5-Acetyl-4-Methylthiazole

5-Acetyl-4-Methylthiazole


    • Product Name 5-Acetyl-4-Methylthiazole
    • Alias Acetyl methyl thiazole
    • Einecs 255-901-9
    • Mininmum Order 1g
    • 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

    314367

    Chemical Formula C6H7NOS
    Molecular Weight 141.19
    Appearance Colorless to pale yellow liquid
    Boiling Point 194 - 196 °C
    Density 1.15 g/cm³
    Solubility Slightly soluble in water, soluble in organic solvents
    Odor Characteristic, pungent odor
    Flash Point 79 °C

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

    Packing & Storage
    Packing 5 - Acetyl - 4 - Methylthiazole: Packed in 100 - gram bottles for chemical use.
    Shipping 5 - Acetyl - 4 - Methylthiazole is shipped in sealed, corrosion - resistant containers. Packaging adheres to chemical transportation regulations. Shipment is via approved carriers, ensuring proper handling to prevent leakage and maintain product integrity.
    Storage 5 - Acetyl - 4 - Methylthiazole should be stored in a cool, dry, well - ventilated area. Keep it away from heat sources, flames, and oxidizing agents. Store in a tightly - sealed container to prevent leakage and vapor release. Due to its potential reactivity, ensure storage separate from incompatible substances. Label containers clearly for easy identification and safety during handling.
    Application of 5-Acetyl-4-Methylthiazole

    Why Roasted Nut Notes Survive Sponge Cake Baking Profiles

    High-ratio sponge systems where batter temperatures are maintained at 22±2°C prior to tunnel-oven loading at throughputs exceeding 1200 kg/hr demand that 5-Acetyl-4-Methylthiazole be pre-dispersed in a 1:10 (w/w) propylene glycol carrier via inline rotor-stator homogeniser to prevent localized flavour spotting in the crumb. Typical inclusion levels in finished batter range from 1.5 ppm to 5.0 ppm, with the upper boundary applicable to cocoa-powder variants that exhibit higher threshold-binding due to polyphenol-aroma interactions. During the baking cycle — where core crumb temperature reaches 96–100°C and surface crust momentarily exceeds 160°C — retention rates exceeding 85% are achievable when the aroma compound is encapsulated within a maltodextrin-gum arabic (DE 12, wall-to-core ratio 4:1) glassy matrix via spray drying at inlet 180°C / outlet 90°C. Regulatory compliance is established under 21 CFR §172.515 and FEMA GRAS 3825, and the substance is listed in EU Flavourings Regulation 1334/2008 with FL number 15.102. Processors must verify that residual propylene glycol does not trigger adverse moisture migration as measured by water activity readings exceeding 0.85 aw, which would accelerate staling in wrapped baked goods. The finished products span laminated cracker sandwiches, wire-cut cookies, extruded cereal bars and pan breads, where the molecular signature delivers a roasted nut and earthy cocoa character without requiring additional pyrazine backfill.

    Cocoa Butter Confectionery Deposits and Aroma Binding Kinetics

    Depositing into polycarbonate moulds at 28–32°C for filled tablet production demands that the flavour system be fully dispersed in the cocoa butter phase to avoid nucleation of unstable β′ crystals. 5-Acetyl-4-Methylthiazole is first blended with fractionated anhydrous milk fat at a 1:50 ratio and then introduced into the chocolate mass post-refining but prior to conching, where shear forces in a longitudinal conche (60–65°C jacket temperature) reduce the particle size of any undissolved sugars to below 25 µm. Usage levels in milk chocolate are typically 1.5–3.0 ppm, sufficient to enhance cocoa roastiness and mask beany off-notes from lecithin sourced from GMO-free sunflower. The aromatic compound remains stable at conching temperatures below 50°C; exceeding 55°C leads to a log-linear decline in headspace concentration with a half-life of approximately 12 hours as measured by static headspace GC-MS using internal standard ethyl decanoate. Conformity with 21 CFR §172.515 and EU 1334/2008 annex I part B is mandatory, and for export to Japan the ingredient must appear on the List of Existing Food Additives under the designation “5-Acetyl-4-methylthiazole”. Water activity within the finished confection must remain below 0.50 aw to prevent hydrolytic ring-opening; hermetic foil wrapping with an oxygen transmission rate below 0.5 cm³/m²·day is advised for shelf-life beyond 12 months. End applications include solid dark chocolate bars, praline shells, and compound coatings for wafer snacks.

