2-(Methylthio)Thiazole

2-(Methylthio)Thiazole


    • Product Name 2-(Methylthio)Thiazole
    • Alias 2-methylthio-thiazole
    • Einecs EINECS 245-829-6
    • 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
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    Specifications

    HS Code

    570061

    Chemical Formula C4H5NS2
    Molar Mass 133.22 g/mol
    Appearance Colorless to pale yellow liquid
    Odor Characteristic sulfurous odor
    Density 1.28 g/cm³ (approximate)
    Boiling Point 198 - 200 °C
    Solubility In Water Slightly soluble
    Solubility In Organic Solvents Soluble in many organic solvents like ethanol, ether
    Flash Point Approx. 81 °C
    Vapor Pressure Low vapor pressure at room temperature

    As an accredited 2-(Methylthio)Thiazole factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing 100 - gram bottles for 2-(Methylthio)Thiazole, tightly sealed for chemical safety.
    Shipping 2-(Methylthio)Thiazole, a chemical, is shipped in containers designed to prevent leakage. It must adhere to strict hazardous material shipping regulations, with proper labeling and handling to ensure safety during transit.
    Storage 2-(Methylthio)thiazole should be stored in a cool, dry, well - ventilated area, away from heat sources and open flames. Keep it in a tightly sealed container to prevent vapor leakage. Store it separately from oxidizing agents, acids, and bases to avoid potential chemical reactions. Adhere to proper safety regulations during storage.
    Application of 2-(Methylthio)Thiazole
    In continuous thermal reaction systems for process meat flavor manufacture, 2-(Methylthio)thiazole is dosed into the aqueous precursor slurry—typically composed of L-cysteine hydrochloride monohydrate, D-xylose, thiamine hydrochloride, and a commercial hydrolysate of vegetable protein—at a target concentration of 0.8–1.5 ppm relative to the total reaction mass. The slurry is transferred into a 500-L stainless steel jacketed reactor equipped with a 6-blade pitched paddle agitator operating at 85 rpm, where the Maillard cascade proceeds at 105–115 °C for 60–90 minutes under pH 5.2 ± 0.3; the methylthio thiazole ring remains sufficiently stable under these acidic, low-amine conditions to deliver a characteristic stewed beef and roasted chicken sulfurous depth. The progression of volatile sulfur species is monitored via SPME-GC–MS by tracking the molecular ion at m/z 129, and batches exhibiting a terminal 2-(Methylthio)thiazole concentration outside the 0.12–0.30 mg/kg window in the cooled flavor base are adjusted by a make-up dosing loop fed from a 0.1% (w/w) ethanol stock solution before the base enters the plate heat exchanger, which drops the temperature from 110 °C to 25 °C within 180 seconds to arrest browning. The finished flavor paste or liquid concentrate is then blended into emulsified meat batters for frankfurters and bologna, injected into whole-muscle turkey deli loaves, or layered onto retorted beef stew cubes. Compliance for this application rests on FEMA 3203 GRAS affirmation in meat products at a typical finished-food concentration of 0.2 mg/kg, listed as a permitted flavouring substance under EU Regulation 1334/2008 with FL number 15.125, and evaluated without safety concern by JECFA as specification 1032. In Chinese GB 2760-2021 the substance is included as S0285 for processed meat. On production lines, batch-to-batch sulfur volatile consistency exhibits a documented drift of ±12% when protein hydrolysate amino-nitrogen varies by more than ±0.15%, a variance mitigated by inline near-infrared (NIR) monitoring of free amino groups before the heat ramp commences.
    Regulatory Compliance Reference Matrix for 2-(Methylthio)thiazole
    Standard / AuthorityIdentifierRelevant Application CategoriesTypical Finished-Food Limit (mg/kg)
    FEMA GRAS (USA)3203Baked goods, meat products, condiments, soups, snack foods0.1–0.2
    EU Flavouring Regulation1334/2008, FL 15.125Savory processed foods, sauces, meat analoguesAligned with FEMA/GMP
    JECFA (FAO/WHO)1032General food useNo ADI; current intake survey data support margin of safety
    China GB 2760-2021S0285Processed meat, compound seasonings, puffed snacks0.2 (meat), 0.1 (soup), 0.2 (snacks)
    FDA 21 CFR172.515 (synthetic flavoring substance)Indirectly referenced; used as flavor adjunct under GMPSelf-limiting organoleptic threshold

    What Drives the Roasted Nutty Top-Note in Extruded Snack Seasonings?

