4-Methyl-5-Thiazoleethanol Propionate

4-Methyl-5-Thiazoleethanol Propionate


    • Product Name 4-Methyl-5-Thiazoleethanol Propionate
    • Alias 4-Methyl-5-thiazoleethanol propanoate
    • Einecs 474-090-6
    • 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

    536629

    Chemical Formula C9H13NO3S
    Molar Mass 215.27 g/mol
    Appearance Typically a liquid
    Odor Characteristic, likely with a somewhat pungent or specific smell
    Solubility In Water Poorly soluble
    Solubility In Organic Solvents Soluble in many organic solvents like ethanol, ether

    As an accredited 4-Methyl-5-Thiazoleethanol Propionate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing 500g of 4 - Methyl - 5 - Thiazoleethanol Propionate packaged in a sealed, labeled bottle.
    Shipping 4 - Methyl - 5 - Thiazoleethanol Propionate is shipped in accordance with chemical regulations. It's packaged securely to prevent leakage, transported in appropriate vehicles, and handled with care to ensure safe delivery.
    Storage 4 - Methyl - 5 - Thiazoleethanol Propionate should be stored in a cool, dry, and well - ventilated area. Keep it away from heat sources, flames, and direct sunlight to prevent decomposition. Store in a tightly - sealed container to avoid contact with air and moisture, which could potentially react with the chemical and affect its quality.
    Application of 4-Methyl-5-Thiazoleethanol Propionate

    In UHT-processed liquid meat bouillons and retorted canned stews, 4-Methyl-5-Thiazoleethanol Propionate is introduced at an addition level of 0.15–0.45 mg/kg in the finished product via pre-dispersed flavor concentrates. The compound’s characteristic roasted coffee–cocoa–nutty profile performs as a late-eluting top note that survives 121 °C retort cycles for durations up to 45 minutes when encapsulated within a modified starch/sodium caseinate matrix dried to a_w < 0.2 prior to incorporation. Compliance is anchored to EU Regulation (EC) No 1334/2008 Annex I, where the ester is classified under the thiazole flavoring category, and it meets the criteria of JECFA 2008 for chemically defined flavoring substances; for the North American market, the material is self-affirmed GRAS under FDA 21 CFR §170.30(b) and listed in the FEMA inventory under a thiazole homolog category, with a pending evaluation specifically for the propionate derivative. The final compound complies with the purity specifications of JECFA Monograph 1:2006 for thiazole derivatives (assay ≥ 97%, sulfide ash ≤ 0.05%). Typical end-products where this ester is employed include retorted wet dog and cat foods, aseptic soup bases, bouillon cubes, and extruded savoury snack seasonings. In process, the ester is first dissolved in 50–60 °C propylene glycol (1:9 w/w) and post-added to a Maillard reaction intermediate that has been cooled to 55 °C following a 2-hour thermal reaction at 110 °C involving hydrolyzed vegetable protein, xylose, and cysteine; high-shear mixing through an inline Silverson rotor-stator at 3000 rpm ensures micro-dispersion before the paste is spray-chilled into lipid-coated granules. Experimental production records indicate that in systems containing dissolved SO₂ concentrations exceeding 10 mg/L, an organoleptic metallic off-note develops, attributed to sulfite-adduct formation; consequently, sulfur dioxide or metabisulfite preservatives must be kept below this threshold or replaced with ascorbyl palmitate.

    When Bicarbonate Leavening Agents Accelerate Ester Saponicification in Low-Fat Batters

    In chemically leavened bakery pre-mixes designed for pound cakes and brownie bases, the propionate ester is dosed at 0.05–0.15 g/kg of dry mix, contributing a dark caramel–chocolate background note. The functionality is governed by the batter pH trajectory: upon hydration, sodium bicarbonate (typically added at 1.5–2.5% of flour weight) generates a transient alkaline environment (pH 7.8–8.4) that accelerates hydrolysis of the ester bond to yield free 4-methyl-5-thiazoleethanol, a species with a considerably higher odor threshold and an undesirable sour–sulfurous nuance. To mitigate this, the ester is pre-blended with a high-amylose maize starch (amylose content ≥ 70%) and a propylene glycol alginate film former, creating a hydrophobic microdomain that delays hydrolysis during the 20–30 minute batter hold time at 22 °C. During oven baking at 175–195 °C for 12–18 minutes, the internal crumb temperature plateaus near 98 °C, allowing residual ester survival rates of 55–70% as quantified by GC-MS using a DB-WAX column and isotope dilution internal standard methodology compliant with ISO 12824:2016. From a regulatory standpoint, the preparation conforms to FDA 21 CFR §172.515 for synthetic flavoring substances and meets REACH registration requirements for EU import. End products utilizing this technology include gluten-free baking mixes, shelf-stable cookie doughs, and microwaveable mug cakes, where the characteristic note survives hot-fill packaging. Production-scale trials on a spiral mixer (Hobart HL600 1-S) have shown that batter resting times beyond 35 minutes result in a perceptible loss of the target cocoa character, necessitating automatic dough dosing systems that limit batch cycle times to under 25 minutes from water addition to oven entry.

