4-Methyl-5-Thiazoleethanol(Meat)

4-Methyl-5-Thiazoleethanol(Meat)


    • Product Name 4-Methyl-5-Thiazoleethanol(Meat)
    • Alias FEMA 3174
    • Einecs 247-896-3
    • Mininmum Order 1mg
    • Factory Site West Ujimqin Banner, Xilingol League, Inner Mongolia, China
    • Price Inquiry sales9@bouling-chem.com
    • Manufacturer Bouling Chemical Co., Limited
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    Specifications

    HS Code

    361805

    Chemical Formula C6H9NOS
    Molecular Weight 143.207 g/mol
    Appearance Colorless to pale yellow liquid
    Odor Meaty, savory odor
    Boiling Point 214 - 216 °C
    Solubility Soluble in ethanol, ether, and most organic solvents, slightly soluble in water
    Flash Point 99 °C
    Density 1.112 g/cm³ at 25 °C
    Vapor Pressure Low vapor pressure at room temperature
    Stability Stable under normal conditions, but may react with strong oxidizing agents

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

    Packing & Storage
    Packing 100 - gram bottle of 4 - Methyl - 5 - Thiazoleethanol (Meat) in sealed chemical packaging.
    Shipping 4 - Methyl - 5 - Thiazoleethanol (Meat) is shipped in well - sealed, corrosion - resistant containers. It adheres to strict chemical transportation regulations, ensuring safe transit to prevent any leakage or damage during handling and shipping.
    Storage 4 - Methyl - 5 - Thiazoleethanol (Meat) should be stored in a cool, dry place away from direct sunlight. Keep it in a tightly sealed container to prevent evaporation and contamination. Store it separately from oxidizing agents and incompatible substances. Ideal storage temperatures are around 2 - 8 °C, especially if long - term preservation is required to maintain its chemical integrity.
    Application of 4-Methyl-5-Thiazoleethanol(Meat)

    Within industrial processed meat manufacturing, 4-Methyl-5-Thiazoleethanol (FEMA 3204) is predominantly dosed into brine injection systems at a concentration calculated to achieve a residual level of 1.0–2.5 mg/kg in the finished cooked product. Compliance is governed by EU Regulation 1334/2008 and the parameter limits defined in JECFA specification monograph 1037, which mandates a purity not less than 97% assayed by GC-FID according to Food Chemicals Codex methods. During preparation of cured ham or emulsified sausages, the compound is dissolved in a small quantity of propylene glycol or triacetin and blended into the brine containing salt, phosphates, and ascorbate; the brine is injected via multi-needle injectors operating at 2–3 bar and then tumbled under vacuum at 4–6 rpm for 90–120 minutes to ensure uniform distribution. Thermal processing—typically pasteurization at core temperature 72°C for 30 minutes—poses a risk of volatile stripping through steam venting, yet the thiazole ring demonstrates remarkable survivability with documented retention rates exceeding 85% when the product matrix contains at least 3% intramuscular fat that acts as a hydrophobic sink. Finished product types include retort-sterilized canned luncheon meat, vacuum-packed frankfurters, and chilled sliced turkey breast, where 4-Methyl-5-Thiazoleethanol synergizes with inosine-5′-monophosphate (IMP) and cysteine-derived H₂S to reproduce the umami-rich, meaty sulfury notes lost during extended holding times in hot display cabinets.

    What Limits the Use of 4-Methyl-5-Thiazoleethanol in Low-Moisture Snack Coatings?