    In dry seasoning blends applied to direct-expanded extruded curls and pellet snacks, 2-(Methylthio)thiazole functions primarily as a roasted nut top-note booster that lifts the background meaty character imparted by monosodium glutamate and hydrolyzed vegetable protein. The compound is pre-dispersed in propylene glycol to form a 0.5% (w/w) liquid stock, then sprayed onto a salt-maltodextrin carrier in a 300-kg horizontal ribbon blender at 60 rpm until homogeneous, producing a seasoning intermediate containing 200–500 ppm of neat flavorant. During application, the seasoning powder is metered into a tumble drum or an electrostatic coating system at 6–8% of the base snack weight, yielding a finished-product concentration of 0.12–0.24 mg/kg—within the organoleptic sweet spot before sulfury rubber notes emerge in maize-based matrices at approximately 0.35 mg/kg as determined by GC–olfactometry thresholds. Because extruded snacks retain 3–5% surface oil after frying or post-extrusion oil spray, the flavorant partitions predominantly into the lipid phase, delaying release during mastication and reducing the perceptible burst; this partitioning ratio (log P 1.8) is exploited by formulators who overlay the compound with a gum arabic–maltodextrin encapsulation shell applied via top-spray fluidized bed granulation at an inlet temperature of 55 °C to prolong shelf impact beyond 12 months in metallized BOPP laminate pouches. The process carries an explicit incompatibility warning: contact with copper or iron ions leached from worn conveying augers above 0.5 ppm in the seasoning accelerates oxidative degradation of the thioether moiety, producing a distinct off-odor identified as dimethyl disulfide; plants therefore specify 316L stainless steel contact surfaces throughout post-blend handling. Regulatory compliance references the same FEMA 3203 snack-food approval at 0.2 mg/kg, and EU declaration as flavouring preparation requires listing “2-(methylthio)thiazole” on ingredient panels when its contribution exceeds the technology-assisted detection limit of 0.01 mg/kg in the final extruded piece.

    Palatant Coating for Dry Kibble: Threshold-Dependent Meatiness

    Dry pet food extrusion lines deliver kibble at 28–32% moisture exiting the die, which is subsequently dried to 8–10% moisture before entering the coating drum. Liquid animal fat digest enriched with 2-(Methylthio)thiazole at a concentration of 0.8–1.2 ppm inside the digest is held in a jacketed tank at 40 °C and sprayed through atomizing nozzles onto warm kibble at 45 °C in a low-vacuum Forberg-type paddle coater operating at −0.3 bar gauge, ensuring deep penetration into surface fissures without excessive flash-off. The target residual in the coated kibble is set to 0.10–0.15 mg/kg for canine formulas; feline palatability panels consistently reject food exceeding 0.18 mg/kg, as documented in two-bowl preference assessments conducted under ISO 8586:2023 guidelines with trained animal behavior observers. This narrow threshold window demands high-precision metering using mass flow controllers calibrated to ±0.02 g/min for the neat flavorant diluted in medium-chain triglyceride carrier. Unlike human food applications, pet food regulatory oversight relies on AAFCO model bills that do not codify individual flavor thresholds; however, conformance is demonstrated through the substance’s FEMA 3203 GRAS status and its inclusion in FDA 21 CFR 582.60 as a substance generally recognized as safe in animal feed when used in accordance with good manufacturing practice. A documented operational risk arises during kibble coating when the fat digest temperature drifts above 53 °C: the vapor pressure of 2-(Methylthio)thiazole increases sufficiently to cause headspace losses reaching 22% within a 15-minute holding period, verified by headspace GC-FID quantification; consequently, automated chiller control on the digest recirculation loop is mandated in audited co-manufacturing facilities.