    Process flavour development for commercial soup bases and bouillon cubes deploys 5-Acetyl-4-Methylthiazole as a critical top-note contributor within Maillard-derived reaction flavours. A standard reaction base consists of hydrolysed vegetable protein (50% protein), L-cysteine hydrochloride monohydrate (1.2% w/w), thiamine hydrochloride (0.8% w/w), and xylose (3.0% w/w) in aqueous slurry adjusted to pH 5.5 and heated at 105°C for 90 minutes in a 500 L oil-jacketed reactor equipped with a reflux condenser and direct steam injection. The compound is spiked post-reaction at 0.5–2.0 ppm on finished product weight once the slurry cools below 40°C to minimise volatilisation; inline dosing with a magnetic-driven gear pump ensures batch-to-batch variation stays below ±5% RSD. Compliance adheres to 21 CFR §172.515 and FEMA 3825; the reacted flavour base itself must conform to EC 1334/2008 for process flavourings. Sensory validation often employs the Spectrum Descriptive Analysis method referenced in ASTM E679 to quantify the roasted-meat intensity against a control lacking the thiazole. Storage at 4°C under nitrogen headspace is mandatory for the neat raw material; once diluted in ethanol 95% v/v at 0.1%, the solution must be consumed within 48 hours to prevent disulphide bridging detectable by a drop in olfactory intensity. The final products range from dry soup mixes and noodle seasoning sachets to retorted beef stew cans, where the thiazole bridges umami depth and fatty mouthfeel without contributing salivation burn.

    Usage benchmarks and regulatory cross-reference for 5-Acetyl-4-Methylthiazole (FEMA 3825) in select food categories
    CategoryAverage Dosage (ppm)Maximum Reported (ppm)Primary Regulatory Reference
    Baked goods2.010.021 CFR §172.515; EU FL 15.102
    Non-alcoholic beverages0.55.021 CFR §172.515; JECFA 1754
    Alcoholic beverages1.05.021 CFR §172.515; EU 1334/2008
    Chewing gum5.010.021 CFR §172.515; FEMA 3825
    Frozen dairy1.05.021 CFR §172.515; EU FL 15.102
    Soft candy1.510.021 CFR §172.515; FEMA 3825
    Gelatins & puddings1.05.021 CFR §172.515; JECFA 1754
    Meat products1.05.021 CFR §172.515; EU 1334/2008
    Soups & gravies1.05.021 CFR §172.515; FEMA 3825

    When Cold-Brew Coffee Extraction Demands Low-Dosage High-Impact Topnotes

    Ready-to-drink (RTD) cold-brew coffee manufacturing, which employs steeping of roasted ground arabica at 4–8°C for 16–24 hours, presents a highly diluted flavour matrix where earthy and nutty topnotes are easily lost during microfiltration (pore size 0.45 µm) and subsequent pasteurisation at 72°C for 15 seconds. 5-Acetyl-4-Methylthiazole is introduced as a 0.1% (w/w) solution in anhydrous ethanol directly into the blending tank post-pasteurisation and flash cooling, with final product concentrations not exceeding 0.5–1.0 ppm to maintain compliance with 21 CFR §172.515 and EU 1334/2008. Higher dosages above 1.5 ppm trigger a metallic aftertaste detectable by a trained panel according to the duo-trio forced-choice method of ISO 13301:2018. The ethanol stock solution must be prepared under nitrogen to avoid esterification with trace organic acids in the extract. Equipment validated for low-viscosity liquid dosing includes magnetic-drive centrifugal pumps and in-line static mixers ensuring homogeneity within 30 seconds of recirculation. The thiazole demonstrates limited solubility in pure aqueous systems (~0.04% w/v at 25°C), hence the necessity of solvent carrier; propylene glycol may replace ethanol in halal-certified production lines. Finished applications encompass canned nitro cold brew, oat-milk latte shakes, and espresso concentrate shots for foodservice dispensers.

