coupons is conducted in a stationary three‑electrode cell fitted with an Ag/Ag+ (0.01 M AgNO₃) reference and a platinized‑titanium counter electrode. The supporting electrolyte consists of 0.15 M lithium perchlorate in propylene carbonate that has been dried over molecular sieves to a water content below 25 μg/g; the monomer concentration is held at 0.25 M 1‑methylpyrrole, which yields a steady‑state current density plateau without triggering oligomer precipitation observed at concentrations above 0.35 M. Potentiodynamic cycling is executed using a PARSTAT 4000A potentiostat sweeping between ‑0.3 V and +1.5 V vs Ag/Ag+ at 20 mV/s for 12 cycles. The resulting coating develops a thickness of 6.8 ± 0.7 μm as measured by eddy‑current testing, with a uniform globular morphology confirmed by scanning electron microscopy. Quality conformance is assessed according to ASTM B117‑19 (neutral salt spray exposure), ASTM G59‑97 (linear polarization resistance in 3.5 wt% NaCl), and adhesion pull‑off strength under ISO 4624:2016. Electrochemical impedance spectroscopy reveals a pore resistance above 1.2 × 105 Ω·cm² when the coating is cured for 48 hours at 60 °C in dry nitrogen; failure to maintain a dew point below ‑40 °C during curing collapses the pore resistance by two orders of magnitude within the first 200 hours of salt‑fog testing. The finished component—commonly a compressor valve plate or a hydraulic manifold segment—performs in oil‑and‑gas service environments with continuous exposure to pH 5.5–8.5 brines; operation outside this pH window strips the perchlorate dopant and transforms the film from an electronic conductor to a dielectric, a failure mode traceable through a rapid drop of the open‑circuit potential below ‑0.8 V vs SCE. Production batches are qualified by recording the polarisation resistance of a witness coupon: a minimum of 80 kΩ·cm² after 480 hours salt spray constitutes the lot acceptance criterion, based on a dataset of 72 commercial runs gathered across three toll coating lines operating in parallel.

    When a hot‑wall low‑pressure chemical vapour deposition reactor is configured with a bubbler containing 1‑methylpyrrole (≥ 99.99% metals basis, Na <3 ppb, Fe <5 ppb, Al <2 ppb) thermostatted at 20.0 ± 0.3 °C and an argon carrier flow of 80 sccm, the resulting precursor partial pressure delivers nitrogen‑doped carbon thin films with an N/C atomic ratio adjustable between 0.12 and 0.18 onto thermally oxidised silicon wafers held at 850 °C. The gas‑handling system complies with SEMI C7.22‑0717 (specification for organic liquid precursors) and the substrate cleaning sequence meets ISO 14644‑1 Class 4 surface particulate limits before loading into the reactor. The deposition is conducted at a total pressure of 6.5 Torr for 35 minutes, yielding a film thickness of 195 ± 12 nm as measured by spectroscopic ellipsometry. The precursor flow fraction, expressed as the ratio of the volume flow through the bubbler to the total gas flow, is maintained at 18 vol%; adjustment of this fraction to values below 10% produces a graphitic‑dominant sheet with an interlayer spacing of 0.342 nm, whereas fractions above 22% induce carbon cluster nucleation that raises the surface roughness above 4.5 nm Ra, as determined by atomic force microscopy with a 2 μm scan window. The as‑deposited nitrogen‑doped carbon film functions as a conductive diffusion barrier or as the active electrode material in a micro‑supercapacitor cell, demonstrating a volumetric capacitance of 145 F/cm³ at 5 mV/s in 1 M H₂SO₄ electrolyte when assembled in a symmetric interdigitated configuration. Trace sulphur content in the 1‑methylpyrrole precursor exceeding 0.5 ppm, a characteristic of feedstocks obtained from non‑distilled coal‑tar fractions, selectively quenches pyridinic nitrogen sites and depresses the capacitance below 90 F/cm³, making the precursor purity specification the primary cost‑versus‑performance fulcrum for commercial adoption. The terminal device class—planar on‑chip energy storage—operates within a temperature envelope of ‑20 °C to +70 °C and requires encapsulation with a vapour‑transmission‑rate barrier below 5 × 10⁻⁴ g/m²·day to prevent oxidation‑induced drift of the nitrogen functionalities.