    When Pea Protein Isolate Lacks the Sulfurous Depth Characteristic of Animal Fat

    High-moisture extrusion of pea and faba bean protein concentrates into fibrous meat analogues exposes the melt to barrel temperatures of 140–155 °C, a regime that pyrolyzes 2-(Methylthio)thiazole within 6–8 seconds residence time, as shown by spiking trials where post-extrusion recovery was below 4%. To bypass thermal destruction, the compound is incorporated in a cold-process fat emulsion prepared after the extrudate is cut and cooled to 20 °C. The emulsion consists of refined coconut fat (melting point 32 °C), water, pea protein isolate, and 0.8% lecithin (HLB 4.5) blended under high-shear at 10,000 rpm for 3 minutes, into which a 2-(Methylthio)thiazole–beta-cyclodextrin inclusion complex (1:1 molar ratio, complexation efficiency 78% confirmed by differential scanning calorimetry endotherm shift) is dispersed. The loaded emulsion is injected into the surface of formed plant-based burger patties or sausage links using a multi-needle injector array, delivering a finished-product concentration of 0.15–0.30 mg/kg. The cyclodextrin shell retards release during cooking on a flat-top griddle at 175 °C surface temperature for up to 4 minutes, reducing aroma flash-off by approximately 40% relative to unencapsulated controls. Regulatory classification of plant-based goods containing this flavor falls under FEMA 3203 and EU 1334/2008 as a food flavoring agent applied per quantum satis; no specific maximum level for meat analogues exists, but the organoleptic ceiling established by trained QDA panels is 0.35 mg/kg, above which “burnt rubber” descriptors dominate. A documented matrix incompatibility must be noted: when the same formulation includes cysteine-derived reaction flavors carrying residual free thiol groups, sulfide-disulfide exchange reactions can deplete the methylthio thiazole signature by 18–25% over 14 days of chilled storage, a finding verified by LC–MS quantification of the parent ion [M+H]+ 144.0; separation of these flavor fractions into distinct emulsion phases is recommended.

    Viscosity-Stable Emulsion in Retort-Pouched Gravy Bases

    Ready-to-eat gravies packaged in retort pouches undergo thermal sterilization at 121 °C with an F₀ value of 6–8 min, conditions under which the volatile thioether 2-(Methylthio)thiazole partitions aggressively into headspace unless trapped in a structured oil phase. Formulators dispense the compound at an initial calculated concentration of 0.16–0.18 mg/kg into the hot gravy slurry—containing modified waxy maize starch, xanthan gum at 0.25%, and rendered beef fat at 3.5%—through a high-pressure homogenizer set to 200/50 bar (first/second stage), creating a fine oil-in-water emulsion with droplet size D[4,3] ≤ 5 µm. During the retort cycle, headspace GC analysis of retained pouch samples shows a 35–40% reduction in detectable 2-(Methylthio)thiazole, dropping the residual concentration to the target sensory level of 0.10 mg/kg that aligns with the FEMA 3203 soup limit. To mitigate the loss, the oil phase is pre-loaded with 200 ppm TBHQ and the water phase is nitrogen-sparged to dissolved oxygen below 0.5 mg/L before emulsification. Equipment observations on continuous thermal processing lines indicate that steam-air mixtures causing hot spots above 124 °C in the retort basket increase loss variability to ±15%, disrupting batch-to-batch sensory consistency; proper racking configuration and baffle placement are critical. The final pouched beef or demi-glace gravy meets EU labeling requirements as a compound flavor preparation, and the residual quantity remains below the self-limiting organoleptic threshold even after secondary warming in a bain-marie at 85 °C for 2 hours, where additional losses plateau at 8–12%.

