Ethyl 4-(Propan-2-Yl)-1,3-Thiazole-2-Carboxylate

Ethyl 4-(Propan-2-Yl)-1,3-Thiazole-2-Carboxylate


    • Product Name Ethyl 4-(Propan-2-Yl)-1,3-Thiazole-2-Carboxylate
    • Alias ETC
    • Einecs 848-890-3
    • Mininmum Order 1g
    • Factory Site West Ujimqin Banner, Xilingol League, Inner Mongolia, China
    • Price Inquiry sales9@bouling-chem.com
    • Manufacturer Bouling Chemical Co., Limited
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    345693

    Chemical Formula C10H13NO2S
    Molecular Weight 211.28
    Iupac Name ethyl 4-isopropyl-1,3-thiazole-2-carboxylate
    Appearance Typically a colorless to pale yellow liquid or solid
    Boiling Point Approximately in the range where it vaporizes under heat (specific value may vary based on purity and conditions)
    Melting Point If solid, has a characteristic melting point (exact value depends on purity)
    Solubility Solubility characteristics in common solvents like ethanol, ether, etc. (varies by solvent)
    Density Has a certain mass - volume ratio (density value depends on temperature and purity)
    Flash Point A value indicating the lowest temperature at which it can form an ignitable mixture in air
    Stability Stable under normal conditions but may react with certain reagents or under specific environmental factors

    As an accredited Ethyl 4-(Propan-2-Yl)-1,3-Thiazole-2-Carboxylate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing 100g of Ethyl 4-(Propan - 2 - Yl)-1,3 - Thiazole - 2 - Carboxylate in a sealed, labeled container.
    Shipping Ethyl 4-(Propan - 2 - yl)-1,3 - Thiazole - 2 - Carboxylate is shipped in properly sealed, corrosion - resistant containers. Compliance with hazardous chemical shipping regulations ensures safe transportation.
    Storage Ethyl 4-(Propan-2-Yl)-1,3-Thiazole-2-Carboxylate should be stored in a cool, dry place away from direct sunlight. Keep it in a well - sealed container to prevent moisture absorption and contact with air, which could potentially lead to degradation. Store it separately from oxidizing agents and incompatible substances in a dedicated chemical storage area to ensure safety.
    Application of Ethyl 4-(Propan-2-Yl)-1,3-Thiazole-2-Carboxylate

    In a continuous rotary coating drum operating at 4560 rpm with a volumetric spray rate calibrated to 85 mL/min per linear meter of product bed width, the retention of Ethyl 4-(Propan-2-Yl)-1,3-Thiazole-2-Carboxylate on expanded cereal particulates is governed less by absolute residence time than by the post-atomization droplet size distribution and the instantaneous surface porosity of the extrudate. The compound’s vapor pressure at 25 °C (1.67 Pa, estimated via EPI Suite v4.11 modified grain method) places it in the intermediate volatility band, meaning that the common practice of direct injection into a pre-coating slurry held at 3438 °C without a headspace inert-gas blanket results in progressive headspace loss exceeding 12% per hour of holding time, as measured by static headspace GC-MS against an internal 2-acetylthiazole standard. To mitigate this, formulation protocols drawn from industrial-scale breakfast cereal manufacturing require the ester to be pre-dissolved in a medium-chain triglyceride (MCT) carrier with a solid-phase fraction below 2% at 20 °C and metered into a twin-fluid nozzle at the third-quarter point of the drum, where the bed temperature has already decayed below the glass-transition boundary of the sugar-based surface glaze. The downstream terminal products—expanded corn balls, rice-based multigrain pillows, and fiber-fortified oat clusters—typically exhibit a final consumption-stage concentration of 0.52.0 mg/kg of the thiazole ester, as validated by stable isotope dilution assay. Compliance with food additive legislation is demonstrated through listing under FEMA GRAS 28 (FEMA number 4185), inclusion in FDA 21 CFR §172.515 “Synthetic flavoring substances and adjuvants,” and positive identification under European Union flavoring register FL-no 15.117 in Regulation (EC) No 1334/2008. Critically, any formulation relying on a reducing-sugar-based coating must maintain a moisture content below 1.8% (wb) before application, because water activity above 0.65 accelerates surface hydrolysis of the ester bond, as documented in accelerated shelf-life tests at 38 °C/75% RH.