    When Asymmetric BODIPY Fluorophores Require N‑Methyl Substitution for Stokes Shift Tuning

    Condensation of 1‑methylpyrrole with an aromatic aldehyde to generate the meso‑substituted dipyrromethane scaffold is carried out under acid‑catalysed conditions, employing a molar ratio of 1‑methylpyrrole to aldehyde of 2.2:1, with 0.12 equivalents of trifluoroacetic acid as catalyst and dichloromethane as solvent at 22 ± 2 °C under argon for 4 hours. Subsequent oxidation with 1.08 equivalents of 2,3‑dichloro‑5,6‑dicyano‑1,4‑benzoquinone and complexation with 3.5 equivalents of boron trifluoride diethyl etherate yields the asymmetric BODIPY core after column chromatography purification over silica gel (230‑400 mesh) with a hexane/ethyl acetate gradient. The N‑methyl group on the pyrrole ring increases the Stokes shift by 18‑25 nm relative to the unsubstituted analogue, attributable to the enhanced structural relaxation in the excited state, while maintaining a fluorescence quantum yield above 0.72 in methanol as determined against a Rhodamine 6G standard at 488 nm excitation. Conformance documentation for materials intended as research‑grade fluorescent probes references ICH Q3C residual solvent limits (Class 2 solvents dichloromethane and hexane), and lot‑to‑lot consistency is verified via HPLC‑MS and 1H‑NMR integration of the diagnostic BF₂‑bridged proton signal at δ 6.4‑6.6 ppm. The fluorophore is conjugated to monoclonal antibodies for use in flow cytometry, where it exhibits a half‑life to photobleaching of 85 seconds under continuous 488 nm laser illumination at 25 mW, which imposes a maximum acquisition time of 60 seconds per sample in the instrument protocol. End‑user products include CD4‑BODIPY‑FL conjugates validated for lymphocyte gating with a signal‑to‑noise ratio above 12:1 at 106 events/mL.

    Regulatory and quality benchmarks referenced across downstream 1-methylpyrrole application segments
    Application SegmentStandard / RegulationTest Method / Monograph
    Ketorolac intermediateICH Q7, USP–NFGC–FID purity, residual solvents per ICH Q3C Option 1
    Flavour substanceFDA 21 CFR 172.515, EU 1334/2008JECFA 1527 identity & purity, FEMA GRAS 3184
    Conductive polymer coatingASTM B117-19, ISO 4624:2016ASTM G59-97 polarisation resistance, pull‑off adhesion
    CVD precursorSEMI C7.22-0717ICP‑MS trace metal screen, ISO 14644-1 airborne particulate
    BODIPY fluorescent probeICH Q3C (residual solvents)HPLC‑MS purity, 1H‑NMR structural confirmation
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    Certification & Compliance
    More Introduction

    1-Methylpyrrole (CAS 96-54-8), systematically N-methylpyrrole, is a five-membered nitrogen heterocycle with molecular formula C₅H₇N and a molecular weight of 81.12 g·mol⁻¹. Commercially, the substance is supplied in two principal grades: a >98.0% assay (GC) technical grade suitable for bulk intermediate manufacture, and a >99.5% high-purity grade targeted at electronic materials and pharmaceutical GMP sequences. Typical physical constants include a boiling point of 112–113 °C at 101.3 kPa, density 0.914 g·cm⁻³ at 20 °C, and refractive index n₂₀/D 1.4870–1.4890. The compound is a clear, colorless-to-pale-yellow liquid with a characteristic amine-like odor, sparingly soluble in water (<5 g·L⁻¹) and freely miscible with ethanol, diethyl ether, and chlorinated solvents. The methyl substituent on nitrogen eliminates the N–H proton, which fundamentally alters the hydrogen-bonding capacity, vapor-phase dimerization tendency, and site selectivity in electrophilic aromatic substitution compared to unsubstituted pyrrole.

    What Distinguishes N-Methylpyrrole from Its Isomers in Electrophilic Aromatic Substitution?