    Coffee bean roasting generates a complex array of sulfur volatiles; the deliberate addition of 2-(Methylthio)thiazole at 0.02–0.05 mg/kg in roasted and ground coffee or spray-dried instant coffee powder modulates the perceived depth of nutty, cocoa-like warmth without tipping into the sulfury rubber zone that appears at 0.08 mg/kg in brewed Arabica samples. The compound is diluted to a 0.01% (w/w) solution in propylene glycol and sprayed onto warm beans exiting the drum roaster at 40–50 °C, or metered into the reconstituted coffee slurry prior to the spray-drying atomizer wheel operating at 18,000 rpm. Because the methylthio thiazole sublimates noticeably under the high vacuum of soluble coffee aroma recovery systems, the post-dryer addition route is preferred; any earlier introduction leads to over 70% stripping in the aroma condenser, as tracked by mass balance on the m/z 129 fragment. Quality limits are self-enforcing through cupping panels calibrated to the SCA cupping protocol.
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    Certification & Compliance
    More Introduction
    In commercial flavor production, 2-(methylthio)thiazole (CAS 3581-87-1; empirical formula C₄H₅NS₂) is supplied as a clear, pale amber liquid with a pungent, sulfidic, and slightly roasted cocoa note. Current bulk specifications require an assay of ≥98.0% (sum of isomers) by GC-FID, performed on a polar capillary column (e.g., Carbowax 20M, 30 m × 0.25 mm, 0.25 μm film) with split injection at 250°C and oven ramp from 70°C to 230°C at 10°C/min. The refractive index at 20°C lies between 1.580 and 1.588 (ISO 280:1998, equivalent to ASTM D1218), and specific gravity (d20/4) falls within 1.2001.210 (ISO 279:1998). Solubility in water is limited to approximately 0.3 g/L at 25°C, while the compound is freely miscible with ethanol, propylene glycol, and triacetin, which serve as standard carriers for liquid flavor compounding. The product is drummed under nitrogen headspace in epoxy-phenolic lined steel containers (200 kg net) and should be stored at 2–8°C; validated shelf-life under these conditions reaches 24 months with less than 0.5% assay drift. Additional quality-release parameters include flash point (TCC) 84°C, viscosity 3.5 mPa·s at 25°C (Brookfield LV, spindle 0, 60 rpm), and residual ethanol content <100 ppm by headspace GC-MS. Every batch is released against a Certificate of Analysis confirming heavy metal limits (Pb <1 ppm, As <1 ppm) per FCC 10 method chapters, supported by a fully validated in-house protocol aligned with ICH Q2(R1).
    ParameterSpecificationTest Method
    Assay (as 2-(methylthio)thiazole)≥98.0%GC-FID, internal standard (meets FCC 10 monograph recommendations)
    Refractive index (n20/D)1.5801.588ISO 280:1998
    Specific gravity (d20/4)1.2001.210ISO 279:1998
    AppearancePale yellow to amber liquid, free of sedimentVisual inspection against a Lovibond 10.0 Y / 1.0 R reference
    Solubility in 50% (v/v) ethanolClear, haze-free solution at 1 mL in 9 mL solventFCC 10
    Flash point (TCC)84°CASTM D56
    Viscosity at 25°C3.54.0 mPa·sBrookfield LV, spindle 0, 60 rpm

    What Distinguishes 2-(Methylthio)Thiazole from Other Thiazole-Derived Flavor Agents?