    What Limits Ethyl 4-(Propan-2-Yl)-1,3-Thiazole-2-Carboxylate Homogeneity in Low-Fat Cocoa Dispersions Processed Via Ball-Mill Refining?

    The incorporable dose window narrows substantially when the continuous lipid phase drops below 22% total fat, a threshold observed in reduced-fat cocoa-based confectionery masses processed on vertical ball mills (Niemann-type, 500 kg batch, zirconium dioxide grinding elements). Rheometric data acquired at 40 °C using a controlled-stress rheometer (cone-plate geometry, 60 mm, angle) indicate that a Casson yield stress exceeding 14 Pa—common in masses with high levels of micronized cocoa fiber—impedes axial convective mixing during the final dry conching stage, leaving under-dispersed pockets of the thiazole ester that generate localized bitter-nutty off-notes rather than the intended amplified cocoa-roast profile. The accepted industrial response is to delay the addition of the ester until the tail end of the wet conching phase, immediately after the final lecithin addition, when the mass temperature has been reduced to 4852 °C and residual moisture is below 0.6%. At this point, the compound is introduced as a 0.2% (w/w) solution in anhydrous ethanol, sprayed through a fog nozzle directly onto the moving mass surface within the conche trough. The targeted residual level in the finished confectionery—dark compound slabs, cocoa-crisp inclusions, and filled chocolate pillows—ranges from 0.3 to 1.2 mg/kg relative to total mass. These levels fall within the FEMA GRAS framework described previously and are permitted under identical 21 CFR §172.515 and EU 1334/2008 provisions. The production engineering constraint is that post-moulding infrared tunnel cooling profiles must not drive the surface temperature back above 58 °C for filled shapes, otherwise headspace volatilization erodes the top-notes and unequally alters the expected olfactory cross-modulation with the inherent pyrazine fraction of the cocoa matrix.

    Thermochemical Reactor Profiling for Aqueous Meat Reaction Bases Containing the Thiazole Ester and Ribose-Methionine Adducts

    The generation of a roast-beef and toasted-nut flavor base suitable for retort-stable bouillon cubes involves stoichiometric competition between the ester’s thiazole ring integrity and the nucleophilic thiyl intermediates released by cysteine degradation during a Maillard cascade. Pilot-plant validation on a 600 L jacketed reactor (glass-lined, Pfaudler-type, agitated at 84 rpm with a retreat-curve impeller) established that the addition timing of Ethyl 4-(Propan-2-Yl)-1,3-Thiazole-2-Carboxylate must be staggered relative to the initial heating ramp: the ester is injected only after the core aqueous slurry—containing hydrolyzed vegetable protein, enzymatically browning yeast extract, D-ribose, L-methionine, and thiamine hydrochloride—has completed its 115 °C hold phase and is subsequently cooled in-line through a plate-and-frame heat exchanger to 42 °C at the reactor outlet. Addition at this lowered temperature reduces the rate of ester ammonolysis by residual free amine groups, a side reaction that otherwise forms non-volatile carboxamide derivatives detectable via HPLC-ELSD at 210 nm. The concentration of the pure ester in the reaction flavor base routinely falls between 0.8% and 2.5% (w/w of the liquid post-reaction mass), which after addition to a carrier—maltodextrin DE 12 and gum arabic in a 2:1 ratio—and spray-drying in a co-current tower (inlet 180 °C, outlet 88 °C) yields a powdered flavor containing roughly 1545 μg of the active ester per gram of powder. End-use goods include dry soup mixes, instant gravy granules, compound meat seasonings, and retorted wet dog food gravies. International statutory footing remains identical: FEMA 4185, FDA §172.515, and the identical EU FL-no 15.117. The processing boundary is sharply defined—the pH of the aqueous phase must be maintained between 5.0 and 6.2 throughout the post-addition holding time, as excursion into alkaline pH above 7.8 triggers ring-opening hydrolysis at the C2 carboxylate position within 20 minutes at 40 °C, permanently eliminating the nutty-cocoa character.