    Positional isomerism in methylpyrrole dictates regiospecific reactivity with consequences for downstream coupling and annulation strategies. 1-Methylpyrrole bears the methyl group on the heteroatom, whereas 2-methylpyrrole (CAS 636-41-9) and 3-methylpyrrole (CAS 616-43-3) carry it on the carbon framework. In 1-methylpyrrole, the nitrogen lone pair remains fully available for π-conjugation; the N–CH₃ group exerts a +I inductive effect that raises the HOMO energy relative to pyrrole, enhancing the rate of electrophilic attack at the α-positions (C2 and C5) by approximately 1.5–2.0× as measured by competitive Vilsmeier formylation kinetics. By contrast, 2-methylpyrrole displays preferential attack at the unsubstituted α-position (C5) under kinetic control, while 3-methylpyrrole yields mixtures of 2- and 5-substituted products due to the non-symmetric HOMO distribution. In Friedel-Crafts acylation with acetyl chloride–AlCl₃ in dichloromethane at 0 °C, 1-methylpyrrole produces 2-acetyl-1-methylpyrrole with a selectivity exceeding 95:5 α:β; 2-methylpyrrole under identical conditions yields 55:45 mixtures unless sterically demanding acylating agents are employed. These differences are exploited in the kilogram-scale synthesis of 1-methylpyrrole-2-carboxaldehyde, a key precursor to the analgesic ketorolac tromethamine (USP reference standard lot F0M338), where isomeric purity is critical to avoid purification bottlenecks during recrystallization from isopropanol/water systems.

    Specifications and Lot-to-Lot Consistency in Bulk Shipments

    Industrial deliveries in 170-kg epoxy-phenolic lined steel drums or 900-L IBC totes are released against a certificate of analysis that commonly includes: assay by capillary GC (FID) on a 30 m × 0.32 mm WAX-type column, isothermal at 80 °C, with a quantitation limit of 0.05 area%; water content by Karl Fischer coulometry (ASTM E1064) below 500 ppm; and color (APHA, ASTM D1209) ≤ 100 for technical grade, ≤ 50 for high-purity grade. Non-volatile residue by gravimetry (ASTM D1353) is held below 0.01 wt%. Trace element profiles—especially iron, copper, and zinc—are controlled to single-digit ppm levels when the material is destined for palladium-catalyzed cross-coupling sequences where residual metals poison catalyst turnover. Peroxide formation during prolonged storage is a documented hazard; headspace oxygen exclusion and addition of 50–200 ppm of butylated hydroxytoluene (BHT) or tert-butylhydroquinone (TBHQ) are applied by manufacturers shipping to humid tropical climates. Supply chain specifications frequently reference the joint EFCG/GDP guideline on nitrosamine risk assessment: 1-methylpyrrole is not classified as an N-nitrosamine precursor because the N-methyl group is not a secondary amine, yet nitrite-free processing remains mandatory when reactors are shared with secondary amine streams.

    Without a dedicated section header, the domain of conductive polymer feedstock demands a description of key differences between 1-methylpyrrole and pyrrole in electrochemical polymerization. When subjected to potentiostatic oxidation at +1.2 V vs. Ag/AgCl in acetonitrile containing 0.1 M tetrabutylammonium hexafluorophosphate, 1-methylpyrrole electropolymerizes to form poly(1-methylpyrrole) films with a conductivity of 10⁻²–10⁻¹ S·cm⁻¹, approximately two orders of magnitude lower than unsubstituted polypyrrole prepared under identical conditions. The methyl substituent introduces steric hindrance that disrupts interchain π-stacking, reducing the effective conjugation length from 30–40 monomer units in polypyrrole to 12–18 units in poly(1-methylpyrrole), as determined by Raman band dispersion analysis of the C=C backbone stretch. Furthermore, the absence of the N–H proton eliminates hydrogen-bonding interactions with dopant anions such as para-toluenesulfonate, leading to doping levels that plateau at 0.18–0.22 counterions per monomer unit versus 0.25–0.33 in polypyrrole. Despite the lower conductivity, poly(1-methylpyrrole) exhibits superior thermal stability: thermogravimetric analysis (TGA) in nitrogen at 10 °C·min⁻¹ shows a 5% weight loss temperature of 295 °C compared with 225 °C for undoped polypyrrole. This property is leveraged in corrosion-protection coatings for low-carbon steel (ASTM A36) where process temperatures during curing exceed 200 °C and evolution of pyrrole monomer from the film would otherwise create pinhole defects.