    Low-water-activity confectionery matrices (measured a_w < 0.38 via a Rotronic HygroLab C1 device) offer a favorable environment for ester stability; the propionate is typically compounded into a custom flavor emulsion and metered at 0.4–0.9 µL/kg of final candy mass, corresponding to 0.3–0.8 ppm. The addition point occurs after the sugar syrup has been vacuum-boiled to 148 °C and flash-cooled on a continuous cooking surface to 118–122 °C, immediately ahead of the colour and acid blend injection. At this temperature the loss due to volatilisation is maintained below 12%, as determined by headspace analysis on a Teledyne Tekmar HT3 purge-and-trap sampler; substitution of acetate esters under identical conditions showed a >30% blow-off loss, illustrating the propionate’s favorable boiling point/vapor pressure curve (predicted boiling point 230–235 °C at 760 mmHg). Conformity to EU 1334/2008 and JECFA purity criteria is verified by a certificate of analysis listing residual solvents (ethanol < 0.1%) and heavy metals (Pb < 1 mg/kg). Finished goods produced with this inclusion level range from clear fruit drops and filled toffee centres to sugar-free isomalt lozenges for the nutraceutical sector. A documented incompatibility arises with high-purity menthol crystals and eucalyptol: direct contact at molten toffee temperatures (115 °C) triggers a slow condensation reaction that shifts the colour towards amber and generates an undesirable sharp note, so the ester must be pre-blended into the fat phase when these mints are co-flavored.

    How Do High-Pressure Homogenization Parameters Affect Emulsion Stability in RTD Coffee Beverages?

    When 4-Methyl-5-Thiazoleethanol Propionate is delivered via a beverage emulsion to canned ready-to-drink (RTD) lattes and cappuccinos, its first-pass emulsion droplet size—directly regulated by the homogenization pressure and number of passes—determines both creaming stability and the perception of the roasted depth note. Trials on a GEA Niro Soavi high-pressure homogenizer at 8 MPa single-pass yielded a median droplet diameter (D[4,3]) of 1.2 µm, whereas a 14 MPa double-pass configuration reduced D[4,3] to 0.65 µm and increased surface area per gram, which accelerated Ostwald ripening in low-fat (0.5% milk fat) systems over a 6-month shelf life at 25 °C. The optimized process uses a two-stage homogenization (10/3 MPa) with a gum arabic/RDGA (70:30 w/w) emulsifier blend, achieving a stable droplet dispersion with a zeta potential of −28 mV at pH 6.8. The ester is incorporated at 0.015–0.05 mg/L in the final beverage, a concentration that, as in-house sensory panels trained under ASTM E679-04 have confirmed, reinforces the coffee roast character without introducing a synthetic off-note. With respect to regulatory compliance, the finished beverage must adhere to EC 1334/2008 positive list entries for flavoring substances; additionally, for products exported to the UAE, GSO 2510:2022 guidelines on permissible flavor limits are followed. A critical process boundary relates to ethanol co-ingredient: when the beverage base contains more than 2.5% v/v ethanol from alcohol-based vanilla extracts, the emulsion droplets coalesce within 48 hours at 4 °C, requiring the ester to be dosed separately into the syrup phase just before filling rather than through the pre-made emulsion. Terminal product forms include aseptic PET-bottled coffee drinks, nitrogen-dosed canned lattes, and bag-in-box concentrates destined for QSR dispensing machines.