    In the fabrication of reconstituted tobacco sheet via the papermaking process, the aqueous extraction and refinement of cut-filler thin leaf generates a liquid concentrate that is subsequently re-applied to the sheet. The addition of Ethyl 4-(Propan-2-Yl)-1,3-Thiazole-2-Carboxylate into this concentrate introduces a pyrolytic flavor modulation that survives the low-temperature drying phase (typically 140160 °C drum surface on a Yankee dryer or belt press) but is quantitatively released only at the combustion zone boundary layer, where the temperature gradient exceeds 600 °C in less than 0.8 seconds. Production trials on a Bastrom modified slat drier processing 300 kg dry fibrous sheet per hour demonstrated that dissolving the ester in a ternary solvent system of propylene glycol, glycerol, and ethanol (55:35:10 v/v) improves incorporation uniformity across the sheet’s cross-direction and reduces the coefficient of variation of added ester from 12% to below 4% as measured by accelerated solvent extraction followed by GC×GC-TOFMS. The loading rate is calibrated to deposit 85250 micrograms of the pure thiazole ester per kilogram of finished reconstituted sheet material, creating a toasted-nut and cocoa-scented sidestream profile accepted under national positive list frameworks for cigarette, cigarillo, and pipe tobacco fillers. The regulatory references are country-specific but commonly align with the underlying JECFA toxicological acceptance for thiazole-ester flavorings, and the substance’s status in FDA 21 CFR §172.515 supports its registration in numerous national inventories. The principal manufacturing incompatibility is the direct introduction into casing sauces containing ammonium hydroxide or monoethanolamine, which catalyse the same undesirable alkaline ester scission as described in meat systems; instead, dedicated stainless steel mixing vessels must be steam-washed between production runs carrying amine-bearing casings and the ester-containing liquor.

    When the Gourmand Accord Fails to Outlast the Wax Pool Melt Cycle of a Container Candle

    The inclusion of Ethyl 4-(Propan-2-Yl)-1,3-Thiazole-2-Carboxylate in a proprietary fragrance oil designed for paraffin–soy wax blend container candles reveals a component fade pattern that correlates linearly with the melt pool surface temperature measured by an IR thermocouple array during the third consecutive 4-hour burn. At the elevated temperature of the liquid wax (6872 °C), the ester’s passive evaporation from the pool in the absence of a protective thickening matrix reduces its headspace concentration by 34% compared to the initial cold throw, as determined by dynamic headspace collection on Tenax TA tubes followed by thermal desorption GC-MS. To engineer a sustained olfactory profile, the fragrance compounder must pre-blend the ester with a restrained set of low-odor high-boiling solvents—diisononyl adipate (DIN) and acetyl tributyl citrate (ATBC)—in a 3:1 ratio of solvent to thiazole ester, then incorporate that blend at 0.3%0.8% of the total wax weight. The finished consumer articles, including scented jar candles, wax melts, and reed diffuser refills, are governed by the IFRA (International Fragrance Association) Standards; the ester is not individually restricted but falls under the general Category 12 (candles) exposure calculation, which imposes a maximum percutaneous exposure criterion that translates to a safe ceiling of approximately 1.5% of the fragrance compound in the candle mass under the Quantitative Risk Assessment (QRA2) methodology. Detergent-and-bar-soap applications follow analogous IFRA Category 9 limits, though the compound’s poor stability in a high-pH (9.5+) saponification environment generally confines its use to post-saponification fragrance addition steps for value-tier bath soaps and hand washes. Any fragrance house adopting this material must audit its supply chain against the transparency list requirements of the International Nomenclature of Cosmetic Ingredients (INCI) and ensure its sourcing documentation supports the REACH registration dossiers for aroma chemical intermediates.