    Direct application onto fried potato chips or extruded maize curls occurs in a rotary drum tumbler where a metered flow of palm olein (heated to 50–55°C) is atomized through spray nozzles at a rate of 8–12% of the snack weight, immediately followed by dusting with a pre-blended seasoning powder containing the aroma chemical. The typical concentration of 4-Methyl-5-Thiazoleethanol in the seasoning powder ranges from 0.05% to 0.20% (w/w), which translates to a finished product residual of 0.2–1.0 ppm, adjusted based on the surface oil percentage and the snack’s specific surface area. Regulatory oversight falls under FDA 21 CFR 172.515 as a synthetic flavoring substance and requires documented compliance with the purity specifications of the Food Chemicals Codex, including a refractive index at 20°C of 1.540–1.550. A recurring production bottleneck emerges when the seasoning blend contains crystalline sugar or hydrolyzed vegetable protein: the thiazole compound can adsorb onto these particles, resulting in headspace aroma burst being skewed toward the first 24–48 hours after packing and then declining sharply unless an encapsulation barrier (such as modified starch or gum arabic applied via spray-chilling prior to dry blending) is employed. Finished formats include foil-laminated flexible pouches of ridge-cut potato chips and baked multigrain puffs, where the sulfurous meaty note complements yeast extract and onion powder to create a complex savory profile that withstands the Maillard browning of the frying oil coating.

    Instant noodle seasoning sachets and powdered soup bases demand a volatile top note that survives both boiling water reconstitution and prolonged ambient shelf storage. 4-Methyl-5-Thiazoleethanol is pre-dispersed on a carrier such as maltodextrin DE 10–15 in a ratio of 1:9 before being introduced into a ribbon blender along with monosodium glutamate, salt, sugar, and spice oleoresins. The target concentration in the dry seasoning powder generally falls between 0.02% and 0.10% by weight, equating to 0.5–2.5 ppm in the reconstituted broth when the sachet contents are diluted according to 15:1 water-to-seasoning ratio. In markets governed by Chinese GB 2760, this substance is listed under the approved synthetic flavorings with no maximum use limit in seasoning powders, while JECFA monograph 1037 ensures identity criteria are met. During manufacturing, a critical process parameter is the water activity after fluidized bed agglomeration; values exceeding Aw 0.35 accelerate the Schiff base interaction between the thiazole ethanol’s hydroxyl group and reducing sugars present in yeast extract powders, forming non-volatile adducts that reduce aroma impact by 30–50% within 8 weeks at 35°C. To mitigate this, the mixed powder is sealed in multi-layer sachets (PET/Al/PE laminate) under nitrogen flush, with residual oxygen below 1.5%. End products include packed seasoning oil paste for instant ramen bowls and 10-gram aluminium-laminated sachets for bouillon cubes, where the compound delivers a roasted meat nuance perceived even before hydration.

    When Plant-Based Patties Require Authentic Charred Meat Notes

    Formulating a plant-based burger that replicates the pan-seared character involves more than simple liquid flavor addition; the volatile organosulfur signature must survive the thermal gradient of the cooking surface. 4-Methyl-5-Thiazoleethanol is incorporated into a structured fat phase—typically coconut oil or shea olein pre-emulsified with pea protein isolate—at a concentration of 0.2–0.8% within the fat blend, which constitutes 8–12% of the patty mass, thereby delivering a final patty concentration of 0.15–0.50 ppm. Regulation within the European Union subjects this application to EC 1334/2008 and the labeling provision of natural-identical flavoring substance if derived from synthetic routes; in the U.S., the FEMA GRAS 3204 designation covers use in meat analogues without a numerical limit on addition rate. The high-moisture extrusion (HME) process used to texture soy protein concentrate or pea protein isolate operates a twin-screw extruder (e.g., Coperion ZSK 43 with L/D ratio 40:1) at barrel temperatures ranging from 120°C to 160°C and a die pressure of 1.5–2.5 MPa. Direct injection of the flavor into the extruder barrel results in >95% flash-off loss upon die exit expansion; hence the post-extrusion coating or co-extruded fat encapsulation route is mandatory. The finished plant-based patty, when grilled at 220°C contact heat, releases the thiazole derivative alongside Maillard-generated 2-methyl-3-furanthiol, mimicking the volatile profile of grilled beef. This blend is found in retail frozen vegan burger and plant-based meatball formats that are marketed under clean-label programs, though the synthetic classification of 4-Methyl-5-Thiazoleethanol may conflict with organic certification (USDA organic excludes synthetic flavoring substances).