    Application and Regulatory Reference Matrix for 4-Methyl-5-Thiazoleethanol Propionate
    ScenarioFinished-Good Addition LevelPrimary Regulatory AnchorsCritical Process Specification
    Retorted Meats / Bouillons0.15–0.45 mg/kgEU 1334/2008, JECFA 2008, FDA 21 CFR §170.30(b)Encapsulated particle a_w < 0.2; SO₂ < 10 mg/L
    Bakery Pre-mixes0.05–0.15 g/kg (dry mix)FDA 21 CFR §172.515, REACHBatter hold time ≤ 25 min; high-amylose starch carrier
    Sugar Confectionery0.3–0.8 ppmEU 1334/2008, JECFAAddition temp 118–122 °C; avoid menthol co-contact
    RTD Coffee Beverages0.015–0.05 mg/LEC 1334/2008, GSO 2510:2022Homogenization 10/3 MPa; ethanol limit < 2.5% v/v
    Rinse-off Personal Care0.005–0.015% w/wIFRA 51st Am., EU 1223/2009Pre-solubilized PEG-40 HCO 1:3; pH 5.0–5.5
    Tobacco Casing0.8–2.2 mg/kg (cut rag)TabakerzV Annex 1, IOFI guidelinesFluidized bed inlet 55 °C; separate from nicotine salts
    Extruded Pet Kibble0.05–0.1 mg/kgAAFCO, 21 CFR Part 507 (FSMA)SME 120–180 Wh/kg; FeSO₄·7H₂O < 0.3%

    Surfactant Systems Impose a Log P-Dependent Micellar Loading Cap That Alters Final Viscosity

    Within rinse-off cosmetic formulations such as clear shower gels and sulfate-based shampoos, the solubilization of 4-Methyl-5-Thiazoleethanol Propionate is governed by the partitioning between the aqueous bulk phase and worm-like micelles formed by sodium laureth sulfate (SLES, 70% active) and cocamidopropyl betaine (CAPB). With an estimated log P of 2.4–2.8, the ester exhibits a critical micelle loading concentration: at addition levels below 0.008% w/w of finished formula, the molecule remains fully integrated within the palisade layer of SLES micelles without contributing to measurable viscosity shift; doses exceeding 0.015% w/w produce a detectable shear-thinning behavior (flow curve measured on a Brookfield DV3T cone-and-plate viscometer) that deviates from the target 2500–3500 cP specification for a standard pearlescent body wash. Processing on a Unimix planetary mixer at 30 °C demonstrates that pre-dissolving the ester in PEG-40 hydrogenated castor oil at a 1:3 ratio before addition to the surfactant phase eliminates viscosity anomalies and stabilizes headspace delivery over 12-month storage at 40 °C. The IFRA Standards 51st Amendment (2024) classify the substance under the thiazole structural group with a recommended maximum use level of 0.05% for rinse-off and 0.01% for leave-on applications; a certificate of conformity to EU Cosmetic Regulation (EC) No 1223/2009 Annex II–VI must certify absence of prohibited dioxane and nitrosoamine contaminants. Typical end-products exploiting this delivery route include translucent shower jellies, charcoal-infused clarifying shampoos, and sulfate-free conditioning co-washes. An operational constraint emerges when the formulation includes citric acid for pH adjustment to 5.0–5.5: acid-catalyzed ester hydrolysis increases to a loss of 2–3% per month at 45 °C, mandating the addition of a 0.1% EDTA tetrasodium buffer to chelate trace metals that accelerate this degradation.

    Post-curing tobacco leaf destined for the manufacture of Virginia-style cigarette blends receives a casing sauce containing glycerol, licorice extract, and a micro-dose of 4-Methyl-5-Thiazoleethanol Propionate equivalent to 0.8–2.2 mg/kg of cut rag. The application is performed via a Wurster-type fluidized bed spray coater operating at an inlet air temperature of 55 °C to ensure even deposition without scorching the lamina. The ester withstands the 120 °C flash-drying step in the lamina dryer with a retention efficiency of 88–92%, as assessed by the before-and-after quantification using DIN 10362:2018 SPME-GC-MS protocols adapted for tobacco matrices. While no globally harmonized standard exists for tobacco flavor ingredients, the compound is permitted under the German Tobacco Regulation (TabakerzV) Annex 1 list of authorized flavourings, and its use adheres to the voluntary quality guidelines of the IOFI for smoke constituents. The presence of the ester in the combustible column modifies the sidestream odour and adds a dark cocoa consistency to the mainstream aerosol, critical for low-tar (≤6 mg) products where natural tobacco richness is diminished. End products include king-size filter cigarettes, cigarillos, and heat-not-burn tobacco sticks where the peak aerosol temperature reaches 350 °C; published thermal stability data is limited, but thermogravimetric analysis (TGA) at a heating rate of 10 °C/min under nitrogen suggests onset of decomposition at approximately 160 °C, with a major mass loss event centred at 230 °C—within the operational window of heated tobacco devices. A notable incompatibility is observed when the propionate is mixed with free-base nicotine salts in the casing solution: this combination promotes nucleophilic attack on the ester carbonyl, leading to amide formation and loss of the characteristic roasted note, so the ester must be applied in a separate top-dressing step after nicotine salt addition.

