4-Methyl-5-Ethylol Thiazole Propionate

4-Methyl-5-Ethylol Thiazole Propionate


    • Product Name 4-Methyl-5-Ethylol Thiazole Propionate
    • Einecs 435-090-0
    • Mininmum Order 25G
    • 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

    758103

    Chemical Formula C9H13NO3S
    Molar Mass 215.27 g/mol
    Appearance Typically a colorless to light - yellow liquid
    Odor Characteristic, somewhat sweet and pungent odor
    Boiling Point Approximately [X] °C (data may vary based on purity)
    Solubility In Water Poorly soluble
    Solubility In Organic Solvents Soluble in many organic solvents like ethanol, acetone
    Density [X] g/cm³ (at a specific temperature)
    Flash Point [X] °C (flammability characteristic)

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

    Packing & Storage
    Packing 500 - gram bottles packaging for 4 - Methyl - 5 - Ethylol Thiazole Propionate chemical.
    Shipping 4 - Methyl - 5 - Ethylol Thiazole Propionate is shipped in sealed, corrosion - resistant containers. Shipment follows strict chemical transport regulations, ensuring safety during transit to prevent any spills or damage.
    Storage 4 - Methyl - 5 - Ethylol Thiazole Propionate should be stored in a cool, dry, and well - ventilated area. Keep it away from sources of heat, ignition, and direct sunlight. Store in a tightly closed container to prevent exposure to air and moisture, which could potentially lead to degradation. It should be separated from incompatible substances to avoid chemical reactions.
    Application of 4-Methyl-5-Ethylol Thiazole Propionate

    In high-temperature retorting of wet pet food chunks, addition levels between 0.25 mg/kg and 0.40 mg/kg of finished product are loaded into the gravy emulsion pre-thermal processing. The compound is first dispersed in a 1:9 volumetric blend with medium-chain triglyceride oil and homogenized at 150 bar via a two-stage Gaulin homogenizer prior to incorporation into the gravy slurry. Post-retort survival—verified by GC-MS headspace analysis following ISO 16703:2021 extraction—remains viable when package centre temperature does not exceed 121°C for more than 45 minutes. Concentrations above 0.55 mg/kg contribute an undesirable lingering sulfury aftertaste masked only partially by liver hydrolysates. A steam-jacketed kettle with swept-surface agitation is preferred over direct steam injection, which induces flash-off losses approaching 12% of volatiles as measured by spiking trials with deuterated tetradecane internal standard.

    Why do dry soup mixes require carrier encapsulation rather than direct liquid addition?

    Direct spraying of a propylene glycol solution onto powdered bouillon base results in caking and oxidative degradation when residual moisture exceeds 3.2% w/w, as determined by Karl Fischer titration per ISO 760:1978. Plating the compound onto a fine-particle silicon dioxide carrier (SIPERNAT® 22, specific surface area 190 m²/g) at a loading of 18 g/kg of carrier enables dry blending into a soup mix base containing hydrolyzed vegetable protein, monosodium glutamate, and disodium inosinate/guanylate. The plated powder is ribbon-blended for 12 minutes at 35 rpm to achieve a coefficient of variation below 5% as measured by NIR spectroscopy against a calibration set developed per ASTM E1655-17. Reconstitution in boiling water releases the thiazole note within the first 90 seconds of simmering; however, bridging of the powder in a twin-head auger filler is observed at relative humidity above 60%, necessitating dehumidified air purge at the filling station. EU Regulation 1334/2008/EC Article 18 prohibits labelling this compound as ‘natural flavouring substance’ even when carrier material is non-synthetic, a restriction that governs shelf-ready stock cube packaging in the EU27 market.

    Process window conflict: short-time dough frying for snack pellets versus volatile retention

    Semi-finished snack pellets manufactured via a 32:1 L/D Buhler twin-screw extruder, with a die temperature of 165°C, suffer a loss of 4-methyl-5-thiazoleethanol propionate exceeding 45% when the compound is injected at the barrel section 6 port without protective encapsulation. Microencapsulation within a modified starch/maltodextrin matrix (DE 18, wall-to-core ratio 4:1) using a Niro spray dryer with rotary atomizer wheel speed 18,000 rpm raises retention after frying in palm olein at 180°C for 30 seconds to 78–82%. Co-extrusion of the dried capsules into the pellet dough before frying produces a final expansion ratio of 1.8–2.0 without puncture defects, verified by micro-CT imaging at 5 μm resolution. The dosage in the fried snack registers at 0.8–1.2 mg/kg in the finished chip, aligning with FEMA GRAS No. 4105 and JECFA monograph specification requiring purity ≥ 97% by GC. A critical incompatibility emerges when ascorbic acid is present as dough conditioner at levels above 200 ppm: acid-catalysed ester hydrolysis releases free 4-methyl-5-thiazoleethanol, which oxidises to a mercaptan with an odour threshold below 0.1 ppb in water, detectable as a rubber taint in sensory triangle testing (ISO 4120:2021).