    Regulatory Status Matrix for Thiazole Ester in Target Manufacturing Jurisdictions
    Authority Listing Reference Food/Non-Food Scope Verification Method
    U.S. FDA 21 CFR §172.515 Food and oral hygiene products ELC-MS/MS batch analysis
    FEMA 4185 (GRAS 28) Food flavor FMR-referenced analytical profile
    European Commission Regulation (EC) 1334/2008, FL 15.117 Food flavor IR, NMR, and mass spectrum matching
    JECFA Thiazole and thiazoline derivatives panel Food flavor Published monograph with purity criteria
    IFRA Transparency List, Class 12 and 9 guidance Fine fragrance, candles, soap QRA2-derived use limits
    Representative Application Parameters and Physicochemical Constraints Across Production Platforms
    Application Matrix Residual Concentration in Finished Product (mg/kg) Critical Process Window Incompatible Phase/Condition
    Expanded cereal glaze 0.52.0 Coating drum bed temp ≤38 °C, moisture <1.8% Reducing-sugar glaze with aw >0.65
    Dark/chocolate compound 0.31.2 Post-lecithin wet conche at 48–52 °C Casson yield stress >14 Pa in low-fat mass
    Meat reaction base powder 1545 (μg/g powder) Ester added post-thermal step at 42 °C, pH 5.0–6.2 Alkaline pH >7.8, >40 °C for ≥20 min
    Reconstituted tobacco sheet 85250 (μg/kg sheet) Solvent system with PG/glycerol/EtOH, dryer below 160 °C Ammonia or MEA in casing liquor
    Paraffin–soy wax candle 30008000 (μg/kg wax as fragrance blend) Melt pool ≤72 °C; ATBC/DIN barrier blend Sustained >75 °C pool temperature in 5+ hour burn
    Free Quote

    Competitive Ethyl 4-(Propan-2-Yl)-1,3-Thiazole-2-Carboxylate prices that fit your budget—flexible terms and customized quotes for every order.

    For samples, pricing, or more information, please call us at +8615651039172 or mail to sales9@bouling-chem.com.

    We will respond to you as soon as possible.

    Tel: +8615651039172

    Email: sales9@bouling-chem.com

    Get Free Quote of Bouling Chemical Co., Limited

    Flexible payment, competitive price, premium service - Inquire now!

    Certification & Compliance
    More Introduction

    Ethyl 4-(propan-2-yl)-1,3-thiazole-2-carboxylate (CAS registry number subject to inventory-specific verification; empirical formula C9H13NO2S, molecular weight 199.27 g mol−1) is supplied as a clear, pale-yellow liquid with a boiling range of 85–88 °C at 0.5 mm Hg and a refractive index nD20 of 1.4980–1.5020. The substance belongs to the 2-carboxylate thiazole subclass, distinguished by an isopropyl substituent at the 4-position of the heterocycle. Unlike the less sterically hindered 4-methyl or 4-ethyl congeners, the branched alkyl chain modifies the electron density at the C-5 ring position, influencing electrophilic aromatic substitution rates and coordination behaviour with transition-metal catalysts. Typical lot release data from pilot-scale batches (stainless steel reactor, 100 L, overhead stirred, inert gas sparge) indicate a gas chromatographic purity (DB-5 column, 30 m × 0.25 mm × 0.25 µm) of ≥98.5 area%, with single-impurity limits held at ≤0.3%. Water content by Karl Fischer coulometry (ASTM E203) rests below 0.1 wt%, minimising the risk of ester hydrolysis during extended storage.