    Table 1. Regulatory and Application Parameter Matrix for 4-Methyl-5-Thiazoleethanol in Food Categories
    Application Category Typical Carrier/Form Usage Range (as consumed) Key Regulatory Reference QC Method
    Processed Meat Brine PG/Triacetin solution 1.0–2.5 mg/kg EU 1334/2008; JECFA 1037 GC-MS selected ion monitoring
    Snack Seasoning Dry powder blend 0.2–1.0 ppm FDA 21 CFR 172.515 FCC assay
    Instant Soup Base Dry premix on maltodextrin 0.02–0.10% in powder GB 2760; JECFA 1037 GC-FID
    Plant-Based Patty Encapsulated in fat phase 0.15–0.50 ppm EC 1334/2008; FEMA 3204 SPME-GC-O
    Pet Food Coating Adsorbed onto animal fat 0.1–0.5 mg/kg AAFCO FEMA GRAS 3204 HPLC for oxidative stability
    Reaction Flavor Direct into reactor 0.5–2.0% of reaction mass IOFI Code of Practice In-process GC monitoring

    Pet food palatability enhancement relies on a complex interplay of fat coating technology and volatile release kinetics. 4-Methyl-5-Thiazoleethanol is dissolved in warm (50–55°C) rendered poultry fat or beef tallow at a concentration of 250–500 ppm (w/v) and coated onto extruded kibble using a continuous vacuum coater (e.g., Forberg or Diosna system) operating at 0.8 bar absolute pressure. The fat coating weight typically constitutes 8–12% of the kibble mass, resulting in a final thiazole level of 0.1–0.5 mg/kg in the dry dog food. Under AAFCO ingredient definitions, flavors are permitted as long as they are self-affirmed GRAS; the use of FEMA 3204 is supported by the published safety dossier and does not require a specific animal feed additive registration, though exports to the EU must comply with Regulation (EC) 1831/2003 on feed additives, where a flavoring group authorization may be needed. The vacuum infusion step proves critical: exposing the coated kibble to atmospheric pressure too rapidly causes capillary absorption of the fat into the interior, burying the aroma compound where it cannot stimulate the olfactory epithelium of the pet during consumption. Retention is quantified by Soxhlet extraction followed by GC-MS and benchmarked against a palatability consumption ratio test using a split-plate protocol with a colony of at least 20 beagles. The finished product format is typically multilayer paper bags of 15–20 kg for kennel supply or small retail pouches for premium dog food positioned with ‘meaty aroma’ claims.

    Reaction Flavor Thermodynamics and Precursor Ratios in Closed-System Processing

    Within the thermal generation of savory process flavors, 4-Methyl-5-Thiazoleethanol is intentionally introduced as a key aroma impact compound that participates in retro-aldol and condensation chemistry rather than being merely an added top note. The reaction mixture, consisting of hydrolyzed vegetable protein (degree of hydrolysis 15–20%), dextrose, L-cysteine hydrochloride monohydrate, and water, is adjusted to pH 5.8–6.2 with sodium hydroxide prior to loading into a jacketed stainless steel reactor equipped with a reflux condenser and a pitched-blade turbine agitator operating at 60–80 rpm. The compound is added at 0.5–2.0% of the total reaction mass, a range significantly higher than in direct flavoring because only a fraction survives the prolonged heating schedule—typically 90–120 minutes at 108°C—and because it acts as a feedback inhibitor of excessive 2-methyl-3-furanthiol formation, which can push the aroma profile into burnt/coffee territory. The IOFI Code of Practice for the manufacture of thermal process flavorings provides the safety framework, and each batch must fall within the permissible precursor scope defined by Council of Europe guidelines, while the final product is specified to contain residual free 4-Methyl-5-Thiazoleethanol at 100–500 ppm as quantified by GC-SIM after dichloromethane extraction. A frequent failure mode in production is the uncontrolled exotherm during the initial heating ramp: if the slurry temperature overshoots to 115°C before the reflux stabilizes, the thiazole ethanol undergoes rapid dehydration to 4-methyl-5-vinylthiazole, which has a distinct styrene-like off-odor and significantly reduces the roasted meat character. To prevent this, a cascade PID algorithm ramps the jacket steam pressure to 0.5 bar initially and then lowers it to 0.2 bar once the batch reaches 90°C. The resulting reaction flavor is either concentrated to a water-soluble paste of 72–78°Bx or spray-dried onto a gum arabic/maltodextrin carrier at inlet/outlet temperatures of 190°C / 90°C. This flavor base is subsequently standardized for incorporation into bouillons, gravy mixes, and retort-ready meal kits.