    When Anhydrous Conditions Dictate Reactivity in Deprotonative Metalation

    The C–H acidity at the α-positions of 1-methylpyrrole has been quantified by deuterium exchange kinetics: the pseudo-first-order rate constant for H/D exchange with D₂O in DMSO-d₆ at 25 °C is 2.8 × 10⁻⁵ s⁻¹, roughly 40 times slower than that of 2-methylpyrrole at the C5 position, because the N-methyl group does not stabilize a transition state with developing negative charge at the α-carbon to the same extent as a C-methyl substituent. Nevertheless, directed ortho-metalation is practicable using lithium diisopropylamide (LDA) in tetrahydrofuran at −78 °C, generating 1-methylpyrrol-2-yllithium that can be quenched with electrophiles such as trimethylborate, DMF, or carbon dioxide to yield the corresponding 2-substituted derivatives in 65–80% isolated yields. Water content in the reaction medium must be maintained below 50 ppm, as trace moisture protonates the lithiated species and regenerates 1-methylpyrrole, lowering yield and complicating chromatographic purification on silica gel (eluent hexane/ethyl acetate 95:5). This sensitivity distinguishes 1-methylpyrrole from 1-phenylsulfonylpyrrole, which can be metalated with LDA at −20 °C without similar stricture. In continuous-flow metalation setups (PFA capillary reactor, 1.0 mm ID, residence time 15 s), the exotherm is efficiently dissipated and yields of 2-formyl-1-methylpyrrole reach 87%, surpassing batch process outputs and eliminating the need for cryogenic bath infrastructure.

    Comparative physical and thermodynamic properties of methylpyrrole isomers
    Property1-Methylpyrrole2-Methylpyrrole3-Methylpyrrole
    CAS registry number96-54-8636-41-9616-43-3
    Boiling point at 101.3 kPa (°C)112–113148–149143–144
    Density (g·cm⁻³, 20 °C)0.9140.9500.956
    Refractive index n₂₀/D1.4891.5031.507
    Dipole moment (D, benzene)1.922.062.05
    pKₐ of conjugate acid (H₀ scale)−2.9−1.2−1.4
    Flash point (closed cup, °C)103835
    Water solubility (g·L⁻¹, 25 °C)4.812.113.5

    Regulatory Boundaries and Supply Chain Restriction Profiles

    1-Methylpyrrole is registered under EU REACH (EC No. 202-520-1) with a harmonised classification as Flam. Liq. 2 (H225), Acute Tox. 4 (H302+H312+H332), and Skin Irrit. 2 (H315). The derived no-effect level (DNEL) for long-term inhalation exposure in workers is 2.5 mg·m⁻³; the predicted no-effect concentration (PNEC) for freshwater is 0.032 mg·L⁻¹. Under the U.S. Toxic Substances Control Act (TSCA), the substance appears on the public inventory and is manufactured in annual volumes between 10,000 and 100,000 lbs at U.S.-based sites. Transport classification: UN 1993, Class 3, Packing Group II. Chinese hazardous chemical registration under MEE Order No. 12 requires a safety data sheet aligned to GB/T 16483-2008, with particular attention to Section 9 (viscosity 0.8 mPa·s at 20 °C, vapor pressure 2.2 kPa). For shipments into Japan, the Chemical Substances Control Law (CSCL) lists 1-methylpyrrole as a general chemical substance (MITI No. 5-736), and annual reporting obligations apply when tonnage exceeds 1 metric ton. Kosher and Halal certifications are occasionally requested for flavor-fragrance intermediate grades, though published data for this specific configuration is limited; the five-membered heterocycle presents no inherent porcine or ethanol-related concerns that would preclude certification.