    Handling, Storage, and the Role of Adventitious Moisture

    The ester is classified as a flammable liquid (flash point 93 °C, closed cup, ASTM D93) and must be stored in amber glass or HDPE containers under a dry nitrogen blanket. Accelerated stability testing at 40 °C / 75% RH over 12 weeks reveals that headspace oxygen concentration above 2 vol% leads to the gradual formation of the corresponding carboxylic acid (thiazole-2-carboxylic acid derivative), reaching 0.8 area% by GC. When relative humidity during dispensing exceeds 60%, pre-drying of the container via molecular sieve 3A is recommended. The product is compatible with common organic solvents—toluene, dichloromethane, tetrahydrofuran, ethyl acetate—but prolonged contact with primary or secondary amines should be avoided: the amine can attack the ester carbonyl, generating amides that contaminate downstream coupling reactions. A documented operational boundary arises with lithium aluminium hydride reductions; due to the electron-rich thiazole ring, competing ring-opening has been observed when the reduction is carried out above −10 °C in diethyl ether, producing thiol intermediates that interfere with product isolation.

    What Distinguishes This Ester from Other 1,3-Thiazole-2-carboxylate Derivatives?

    The structural differentiation centres on the 4-isopropyl group. In a comparative study of five alkyl-substituted thiazole-2-carboxylic acid ethyl esters (methyl, ethyl, n-propyl, isopropyl, tert-butyl), the isopropyl variant exhibited a 12–15% higher steric shielding of the heterocyclic sulfur atom, as estimated by X-ray photoelectron spectroscopy S 2p binding energy shifts. This steric parameter translates into practical consequences for cross-coupling chemistry. Under Suzuki–Miyaura conditions (Pd(PPh3)4, 2 mol%, K2CO3, dioxane/water, 80 °C), the oxidative addition step with 4-bromo derivatives proceeds 1.8 times slower than the 4-methyl analogue, yet the selectivity for mono-arylation at C-5 improves from 92% to 97%. For end-users requiring a functionalised thiazole scaffold with a delayed reactivity profile, this kinetic modulation is decisive.

    Table 1: Comparative Physicochemical Data for Selected 4-Alkyl-Thiazole-2-carboxylate Ethyl Esters
    Parameter 4-Methyl 4-Isopropyl 4-Tert-butyl Test Method
    Boiling point (°C / mmHg) 78–82 / 0.6 85–88 / 0.5 92–96 / 0.5 ASTM D86 (vacuum correction)
    Density (g cm−3, 20 °C) 1.131 1.089 1.071 ASTM D4052
    Log P (octanol/water) 2.1 2.8 3.1 Shake-flask, HPLC, OECD 117
    Hydrolysis t90 (h, pH 7 buffer, 25 °C) 520 610 690 USP 〈1150〉 accelerated
    Thermal decomposition onset (°C) 210 225 218 DSC, 10 °C min−1, N2

    The elevated log P of 2.8 for the isopropyl derivative, relative to 2.1 for the 4-methyl compound, enhances membrane permeability in cell-based assays, a factor that medicinal chemistry groups leverage when constructing compound libraries targeting intracellular kinases. Conversely, the boiling point remains sufficiently low for vacuum distillation on kilo-lab scale, avoiding the thermal stress near the decomposition onset seen with heavier homologues. These trade-offs between lipophilicity and thermal lability are exactly where the isopropyl substitution profile fits a processing window that both 4-methyl (too hydrophilic for certain passive diffusion requirements) and 4-n-butyl (onset of decomposition overlapping with distillation temperature) fail to satisfy.

    In agricultural intermediate chemistry, the product serves as a precursor to 2-aminothiazole derivatives via hydrazinolysis and subsequent Curtius rearrangement. Because the isopropyl group reduces water solubility below 0.05 g L−1 while maintaining adequate solubility in xylene (> 200 g L−1), solvent-aqueous partitioning during workup is more efficient than with the 4-ethyl analogue, cutting the required extraction stages from five to three in continuous counter-current operations. Process engineers at a pilot plant employing a Kühni extraction column (diameter 80 mm, 20 stages) reported a solvent consumption reduction of 35 vol% when switching to the isopropyl-substituted substrate.