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    Certification & Compliance
    More Introduction

    The compound 4-Methyl-5-thiazoleethanol (CAS 137-00-8, FEMA 3208, JECFA 1757) is a heterocyclic flavoring substance structurally characterized by a thiazole ring substituted at the 4‑position with a methyl group and at the 5‑position with a hydroxyethyl moiety. The empirical formula is C6H9NOS, with a molecular mass of 143.21 g·mol⁻¹. Commercial production in specialty aroma chemical facilities typically delivers a light‑yellow to amber liquid with a specific gravity of 1.196–1.210 at 25 °C (measured per FCC Section 890) and a refractive index nD20 of 1.540–1.548. Assayed by area‑normalized GC‑FID (ASTM E202‑12), the minimum purity specification is 98.0% in food‑grade material; a single impurity peak exceeding 0.5% is typically flagged as 4‑methyl‑5‑vinylthiazole, a product of dehydration during prolonged storage above 40 °C. The material is sparingly soluble in water (~2.5 g·L⁻¹ at 20 °C) and freely miscible with propylene glycol, triacetin, and 95% ethanol.

    What Distinguishes the Sulfur-Driven Profile from Furan-Based Meat Notes?

    The core differentiation between 4‑methyl‑5‑thiazoleethanol and furanthiol‑type meat chemicals (e.g., 2‑methyl‑3‑furanthiol, FEMA 3258) lies in the odor character and its thermal‑degradation pathway. While 2‑methyl‑3‑furanthiol delivers a sharp, roasted‑meat thiol note with an orthonasal detection threshold of 0.005 µg·L⁻¹ in water, the thiazole ethanol produces a broader, cooked‑beef and broth character devoid of the aggressive sulfhydryl spike, with a threshold approximately 300‑fold higher (1.5–2.0 µg·L⁻¹). This higher threshold requires dosing in the 0.5–10 ppm range in finished seasoning blends, whereas the furanthiol dominates at 0.05–0.5 ppm. In Maillard‑sensitive processing, the hydroxyethyl side chain undergoes retro‑aldol cleavage above 160 °C, slowly releasing racemic 4‑methylthiazole and acetaldehyde; this fragmentation is far less pronounced than the rapid oxidative disulfide bridging observed with unhindered thiols, giving thiazole ethanol a functional advantage in retort‑packed gravies and UHT broths where sulfidic notes otherwise deteriorate within 3–6 months at ambient storage.