    Storage Stability and the Onset of Autoxidative Degradation

    Neat 1-methylpyrrole stored in nitrogen-blanketed, sealed containers at 5–25 °C retains ≥99.0% assay for 12 months from the date of packaging. Accelerated stability studies at 40 °C/75% RH reveal a 1.2% decrease in assay per 30 days when the container headspace oxygen concentration exceeds 5 vol%. The primary degradation pathway involves radical-mediated oxidation at the α-position, yielding 1-methyl-2-pyrrolidinone derivatives and ring-opened 4-aminobutanals identified by LC-HRMS (Q-TOF, ESI+). These degradation products act as Brønsted bases that catalyze aldol condensation of the intact monomer, generating colored oligomers with absorbance at 420 nm that exceed the 0.05 AU threshold for electronic-grade monomers. For this reason, end-users in the OLED hole-transport layer synthesis community typically request single-use septum-sealed glass ampoules under argon rather than drum aliquots. Pre-use drying over activated 4 Å molecular sieves (previously calcined at 300 °C for 4 h) reduces water content to below 50 ppm but does not remove the non-volatile oligomeric fraction, and filtration through a 0.2-μm PTFE membrane prior to metalation is advised.

    Synthetic applications in agrochemical discovery employ 1-methylpyrrole as a surrogate for pyrrole in scaffold-hopping campaigns targeting insecticidal ryanodine receptor modulators. The N-methyl group provides a +0.3 logP increase relative to the unsubstituted pyrrole congener, which shifts the octanol-water partition coefficient into the optimal 2.5–3.5 range for phloem mobility in cucumber (Cucumis sativus) translocation assays. Field trial data for chlorantraniliprole analogs incorporating a 1-methylpyrrole amide bridge indicate that the substitution pattern alters the metabolic half-life in Spodoptera littoralis midgut microsomes from 4.7 h to 8.9 h, as measured by LC-MS/MS quantitation of the intact parent compound. In heterocyclic dye chemistry, 1-methylpyrrole undergoes oxidative coupling with 4-nitroaniline diazonium salts at pH 4–5 (acetate buffer) to yield azo chromophores with λₘₐₓ 485–495 nm and molar extinction coefficients exceeding 2.5 × 10⁴ L·mol⁻¹·cm⁻¹, which are applied as disperse dyes for polyester fibers (CI Disperse Yellow classification). Fastness to sublimation (ISO 105-P01) for the 1-methylpyrrole-based dye reaches 4–5 rating on a 1–5 gray scale when applied at 1.0% owf on Terylene, outperforming the pyrrole analog by 0.5 points due to the higher molecular volume reducing migration during thermofixation at 210 °C.

    Typical purity profiles and analytical methods for commercial 1-methylpyrrole
    ParameterSpecification (Technical Grade)Specification (High-Purity Grade)Test Method
    Assay (GC, area%)≥98.0≥99.5In-house GC/FID, polyethylene glycol column, 80 °C isothermal
    Water content (ppm)≤500≤200ASTM E1064 (Karl Fischer coulometry)
    Color (APHA)≤100≤50ASTM D1209
    Non-volatile residue (wt%)≤0.01≤0.005ASTM D1353 (110 °C, 3 h)
    Peroxide (as H₂O₂, ppm)≤50≤10Iodometric titration (internal method)
    Iron (ppm)≤5≤1ICP-OES after wet ashing

    In contrast to pyrrole, which undergoes acid-catalyzed polymerization explosively at ambient temperature upon contact with Lewis acids, 1-methylpyrrole exhibits improved handling tolerance due to the kinetic inertia of the N-substituted pyrrolium cation. The rate constant for trimerization in 0.1 M H₂SO₄ in aqueous dioxane at 30 °C is 8.4 × 10⁻⁴ L·mol⁻¹·s⁻¹ for pyrrole and 2.1 × 10⁻⁵ L·mol⁻¹·s⁻¹ for 1-methylpyrrole, a 40-fold difference that permits the use of mildly acidic extractive workup conditions without resinification of the unreacted monomer. This property is decisive in multi-tonne batch processes where aqueous acid quenches follow lithiation reactions, and recovery of unreacted 1-methylpyrrole by distillation (reflux ratio 3:1, 20-theoretical-plate column) routinely exceeds 90% recovery efficiency. Differences in neurotoxic potential are less well characterized; the acute oral LD₅₀ in rats for 1-methylpyrrole is reported at 200–500 mg·kg⁻¹ (OECD 423), while that of pyrrole lies below 50 mg·kg⁻¹, a disparity attributed to the inability of 1-methylpyrrole to undergo metabolic α-hydroxylation followed by ring opening to reactive dialdehyde species.