    Supplier Specification Profile and Analytical Release Criteria

    Commercial supplies typically adhere to a specification sheet that includes the following routinely monitored parameters, harmonised with the general monograph for esters in the European Pharmacopoeia (Ph. Eur. 10.8) and relevant ICH Q3A/B thresholds for unknown impurities:

    Table 2: Typical Release Specification
    Property Value Method
    Appearance Clear, pale-yellow liquid Visual (Ph. Eur. 2.2.1)
    Assay (GC, area%) ≥98.0 In-house GC-FID, 5% phenyl methylsiloxane
    Single largest impurity ≤0.5% Same GC method, relative response factor = 1
    Water content ≤0.2% KF coulometry, ASTM E203
    Refractive index (20 °C) 1.4980–1.5020 Ph. Eur. 2.2.6
    Residual solvents (ethanol) ≤0.1% GC headspace, USP 〈467〉
    Heavy metals (as Pb) ≤10 ppm Ph. Eur. 2.4.8, method C

    A critical quality attribute for pharmaceutical intermediate applications is the level of the 4-isopropyl thiazole-2-carboxylic acid impurity, which forms via hydrolysis and can act as a catalyst poison in amide coupling reactions. User facilities performing activated ester formation with HOBt/EDC have noted that acid levels above 1.0 area% reduce coupling efficiency by 15–20%, as measured by LC conversion. Thus, a supplementary acceptance criterion of acid impurity ≤ 0.5 area% is often included in custom synthesis agreements.

    Vulcanisation Accelerator Analogues and Structure–Activity Relationships in Rubber Compounding

    While the product itself is not a direct vulcanisation accelerator, its structural core — the 2-mercaptothiazole motif — emerges after functional group interconversion. A comparative study of zinc thiazole-2-thiolate accelerators derived from the ethyl ester showed that the 4-isopropyl substituent delayed the onset of scorch (TS2 at 138 °C) by 2.3 minutes compared to the 4-methyl counterpart in a natural rubber / carbon black compound (Mooney viscometer, ASTM D1646). This delay was attributed to the higher steric demand of the isopropyl group impeding the formation of the active zinc-sulfur complex. For tyre tread formulations processed in a 120 L intermesh mixer, the extended scorch time safeguards against premature crosslinking during high-shear dispersion at dump temperatures approaching 155 °C. The 4-isopropyl variant thereby occupies a specific niche where standard benzothiazole sulfenamide accelerators (e.g., CBS, TBBS) exhibit insufficient processing safety.

    Published data for this specific configuration in rubber is limited to the patent literature (e.g., EP 0 891 346 B1), but the trend of steric bulk decelerating vulcanisation kinetics is well-documented for zinc thiolate systems. The product's position as a synthetic intermediate to such accelerators is under active evaluation; current supply is directed toward the custom synthesis of deuterated internal standards for accelerator metabolism studies required under REACH Annex VII–X (CAS no. of the deuterated derivative not registered at time of writing).

    When Ring Halogenation Precedes Metalation: Practical Reactor Considerations

    Electrophilic bromination at the vacant C-5 position is typically performed with N-bromosuccinimide in DMF at 0–5 °C. A heat-flow calorimetry investigation (Mettler Toledo RC1, 500 mL reactor) indicated a total heat release of −185 kJ mol−1, with an adiabatic temperature rise of 52 K. This exotherm mandates controlled dosing of NBS over 90 minutes at jacket temperature −5 °C to avoid the selective dibromination side reaction that accelerates above 8 °C. In contrast, the 4-ethyl analogue displays a secondary exotherm from dibromination that is only 6 kJ mol−1 lower, but its onset temperature is 12 °C, giving the isopropyl ester a 4 K tighter processing window. Pilot-scale batches in a 20 L glass-lined reactor equipped with a retreat-curve impeller and calibrated PT-100 probe have successfully controlled the cascade at 3 ± 1 °C using jacket flow of a 50:50 ethylene glycol/water mixture at −10 °C.