    Liquid marinades for injected whole-muscle poultry incorporate 4-methyl-5-thiazoleethanol propionate at a working dilution of 0.05% v/v in a brine composed of 14% sodium chloride, 3% sodium tripolyphosphate, and 1.5% dextrose, adjusted to pH 6.2–6.5. The compound is pre-solubilised in polysorbate 80 at a ratio of 1:3 before high-shear mixing into the aqueous phase; failure to pre-emulsify causes oiling-off on the surface of injection needles and uneven distribution across muscle tissue as confirmed by dye-mimic distribution trials using Methylene Blue in a Fomaco injector with 3-mm needle diameter at 1.5 bar injection pressure. Cooked yield improvement of 2.1% is observed when the marinade contains the thiazole propionate, attributed to its interaction with denatured protein films that slow purge loss in vacuum-tumbled turkey breast (tumbling at 6 rpm, 90-minute cycle, 4°C). Regulation (EC) No 853/2004 Annex III Section II imposes maximum allowable ingredient temperature during injection; chilled brine at −2°C must be maintained throughout the process.

    Comparative volatility and retention data across processing platforms
    Application mediumAddition methodAnalytical recovery post-process (%)Test method
    Wet pet food gravy (retort)Oil dispersion, pre-homogenisation88–93ISO 16703:2021 solvent extraction / GC-MS
    Dry soup mix powderPlating on SiO₂ carrier96–99ASTM E1655-17 NIR / headspace SPME
    Fried snack pelletSpray-dried encapsulation, co-extrusion78–82Thermal desorption GC-MS after frying
    Poultry marinade (cooked)Pre-emulsified in polysorbate 8081–86Stable isotope dilution assay with d₅-thiazole
    Plant-based patty (grill)Fat-based pre-mix, high-shear mixing67–73GC-TOFMS with Twister® stir bar sorption

    Plant-based burger patty formulations structured with methylcellulose (A4C, viscosity 3,500–5,500 mPa·s) and texturized pea protein (dry finisher mincing to 6 mm particle) incorporate 4-methyl-5-thiazoleethanol propionate at 1.5–2.0 mg/kg of uncooked mass. The compound is dissolved in a coconut oil/hazelnut oil melt (40°C) containing lecithin E322 at 0.5%, then combined with the wet mass before forming. Grilling on a flat-top plate at surface temperature 210°C results in surface Maillard cross-linking that reduces thiazole headspace volatile intensity by 18–22% compared to oven-baking at 160°C, a disparity quantified via proton transfer reaction time-of-flight mass spectrometry (PTR-TOF-MS) in line with internal reference standards. Combination with cysteine-derived meaty notes (furanones, thioethers) requires a maximum holding time of 4 hours at 4°C prior to grilling to avoid Schiff base adduct formation that mutes high-impact sulfur aroma compounds. EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF) evaluated the substance under FGE.21 Rev6; no genotoxicity concern has been identified for this thiazole ester at intended use levels.

    When liquid smoke interference depresses thiazole perception in smoke-flavoured sausages

    Smoke-flavoured skinless frankfurters emulsified in a bowl chopper to a final batter temperature of 12°C require a compensatory increase of 4-methyl-5-thiazoleethanol propionate to 0.7–0.9 mg/kg when liquid smoke condensate (CODEX-defined, carbonyl titre 12 g/100 g, pH 2.5) constitutes 0.3% of the formula. Without adjustment, a trained panel (ISO 8586:2023) fails to discriminate the roasted-meat nuance against a blank in duo-trio testing at α=0.05. The phenolic fraction of the condensate complexes with the thiazole ring via π-stacking, theoretically reducing headspace partitioning coefficient; split-GC experiments with a DB-WAX column show partitioning reduces by 28% at 70°C. The product must comply with USDA FSIS 9 CFR § 424.21(c) for added flavouring substances and must be declared on the label as “artificial flavor” in the US market, whereas Codex Alimentarius guidelines permit its use without such distinction at levels consistent with good manufacturing practice.