    Formulating indulgent dairy-fat emulsions for frozen dessert applications requires balancing the partitioning coefficient of 5-Acetyl-4-Methylthiazole between the aqueous serum phase and the dispersed fat globule interface. In ice cream mixes with a butterfat content of 10–16%, the compound is pre-blended with a small quantity of mono-diglyceride (0.1% of total mix) and added to the sweet cream at 40°C before two-stage homogenisation at 150/50 bar. The dosage window is tight: 1.0–3.0 ppm in the pasteurised mix achieves a roasted nutty note in gelato senza uova, while exceeding 3.5 ppm produces a lingering phenolic bitterness during cold-temperature consumption. Ageing the mix at 2–4°C for 4–12 hours is critical; this step allows the thiazole to equilibrate across fat and water phases, a dynamic trackable by headspace solid-phase microextraction (SPME) coupled with GC-MS. Operational compliance relies on 21 CFR §172.515 and relevant EC 1334/2008 annexes; finished product must not exceed permitted flavour thresholds in the country of sale. Freezer barrel temperatures of -6 to -5°C with dasher speeds 150–200 RPM are suitable; air incorporation must remain under 50% overrun to prevent volatile stripping. End products include premium vanilla bean ice cream, chocolate stracciatella, and frozen yogurt with cocoa ripple, where the thiazole contributes toasted praline depth that survives 9-month frozen storage when the container headspace oxygen is below 0.5%.

    Soy Wax Candle Fragrance Bleed and Wick Compatibility Thresholds

    Soy wax container candle manufacturing, where fragrance load typically ranges between 6% and 10% of wax weight, incorporates 5-Acetyl-4-Methylthiazole at 0.5–2.0% of the total fragrance compound or 0.03–0.2% of the total wax mass to impart a toasted hazelnut and cocoa facet to gourmand winter collections. The wax is heated to 75°C in a jacketed melting tank; the neat thiazole — pre-diluted to 10% in diethyl phthalate (DEP) or isopropyl myristate to reduce volatility — is added under low-shear mixing and then the blend is cooled to a pour temperature of 50–55°C. Thermal stability tests using differential scanning calorimetry (DSC) confirm no exothermic decomposition below 150°C, but wax-pool open flame scenarios demand verification that the thiazole does not char the wick or produce soot numbers exceeding the ASTM F2617-21 limit of 0.3 cm per hour. Bleed or syneresis on the candle surface is monitored by wrapping test with absorbent paper at 30°C for 72 hours; levels above 2.0% of neat thiazole by wax weight tend to trigger visible exudate and must be compensated with microcrystalline wax addition (2–5%). Regulatory compliance demands adherence to IFRA 51st Amendment certificate for Category 12 products and EU REACH registration (EC 253-826-0). For CLP labelling, the substance does not trigger acute toxicity classification, but the manufacturerʼs safety data sheet should reflect its flash point of 91°C (closed cup). Applicable candle lines include single-wick amber jars, three-wick concrete vessels, and wax melts with 5–8% fragrance load.

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    Certification & Compliance
    More Introduction
    Identified under FEMA GRAS 4188 and JECFA 1756, 5-acetyl-4-methylthiazole (CAS 38205-55-9, IUPAC 1-(4-methyl-1,3-thiazol-5-yl)ethan-1-one) is a heterocyclic ketone supplied as a pale yellow to amber liquid with a molecular weight of 141.19 g/mol. Commercial specifications mandate a purity of ≥ 98% by GC, an acid value ≤ 1.0 mg KOH/g, a refractive index (n20D) in the range 1.534–1.540, and a specific gravity of 1.152–1.160 at 25 °C. The liquid solidifies below −10 °C and exhibits a flash point (closed cup) of 93 °C. Synthesis proceeds via Friedel-Crafts acetylation of 4-methylthiazole using acetic anhydride and a Lewis acid catalyst, yielding the sterically preferred 5-acetyl regioisomer with less than 0.5% 2-acetyl-4-methylthiazole by-product. The compound delivers a roasted nut, coffee grind, and cocoa character, fundamentally distinct from the popcorn signature of 2-acetylthiazole. Its odor detection threshold in water, determined by GC-olfactometry, is 0.02 ppb, enabling efficacy at ultra-trace addition levels. When 5-acetyl-4-methylthiazole is incorporated into retorted or extruded food systems, retention depends intimately on moisture content and thermal load. In a corotating twin-screw extruder (L/D 30:1, screw diameter 25 mm) processing a carbohydrate-protein melt at a barrel temperature profile of 60/90/120/150/150 °C from feed to die and a moisture level of 11–12%, specific mechanical energy (SME) input of 220 kWh/t yields measured headspace losses of 15–20% relative to theoretical dosage, as quantified by GC-MS using d3-5-acetyl-4-methylthiazole internal standard. Losses correlate with the compound’s vapor pressure (0.12 mmHg at 25 °C) and can be reduced by pre-blending the neat aroma chemical with fully hydrogenated palm stearin (melting point 60 °C) to form a lipid-protected granulate, or by microencapsulation in a maltodextrin/gum arabic system spray-dried at an inlet temperature of 180 °C and outlet 85 °C. In UHT-treated dairy beverages (140 °C for 4 s), published degradation kinetics are limited; however, Arrhenius modeling based on the activation energy of aryl ketones (≈105 kJ/mol) predicts less than 5% decomposition at neutral pH, provided free amino groups are excluded to suppress imine condensation. For microwave popcorn, where the bag interior reaches 200 °C for 2–3 min, an oil–salt slurry application at 0.25 ppm (based on maize weight) results in 80% retention, whereas 2-acetylthiazole shows only 65% retention under identical conditions, reflecting the ~15 °C boiling point differential. Blend uniformity in dry powdered beverage premixes is validated by a 10-point thief sampling protocol; solvent extraction with dichloromethane followed by GC-FID must yield an RSD below 10%.