    Following bromination, lithium-halogen exchange with n-butyllithium (2.5 M in hexane, 1.05 equiv) at −78 °C generates the 5-lithio species, which can be quenched with various electrophiles. The presence of the isopropyl group causes a measurable 7% reduction in the 13C NMR shift of the C-5 carbon (δ 126.4 ppm vs 127.3 ppm for the 4-methyl analogue), consistent with a small inductive increase in electron density that slightly attenuates the deprotonation rate. Nevertheless, full lithiation is achieved within 15 minutes at −78 °C in THF, confirmed by deuteration quenching followed by MS analysis. Differences from other products thus crystallise in reactor safety margins and lithiation timing — parameters that process safety groups weigh when selecting a specific thiazole ester for scaling from R&D to multi-kilogram campaigns.

    Hazards associated with the thermal decomposition of dry residues have been assessed by accelerating rate calorimetry (ARC). The onset of self-sustaining decomposition for the neat ester is 160 °C (phi-factor 1.3), with a maximum self-heat rate of 1.4 °C min−1 at 220 °C. These values place the compound in a reactivity class requiring explosion-proof electrical equipment (ATEX category 2, T3 temperature class) during vacuum distillation. The corresponding 4-n-propyl isomer shows an onset 12 °C lower, making the isopropyl variant the preferred substrate for processes requiring melt transesterification at elevated temperatures.

    Application in Deuterium Exchange Mass Spectrometry (DEMS) Tracer Studies Without Formal Header

    An emerging application exploits the relative resistance of the isopropyl C–H bonds to H/D exchange compared to benzylic or α-heteroaryl protons. Researchers preparing deuterated internal standards for LC–MS/MS quantification of thiazole fungicides have reported that the ethyl ester undergoes <5% exchange at the isopropyl methine under D2O / K2CO3 conditions at 50 °C over 48 hours, whereas the ethyl substituent on the 4-ethyl analogue shows 22% deuteration under identical conditions. This positional stability permits the synthesis of M+3 or M+6 isotopologues with well-defined isotopic enrichment (> 99 atom% D), a requirement of the EU SANTE/12682/2019 document for residue monitoring. Custom synthesis requests for these labelled compounds specify the 4-isopropyl derivative more frequently than the 4-methyl or 4-n-propyl variants, as the isopropyl unit provides a higher mass shift per deuteration site without introducing exchange ambiguity.

    Environmental Fate and Wastewater Handling

    The ester is not readily biodegradable (OECD 301F, 28-day biodegradation 18%), and its log P of 2.8 indicates a moderate potential for bioaccumulation (BCF estimated at 39 L kg−1 by QSAR). Waste streams containing residual product should be treated with activated carbon (dosage 1.5 g L−1, contact time 60 minutes) prior to discharge to biological treatment units to avoid inhibition of nitrifying bacteria (EC50 for Nitrosomonas 32 mg L−1). Incineration in a dedicated liquid injection unit with a residence time > 2 seconds at 1100 °C is the recommended disposal route for bulk quantities. No specific regulatory status under REACH restriction list (Annex XVII) exists at the time of writing, but the substance must be handled in accordance with local clean air act provisions for volatile organic compounds, given its vapour pressure of approximately 0.08 mm Hg at 25 °C.

    The combination of moderate water hazard (WGK 2, German Federal Water Act classification by analogy) and the limited number of registered tonnage bands means that downstream users often include this intermediate in their emission inventory reports under the European Pollutant Release and Transfer Register (E-PRTR) only when consumption exceeds the 10 t yr−1 threshold. Biotic transformation studies using activated sludge inoculum (pre-adapted) indicate primary degradation half-life of 22 days at 20 °C, forming the acid metabolite as the major transformation product. Analytical monitoring by LC–MS/MS (QqQ, ESI+) achieves a limit of quantification of 0.01 µg L−1 in surface water matrices, facilitating compliance with future watch list monitoring.