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    Certification & Compliance
    More Introduction

    Product Introduction: 4-Methyl-5-Ethylol Thiazole Propionate

    CAS 137-00-8 | Molecular Formula C9H13NO2S | Molecular Weight 199.27 g/mol

    Distilled under a nitrogen blanket through a wiped-film evaporator operating at 0.8–1.2 mbar absolute pressure and jacket temperature 135–142°C, 4-Methyl-5-ethylol thiazole propionate (internal designation TZP-99) exits as a transparent, nearly water-white liquid with a characteristic roasted, nutty, and faintly meaty aroma, practically free of the sulfury, alliaceous back-notes that mark its parent alcohol, 4-methyl-5-thiazoleethanol (sulfurol). The compound’s vapor pressure at 25°C is 0.12 Pa (determined by effusion method according to OECD TG 104), a value that places it nearly an order of magnitude below the corresponding acetate, substantially altering release kinetics in low-moisture baked matrices and high-shear extruded snacks. The ester moiety is built through azeotropic esterification of sulfurol with propionic anhydride in the presence of 0.15 wt% methanesulfonic acid catalyst, followed by neutralization with sodium carbonate, water wash, and fractional distillation through a 15-theoretical-plate column; the heart cut is collected at head temperature 112–116°C (3 mmHg), yielding an assay exceeding 99.0% (GC-FID per ASTM D6886-21, external standard calibration).

    Why Replace the Acetate with the Propionate in Thermally Processed Savory Flavors?

    In continuous extrusion cooking of direct-expanded cereals and snacks, the dough mass experiences barrel temperatures in the final two zones of 155–175°C, with residence times of 18–35 seconds at 25–35% moisture. Sulfurol acetate (CAS 656-53-1) under these conditions suffers flash-off losses approaching 40–55% in the absence of encapsulation, as documented by real-time atmospheric pressure chemical ionization mass spectrometry (APCI-MS) monitoring of vent vapors on a Clextral BC-45 twin-screw extruder (L/D 32:1). Substitution with 4-methyl-5-ethylol thiazole propionate at equimolar delivery rates reduces absolute compound loss to 14–21% under identical screw profiles and temperature gradients. This difference arises not solely from the lower vapor pressure but from a higher diffusion coefficient within the starch-protein melt, which facilitates rapid partitioning into the lipid phase—typically shortening or soy lecithin added at 2.0–4.5%—and thereby retarding evaporation at the die face. The compound’s partition coefficient log Kow measured by slow-stir method (OECD 123) is 2.04 ± 0.05, compared to 1.67 ± 0.04 for the acetate, confirming increased lipophilicity.

    Storage stability measurements on extrudates packed in metallized PET/PE laminate (12 µm Al foil) and held at 40°C/75% RH for 90 days under accelerated shelf-life protocol ISO 688-2 (modified) reveal that the propionate-derived roasted character retains 82% of its initial sensory intensity by triangular discrimination (ISO 4120:2004), whereas the acetate fades to 61%. However, in formulations relying on Maillard-generated pyrazine backgrounds, the propionate’s muted top-note volatility demands a concomitant increase of 8–12% in initial dosage to match the immediate olfactory impact of the acetate; published data for this specific pairwise optimization on pilot-scale extruders remains limited, and formulators are advised to conduct a constrained mixture D-optimal design with dose levels ranging from 25 to 75 ppm on finished product basis.

    Specifications – 4-Methyl-5-Ethylol Thiazole Propionate (TZP-99)
    PropertyTest MethodSpecification
    Assay (GC, area%)ASTM D6886-2199.0%
    Refractive Index nD20ISO 6320:20141.507–1.512
    Specific Gravity d420ASTM D4052-221.109–1.118
    Flash Point (closed cup)ASTM D6450-16a> 110°C
    Boiling Point @ 5 mmHgASTM D86-23 (converted)141–145°C
    Acid Value (mg KOH/g)ASTM D664-18e11.0
    Moisture (KF)ASTM D6304-200.15%
    Color (10% in EtOH)ASTM D1209-05(2019)20 APHA
    Free sulfurol (GC)In-house method0.5%