    Regulatory Compliance Matrix and Analytical Release Criteria

    Specification ParameterMethodAcceptance Range
    Assay (as 4‑methyl‑5‑thiazoleethanol)FCC 13 GC‑FID98.0%
    Water contentISO 760:1978 Karl Fischer0.5%
    Refractive index (nD20)ISO 280:19981.540–1.548
    Relative density (d2020)ISO 279:19981.196–1.210
    Acid valueFCC General Tests1.0 mg KOH·g⁻¹
    Arsenic (as As)ICP‑MS (USP <233>)1 mg·kg⁻¹
    LeadICP‑MS (USP <233>)1 mg·kg⁻¹

    Usage within the USA falls under FEMA GRAS 3208 with an average intake assigned via the FEMA poundage survey; the European Union lists the substance as FL no. 15.035 under Regulation (EC) No 1334/2008, Annex I, Part A, with no specified maximum at the present time for food categories 01.0–15.0. JECFA (FAO Nutrition Meetings Report Series No. 60) established an ADI of “not specified” based on metabolic hydrolysis to the corresponding carboxylic acid and rapid urinary excretion in Sprague‑Dawley models. Commercial shipments from certified flavor chemical facilities include a certificate of analysis documenting every lot against the above specifications; a shelf‑life of 24 months is assigned when stored under nitrogen with headspace oxygen below 50 ppm and temperature maintained at 15–25 °C.

    Application in dry‑blended seasoning formulations frequently employs spray‑dry encapsulation on gum arabic‑maltodextrin carriers (DE 10–15). During twin‑screw extrusion (L/D 32:1, barrel temperature profile 120–160 °C) of snack pellets, the free liquid thiazole ethanol exhibits up to 15% higher retention than its acetate ester analog (FEMA 3198, 4‑methyl‑5‑thiazoleethanol acetate) when pre‑blended with a lipid‑coated salt‑sugar matrix, as measured by headspace SPME‑GC/MS. The reason traces to the acetate’s liability to hydrolysis under the elevated moisture conditions (18–22% feed moisture) inside the extruder barrel, which liberates acetic acid and shifts the local pH sufficiently to accelerate Maillard side reactions that scrub volatile thiazoles. Consequently, for extrusion‑puffed meat‑flavored snacks, the free alcohol grade is recommended where thermal water activity exceeds 0.85 at the die.

    When Heat Flux Exceeds 250 W·m⁻²: Stabilization Strategies in Deep‑Frying

    Deep‑fried coated products introduce a distinct set of partitioning constraints. In par‑fried chicken analogs where oil temperature reaches 175–185 °C and surface heat flux exceeds 250 W·m⁻², 4‑methyl‑5‑thiazoleethanol partitions preferentially into the frying oil within 40–60 seconds, causing rapid flavor fade in the crust if no barrier system is present. Industrial solutions incorporate the compound at a loading of 200–500 ppm into a hydroxypropyl methylcellulose (HPMC, viscosity grade 50 mPa·s) film‑forming pre‑dust applied at 0.8–1.2% (w/w) on the substrate surface. This physical entrapment reduces migration into the oil by approximately 60% relative to direct seasoning sprinkle, as quantified by LC‑MS/MS analysis of the fryer oil after 8 consecutive frying cycles per ISO 15306:2011. The approach exploits the moderate log Pow (0.83 ± 0.05) of the thiazole ethanol, which is substantially more hydrophilic than the acetylated derivative (log Pow 1.45), rendering it more compatible with the hydrated film barrier and less prone to oil phase extraction.

    In cured‑meat emulsions, 4‑methyl‑5‑thiazoleethanol interacts with nitrite‑derived nitrogen oxides during thermal processing. Detailed kinetic tracking in a model Frankfurter batter (73% moisture, 2.2% salt, 120 ppm sodium nitrite) heated at a ramped profile from 25 to 72 °C over 55 minutes) showed that the thiazole ring undergoes minimal electrophilic nitration, with recovery after heating remaining above 92% of the initial load at 5 ppm. This contrasts sharply with 2‑methyl‑3‑furanthiol, which under identical conditions shows a recovery drop to 34% due to nitrosothiol formation and subsequent decomposition. The practical implication is that the thiazole ethanol can be injected into the emulsion prior to the bowl chopper without the need for post‑pasteurization top‑note adjustments, simplifying process control in high‑volume continuous lines equipped with multi‑needle injectors.