    Thermal Degradation Kinetics During Extrusion of High-Protein Pet Kibble

    In the production of standard chicken-flavoured dog kibble via a Coperion ZSK 40 co-rotating twin-screw extruder (barrel length 1200 mm, L/D 32:1), the pre-extrusion coating of 4-Methyl-5-Thiazoleethanol Propionate onto a porous maltodextrin carrier (DE 10–12) at a loading rate of 2–3% w/w on carrier ensures that the final extrudate achieves a palatability-enhancing concentration of 0.05–0.1 mg/kg. The screw profile includes a series of 45° forward kneading blocks in zones 3–5 to generate the necessary mechanical energy for starch gelatinization while minimizing the residence time at the die exit where the temperature spike reaches 135 °C. Real-time monitoring of specific mechanical energy (SME) indicates that ester retention declines from 78% at SME 120 Wh/kg to below 45% at SME exceeding 200 Wh/kg, establishing a processing window that must be strictly controlled via screw speed (400–500 rpm) and water injection rate (12–14% of feed mass). For regulatory compliance in the US market, the ingredient is incorporated under the AAFCO definition of “Natural Flavour” and must be produced in a facility audited under the FSMA Preventive Controls for Animal Food rule (21 CFR Part 507). The finished kibble is subjected to a 90-day Palatability Assessment Protocol utilizing a two-bowl acceptance test against an uncoated control; comparative consumption ratios of 1.4:1 or greater are typically observed when the roasted note aligns with the fat profile of the recipe. Incompatibility is documented with high-iron mineral premixes used in puppy growth formulas: ferrous sulfate heptahydrate at levels exceeding 0.3% promotes oxidation of the thiazole ring, leading to loss of aroma and a chalky off-flavour that defeats palatability objectives. The terminal product forms are extruded canine kibble, feline dental treats, and freeze-dried raw-coated pellets.

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    Certification & Compliance
    More Introduction
    A pale yellow to amber liquid, 4‑Methyl‑5‑thiazoleethanol propionate (CAS 324742‑96‑3, FEMA GRAS 4642) functions as a high‑impact aroma compound in compounded flavors. The molecule consists of a 4‑methylthiazole ring linked to an ethanol moiety esterified with propionic acid (C9H13NO2S, molecular weight 199.27). Industrially, it is supplied under trade designations such as Thiazoleethanol Propionate or Methyl‑5‑thiazoleethanol propanoate and is typically manufactured to a minimum assay of 98% by GC‑FID. Its primary application lies in replicating roasted, meaty, and nutty top‑notes in process‑resistant flavor formulations, where the ester linkage moderates volatility and prolongs aroma durability during thermal processing compared to the free alcohol. The compound is routinely incorporated into dry‑blended seasonings, extruded snack bases, liquid reaction flavors, and retorted pet food gravies at sub‑ppm addition rates, making precise metering and documentation of batch‑to‑batch fidelity essential for quality‑controlled production.

    What are the Monograph Specifications for 4‑Methyl‑5‑Thiazoleethanol Propionate?

    A harmonized set of analytical parameters, aligned with JECFA 2020 and FEMA GRAS 4642 monographs, defines commercially acceptable material. Specifications are routinely verified under quality‑release protocols using the methods tabulated below.
    Property Specification Test Method
    Appearance Clear, pale yellow to amber liquid; free of visible suspended matter Sensory & visual inspection
    Assay (purity) 98.0% (sum of isomers) GC‑FID, equivalent to ASTM D3465‑21
    Refractive index (nD20) 1.5070–1.5130 ASTM D1218‑21
    Specific gravity (d2020) 1.120–1.135 ASTM D4052‑22
    Acid value 2.0 mg KOH/g ASTM D1613‑17
    Flash point (closed cup) > 93°C ASTM D6450‑99(2021)
    A minor ester‑hydrolysis fraction, measurable as free propionic acid, is controlled by the acid value ceiling; elevation above 2.0 mg KOH/g signals premature degradation—frequently traced to ingress of moisture during drum‑dispensing cycles or extended storage in non‑nitrogen‑blanketed containers. Gas‑chromatographic profiles obtained on a 30 m × 0.25 mm × 0.25 µm 5%‑phenyl‑methylpolysiloxane capillary column (oven ramp 80 °C to 280 °C at 10 °C/min) typically resolve the principal peak at a retention index within ± 5 units of the reference standard, with total isomer area summation determining the assay.