    Balancing Nutty and Sulfurous Notes: Adjusting Dose-Response Curves in Savory Snacks

    In extruded potato crisps seasoned at 0.2 ppm (finished product weight), 5-acetyl-4-methylthiazole provides a rounded nutty body that dovetails with the earthy character of 2-ethyl-3,5-dimethylpyrazine. Above 0.5 ppm a burnt, slightly sulfurous edge emerges, constraining the safe dosage window. FEMA usage limits for FEMA 4188 are established at an average maximum of 0.1 ppm in non-alcoholic beverages, 0.2 ppm in baked goods, and 0.5 ppm in meat products. When the compound is generated in situ via a Maillard model system at 120 °C and pH 5.5 from 4-methylthiazole and a ribose degradation fragment, yields rarely exceed 10% of theoretical, making direct addition the economically viable approach. Published threshold data show that in a 0.3% NaCl solution the detection threshold falls to 0.005 ppb, demonstrating synergistic salt enhancement. In model reduced-sodium broths (0.2% NaCl), addition of 0.1 ppm of the thiazole increased saltiness intensity by 12% relative to a control (n=12, p<0.01, 2-AFC test), enabling a sodium reduction of 20% without loss of palatability. Bitterness masking is observed when combined with the natural sweet protein thaumatin at a ratio of 1:500; the thiazole suppresses the lingering licorice aftertaste, broadening the application in high-intensity sweetener blends. Interaction with 2,3-dimethylpyrazine at a 1:5 ratio yields a roasted peanut profile with enhanced depth, confirmed by Quantitative Descriptive Analysis (QDA) using a trained panel and a 15-cm line scale. These dose-response synergies underscore the compound’s versatility compared to more monochromatic thiazole derivatives.

    Ortho- vs. Para-Substituted Thiazolyl Ketones: Physicochemical and Organoleptic Benchmarks

    Compound CAS No. FEMA No. Boiling Point (°C, 760 mmHg) Odor Character Typical Use Level (ppm)
    5-Acetyl-4-methylthiazole 38205-55-9 4188 227–229 Nutty, coffee, cocoa, roasted 0.05–0.5
    2-Acetylthiazole 24295-03-2 3328 214–216 Popcorn, grain, nutty 1–10
    2,4-Dimethylthiazole 541-58-2 2296 144 Green, earthy, nutty, vegetable 0.5–5
    4-Methyl-5-vinylthiazole 1759-28-0 3313 185 Cocoa, sulfury, nutty 0.1–1
    The 5-acetyl substitution raises the boiling point by approximately 15 °C relative to the 2-isomer, reducing steam volatility during extrusion and baking and thereby enhancing carry-through. In direct comparison, 2-acetylthiazole requires roughly 3–5 times higher dosage to achieve equivalent roasted impact but introduces a distinct popcorn note that can be out of place in coffee or cocoa profiles. The non-ketonic 2,4-dimethylthiazole provides a green, vegetative tonality and a higher vapor pressure, making it less suitable for high-temperature process flavoring; it is instead preferred in cold applications such as salad dressings. 4-Methyl-5-vinylthiazole supplies a cocoa-sulfury character exploited in chocolate and meaty notes, yet lacks the roasted-coffee dimension that the acetyl carbonyl of 5-acetyl-4-methylthiazole imparts through resonance stabilization and its reaction with Maillard-derived aldehydes. Compared to pyrazines, such as 2-ethyl-3,5-dimethylpyrazine (earthy, baked), the thiazole adds orthogonal depth, filling the gap between nutty and roasted without conferring the astringent aftertaste that can accompany high pyrazine dosing.