    Sensory‑directed blending frequently pairs 4‑methyl‑5‑thiazoleethanol with short‑chain aldehydes (3‑methylbutanal, hexanal) and pyrazines (2,5‑dimethylpyrazine) to reconstruct boiled‑beef top‑notes. The compound’s sulfur‑bearing thiazole ring contributes a persistent background savoriness that outlasts the rapid evaporation of lighter top‑notes (retention index 1250–1300 on a non‑polar column, DB‑5ms UI, 30 m × 0.25 mm × 0.25 μm). In a model reaction‑flavor paste designed for bouillon cubes, the addition of 3.2 wt% of the chemical to the volatile fraction blend (total volatile content 0.15% in the dry cube) extended the sensory intensity rating above 3.5 on a 5‑point QDA scale for an extra 15 minutes during timed retronasal evaluation compared to a formulation where the thiazole component was omitted to maintain isointense total sulfur load. This temporal extension is attributed to the relatively low vapor pressure (~0.3 Pa at 25 °C, estimated via group contribution) compared to 2‑methyl‑3‑furanthiol (~3.5 Pa).

    CompoundFEMA No.Orthonasal Threshold (µg·L⁻¹, H2O)Log PowCharacteristic NoteRetort Stability (% recovery, 121 °C/30 min)
    4‑Methyl‑5‑thiazoleethanol32081.5–2.00.83Cooked beef, broth, fatty88–94%
    4‑Methyl‑5‑thiazoleethanol acetate31983.8–5.21.45Roasted meat, caramelic72–80%
    2‑Methyl‑3‑furanthiol32580.005–0.011.2Sharp roasted meat, sulfidic28–34%
    2‑Methyl‑3‑(methylthio)pyrazine32090.1–0.31.0Nutty, potato, roasty82–87%

    Handling precautions are defined by the compound’s moderate acute oral toxicity (LD50 > 1000 mg·kg⁻¹ BW, rat) and dermal sensitization potential, classified as Skin Sens. 1B under CLP Regulation (EC) No 1272/2008, with a specific concentration limit for triggering classification in blends ≥ 1.0%. Processors operating under ISO 14001 and ISO 45001 must maintain engineering controls to keep airborne concentration during drum charging below the internally derived occupational exposure limit of 0.5 mg·m⁻³ (8‑h TWA). Polyalphatic drum liners with an EVOH barrier layer are preferred for bulk shipments of 25–200 kg to prevent gradual permeation through LDPE-only walls, which has been observed in accelerated storage tests at 40 °C/75% RH to cause weight loss of 1.8% over 90 days.

    Published data for the compound’s behavior in high‑pressure processed (HPP) ready‑to‑eat meat products is limited; however, initial work at 600 MPa/3 min cycles on marinated chicken breast indicates that 4‑methyl‑5‑thiazoleethanol concentration in the meat matrix (2 ppm initial spike) remains unaltered within analytical error (± 0.15 ppm), suggesting no pressure‑induced dimerization or ring‑opening under those conditions. The absence of change is consistent with the thiazole ring’s electrophilic aromatic stability and the relatively non‑compressible nature of the fluid microenvironment in the aqueous sarcoplasmic phase.

    Differential scanning calorimetry (DSC, heating rate 10 °C·min⁻¹, nitrogen purge 50 mL·min⁻¹) of the neat material reveals a glass transition at –72 ± 1 °C and an exothermic decomposition onset at 227 °C. In flavor‑house applications, this thermal stability profile permits short‑term exposure to ethoxylated monoglyceride stripping agents at 140–150 °C during solvent removal without significant yield loss, provided the vapor residence time does not exceed 120 seconds. A preferred carrier for liquid compounding remains triacetin (E1518, FCC grade), in which the solubility exceeds 1:1 w/w, allowing the delivery of stable stock solutions of 10–20% w/w for micro‑dosing systems equipped with positive‑displacement piston pumps.