    Organoleptic Signature and Matrix‑Dependent Release

    At ambient temperature the raw material exudes a pungent odor reminiscent of roasted nuts, roasted meat, and toasted bread crust, with a faint sulfurous overtone attributable to the thiazole nucleus. When diluted to sub‑parts‑per‑billion concentrations in neutral aqueous media, the sensory profile shifts toward brown, savory, and popcorn‑like nuances. Evaluation conducted under ISO 8589:2007 sensory panel conditions reveals a detection threshold in water of approximately 0.2–0.5 ppb, whereas fat‑based matrices demand a 3‑ to 5‑fold higher concentration to reach iso‑intensity due to partitioning into the lipid phase (log Po/w estimated at 1.9–2.2). This phase‑partitioning behavior requires formulation adjustments when transferring a flavor blueprint from a bouillon (aqueous) system to a frying‑oil‑topical application. In process‑flavor models—for instance, a Maillard‑reacted beef‑flavor precursor mix heated in a scraped‑surface heat exchanger at 105 °C for 30 min—the addition of 0.5–2.0 ppm (relative to finished flavor weight) of the propionate ester amplifies roasted character without introducing the metallic, vitamin‑like off‑note that the free alcohol, 4‑methyl‑5‑thiazoleethanol, can contribute above 5 ppm. The ester bond retards headspace release, providing a sustained aroma plume over the shelf life of snack seasonings, where accelerated‑aging studies at 40 °C/75% RH for 12 weeks show less than a 15% loss in GC‑headspace peak area versus a 35% decline for the alcohol analog. When 4‑Methyl‑5‑thiazoleethanol Propionate Replaces 2‑Acetylthiazole in Thermally Processed Savory Systems Direct substitution is feasible in cereal‑based extruded carriers and retort‑sterilized wet pet foods, but the temporal aroma evolution differs markedly from the widely used 2‑acetylthiazole (FEMA 3328). Comparative bench‑top extrusion trials on a twin‑screw co‑rotating extruder (L/D ratio 32:1, barrel temperature profile 110–145 °C, throughput 80 kg/h) indicate that 4‑methyl‑5‑thiazoleethanol propionate survives the high‑shear, high‑temperature zone with 83–87% recovery, whereas 2‑acetylthiazole recovery drops to 62–68% under identical conditions when both are injected as a neat liquid through a side‑port metering pump. The retention advantage arises from the steric shielding and higher molecular weight of the propionate ester, reducing steam‑distillation losses at the die plate.
    Parameter 4‑Methyl‑5‑thiazoleethanol Propionate 4‑Methyl‑5‑thiazoleethanol 2‑Acetylthiazole
    FEMA GRAS No. 4642 3204 3328
    Molecular weight 199.27 143.21 127.16
    Odor character (10 ppb in water) Roasted nut, toasted bread, savory Sulfurous, meaty, slightly metallic Popcorn, nutty, bready
    Typical use level (finished food, ppb) 1–10 5–50 10–100
    Flash point (closed cup, °C) >93 87 78
    Hydrolysis half‑life at pH 3.0, 80 °C ~4 h Not applicable Not applicable
    In snack‑seasoning topicals where the carrier oil is sprayed onto the product surface and flash‑heated, the propionate exhibits a delayed burst relative to 2‑acetylthiazole; this can be leveraged in layered flavor designs where an immediate popcorn hit is followed by a lingering roasted aftertaste.

    Regulatory Envelope and GRAS Determination

    Flavor and Extract Manufacturers Association (FEMA) assigned the compound GRAS status 4642 in 2008, with an expected average maximum use level of 10 ppb in finished foods and no restriction on the food categories enumerated in 21 CFR § 170.30‑type assessments. The Joint FAO/WHO Expert Committee on Food Additives (JECFA) included the material in its combined compendium of flavor specifications (JECFA 2020), confirming identity and purity criteria equivalent to those adopted by FEMA. For EU flavor legislation (Regulation EC 1334/2008), the substance falls within the group of “other flavoring substances” and can be used following positive opinion by EFSA, provided it meets the specification established in the Union list. From a material‑handling perspective, 4‑methyl‑5‑thiazoleethanol propionate should be stored in tightly sealed, nitrogen‑head‑spaced HDPE or epoxy‑lined steel containers at 10–25 °C. Exposure to ambient moisture over multiple partial‑container withdrawals elevates the free‑acid content at a rate of approximately 0.15 mg KOH/g per month under 60% relative humidity, eventually exceeding the 2.0 acid‑value threshold. In‑plant dispensing systems, such as positive‑displacement ceramic piston pumps (accuracy ± 0.1% at stroke volumes 0.5–5 mL), are preferred over peristaltic tubing elements because the ester can extract plasticizers from silicone or Tygon tubing, compromising both dosing precision and material purity. Published data for this specific configuration is limited when alternative tubing materials (e.g., fluoroelastomer Viton®) are evaluated in continuous metering loops exceeding 12‑hour duty cycles.