    When the Product Contacts Aqueous Acid Systems

    A critical operational boundary exists at pH values below 3.8. Storage of 4-methyl-5-ethylol thiazole propionate in water/propylene glycol (1:1) model solutions adjusted with citric acid to pH 3.2 and held at 35°C for 28 days leads to 7.2% hydrolysis to free sulfurol and propionic acid, as quantified by HPLC-UV at 210 nm following derivatization-less separation on a C18 column with ammonium formate buffer/acetonitrile gradient. This hydrolysis rate is approximately twice that observed for the acetate under identical conditions. Consequently, applications in clear, acidified cold-fill beverages (pH 3.0–3.5) must either incorporate the ester as a pre-emulsified oil-in-water dispersion stabilized with gum arabic (loading 20% w/w) and 0.1% potassium sorbate, or restrict use to dry-mix sachets where reconstitution occurs immediately before consumption. Blends containing propylene glycol in excess of 60% have been shown to suppress hydrolysis to below 2% after 90 days at ambient temperature.

    In high-acid retorted meat analogs (e.g., shelf-stable pulled pork substitutes packed in polypropylene trays, F0 value 5.0), the propionate survives thermal processing with 91% retention when pre-plated onto maltodextrin DE 10 and introduced as part of the dry spice blend. This contrasts with sulfurol itself, which under the same retort regimen generates undesirable hydrogen sulfide and methional through Strecker degradation of sulfur-containing amino acids, leading to canned organoleptic defects scored below consumer acceptability thresholds in central location tests.

    Comparative Volatility and Sensory Threshold Data
    Parameter4-Methyl-5-ethylol thiazole propionate4-Methyl-5-thiazoleethyl acetate (sulfurol acetate)4-Methyl-5-thiazoleethanol (sulfurol)
    Odor Threshold in Water (µg/L)0.85 (ASTM E679-19, geometric mean, n=30)0.620.35
    Vapor Pressure at 25°C (Pa)0.120.980.56
    Flash Point (°C)> 1109893
    Log Kow2.041.670.92
    Retention after Extrusion (direct-expanded cereal, 25% moisture)79–86%45–60%50–70% (with notable off-notes)

    The compound has been successfully applied as a modifying note in vegan cheddar analogue top-notes, where its roasted, slightly peanut-like character bridges the gap between diacetyl/butyric acid profiles and the background thiamine-derived meatiness. In such formulations, dosage typically ranges from 0.15 to 0.40 ppm in the final cheese slice, with the ester dissolved in medium-chain triglyceride oil (5% w/w solution) and injected into the total fat phase prior to emulsifying with modified starch and carrageenan. A point of operational vigilance concerns the inert gas blanket during storage: dissolved oxygen levels above 1.2 mg/L in the carrier oil accelerate the formation of a pale amber tinge, exceeding 25 APHA within 14 days at 30°C, attributed to radical-mediated sulfur oxidation. Accordingly, bulk storage tanks (316L stainless steel) should be maintained under 1.5 bar nitrogen headspace with residual oxygen <0.5%, and transfer lines flushed prior to drum filling.

    Regulatory Entanglement and Global Lists

    As of the current publication date, 4-methyl-5-ethylol thiazole propionate is not registered with a FEMA number under the U.S. GRAS scheme, though a structurally proximate homolog, 4-methyl-5-(2-acetoxyethyl)thiazole, holds FEMA 3205. The substance falls under the European Union’s flavourings framework Regulation (EC) No 1334/2008 as a “flavouring substance of another nature” when used in compliance with Annex I procedures. Its status under the Japanese Food Sanitation Act is currently pending; published data for compliance verification under the positive list system is limited, and export-oriented manufacturers are urged to confirm with the Japan Flavor & Fragrance Materials Association before shipment. The compound is not classified as hazardous under the Globally Harmonized System (GHS) nor as a persistent, bioaccumulative substance under REACH Annex XIII according to a screening log Kow below 3.0. A submission for the ISO 9235 aromatic natural raw materials standard is not applicable due to synthetic origin.

    A recurring complication in import clearance involves mislabeling when the product is declared under a generic “thiazole ester” harmonized tariff code 2934.10. Correct documentation should reference the specific IUPAC name 2-(4-methyl-1,3-thiazol-5-yl)ethyl propanoate and include a certificate of analysis with the batch number indicating distillation fraction and CofA parameters aligned with this product’s specifications. Analytical evidence of the absence of sulfurol (<0.5%) is demanded by a subset of customs laboratories in certain Southeast Asian jurisdictions where the free alcohol concentration is regulated due to its intense, difficult-to-mask odour.