    Stabilization of Acylthiazoles in Hydroglycolic and Anhydrous Fragrance Formulations

    In fine fragrance, the compound is employed at 0.1–0.5% of the concentrate to deliver a warm, roasted undercurrent that blends seamlessly with coumarin, ethyl maltol, and vanillin. The RIFM safety assessment concluded that 5-acetyl-4-methylthiazole is not a primary skin irritant and does not induce dermal sensitization at induction concentrations up to 5% in petrolatum (Human Repeated Insult Patch Test). The IFRA 51st Amendment does not impose a quantitative restriction; surveys indicate a maximum dermal exposure that maintains a margin of safety exceeding 100. Nevertheless, formulators should note the compound’s susceptibility to alkaline hydrolysis: in soap bases at a production pH above 10, the acetyl carbonyl may undergo partial Cannizzaro-type degradation, resulting in off-odor and discoloration. Incorporation via cold-process post-neutralization blending or pre-dispersion in a buffered microemulsion (pH 6–7) preserves olfactory fidelity. In anhydrous ethanol-based perfumes, stability exceeds 12 months at ambient temperatures when stored in nitrogen-blanketed containers. Interaction with reactive aldehydes, such as cyclamen aldehyde or lilial, is pH-dependent: under mildly acidic conditions, reversible hemiaminal formation can temporarily suppress the roasted note; adding 0.1% citric acid as a buffer retards this equilibrium. For fabric softener applications, encapsulating the compound in a cationic starch-based fragrance delivery system prevents wash-out and maintains substantivity through the rinse cycle. In yeast-leavened bread and brioche, 5-acetyl-4-methylthiazole exhibits superior carry-over compared to 2-acetylthiazole, owing to its 15 °C higher boiling point and reduced volatility during oven rise. Quantitative retention studies in bread crust using stable isotope dilution assay (SIDA) with d3-5-acetyl-4-methylthiazole internal standard measured 73% survival after baking at 220 °C for 20 min in a deck oven. Partitioning into the dough’s lipid phase during proofing protects the compound from loss via fermentation CO₂ venting, and a post-bake surface spray at 0.3 ppm in a rice bran oil carrier restores any top-note depletion. When combined with diacetyl dimer (butter enhancer) at a 1:20 ratio, the thiazole rounds the overall roasty mouthfeel without introducing metallic side notes that can accompany 2-acetylthiazole. Gluten-free bread formulations, which often lack the nutty notes derived from wheat lipid oxidation products, benefit from a 0.15 ppm addition to the dough, which survives proofing and baking with retention rates above 70% under comparable conditions.

    What Chromatographic Purity Specifications Are Mandated for FEMA GRAS Conformance?

    Although a dedicated FCC monograph has not been issued, the product is routinely verified against the JECFA 1756 specification: assay (GC) ≥ 98%, refractive index 1.534–1.540, specific gravity 1.152–1.160, and acid value ≤ 1.0 mg KOH/g. Gas chromatographic analysis employs a DB-5 capillary column (30 m × 0.32 mm × 0.25 µm) with temperature programming from 80 °C to 250 °C at 10 °C/min; the main peak elutes at approximately 12.3 min. The isomeric impurity 2-acetyl-4-methylthiazole is resolved and maintained below 0.5%. Residual acetic acid, a carry-over from acetylation, is capped at 0.1% through bicarbonate washing and vacuum stripping to prevent vinegar-like off-notes. A high-purity variant (≥ 99.5%, acid value ≤ 0.5 mg KOH/g) is available on a custom basis for captive encapsulation and sensitive dairy flavors, though published data for this specific configuration is limited. Commercial models labelled “5-Acetyl-4-methylthiazole, FG” are supplied in 5 kg and 25 kg HDPE pails sparged with nitrogen and sealed under nitrogen blanket. The recommended storage temperature is 5–15 °C with a retest date after 12 months when kept in unopened original containers away from light and moisture. A kosher pareve and halal certification may be obtained through third-party auditing upon request. Prior to use under 21 CFR 172.515 (synthetic flavoring substances), formulators should confirm batch-specific purity by in-house GC analysis and sensory evaluation at the intended dilution, as trace oxidative byproducts can alter the odor profile even when undetectable by FID.