    Compared to the more widely used 2-acetylthiazole, 2-(methylthio)thiazole carries a significantly lower orthonasal detection threshold in water—reported in the range 0.050.2 ppb versus 1020 ppb for the acetyl analogue—which translates to a required dosage reduction of approximately 2 orders of magnitude in finished food. Its odor profile shifts from the popcorn/potato-chip character of 2-acetylthiazole toward a sulfidic, roasted coffee and cooked meat tonality, making it a preferred choice in beef bouillons, cocoa replacers, and smoky seasoning blends where 2-isobutylthiazole or 2-ethyl-4-methylthiazole would impart an excessive green or tomato-leaf nuance. In powdered soup mixes, sensory panel tests (triangle test, n=30, forced-choice) show that 2-(methylthio)thiazole at 0.008 ppm delivers a statistically significant enhancement of meaty mouthfeel over 2-acetylthiazole at 0.2 ppm (p<0.01). The methylthio substitution also alters chemical stability: the electron-donating –SMe group weakens the C–S bond adjacent to the ring, rendering the molecule more prone to hydrolytic cleavage under acidic conditions than the acetyl congener. Table 1 summarizes the sensory and functional differentiation against structurally related thiazoles.
    CompoundOdor threshold in water (ppb)Primary odor characterTypical use level in savoury end-product (ppm)Key stability concern
    2-(Methylthio)thiazole0.050.2Sulfidic, roasted coffee, meaty0.0050.02Rapid acid-catalyzed hydrolysis below pH 3.5
    2-Acetylthiazole1020Popcorn, roasted nuts, cereal0.10.5Maillard reactivity with amines, forming dark adducts
    2-Isobutylthiazole35Tomato leaf, green, slightly fruity0.050.2Photodegradation in clear packaging to off-odor disulfides
    2-Ethyl-4-methylthiazole24Coffee, cocoa, nutty0.020.1Pungency at high-dosage ( >0.5 ppm) causes off-note
    Note: Table data compiled from FEMA GRAS assessments and published GC-olfactometry studies. Validation under ISO 13301:2018 is recommended for in-house threshold determination. The compound’s vapor pressure of approximately 0.1 mmHg at 25°C dictates its limited retention in starch-based extrudates unless pre-encapsulation is employed. On a Clextral BC45 twin-screw extruder (L/D 32:1, barrel profile 50/80/120/150/170°C, screw speed 300 rpm, throughput 80 kg/h), direct injection of a propylene glycol-based liquid flavor containing 1.0 wt% 2-(methylthio)thiazole into barrel zone 3 (temperature 120°C) yields a retention in the final expanded snack of only 1525% as determined by solvent-assisted flavour evaporation (SAFE)-GC-MS. Switching to a spray-dried encapsulated powder (carrier: maltodextrin DE 12 / OSA-modified starch at 70:30 ratio, emulsion inlet temperature 160°C, outlet 90°C) raises retention to 5565% when added at 0.5% of dry mix. Even so, the residual unencapsulated fraction dissociates during die expansion at moisture content <15%, necessitating an overfortification of 6080% relative to target analytical finish level. Batch-to-batch variance in encapsulation efficiency has been observed to correlate with the droplet size distribution in the emulsion feed; maintaining a Sauter mean diameter below 2 µm (measured via laser diffraction per ISO 13320:2020) is critical to keep release below 5% during storage at 25°C and 50% RH for 6 months. When barrel melt temperature inadvertently exceeds 180°C, thermally induced C–S bond scission generates dimethyl disulfide, detectable by purge-and-trap GC-MS at 0.5 ppb in post-die air samples; affected product must be quarantined and the barrel purged with inert-grade corn flour for 15 min at 150°C to eliminate cross-contamination in subsequent runs.

    Regulatory Jurisdiction and Thermal Degradation Kinetics in Low-pH Aqueous Systems

    Under EU Regulation 1334/2008, 2-(methylthio)thiazole is assigned FL-no. 15.032 and authorized without an individual maximum numerical limit, subject to the overall condition of use at quantum satis in accordance with good manufacturing practice. The compound holds FEMA GRAS status (FEMA 3304) and has been evaluated by JECFA (JECFA No. 1037) with a “No ADI specified” classification, supported by a dietary exposure estimate below the threshold of toxicological concern (TTC) for Cramer Class III (90 µg/person/day). Recent FEMA poundage survey data indicate typical usage in category 15 (reconstituted vegetables) at 0.08 ppm and in soups at 0.02 ppm. In downstream applications, handling must account for the molecule’s susceptibility to acid-catalyzed solvolysis. Kinetic monitoring by reverse-phase HPLC (C18 column, 5 µm, 250 × 4.6 mm, mobile phase acetonitrile:water 60:40 v/v, UV detection at 254 nm) has shown that at pH 3.0 (citrate buffer, ionic strength 0.1 M) and 25°C, the pseudo-first-order half-life is 45 days; at 40°C it contracts to less than 7 days. The Arrhenius activation energy for this hydrolysis is estimated at ~65 kJ/mol, consistent with cleavage at the exocyclic sulfur center. Degradation products comprise primarily non-volatile disulfides and trace sulfonic acids, which contribute to an astringent aftertaste and are no longer flavour-active. Consequently, aqueous stock solutions intended for post-filtration beverage dosing should be prepared no earlier than 24 h before use or stabilized by the addition of 0.1% disodium EDTA and storage at 4°C. Routine analytical surveillance of these solutions should employ SPME-GC-MS/MS with a deuterated internal standard (e.g., d₃-2-(methylthio)thiazole, synthesis validated via 1H and 13C NMR), achieving a lower limit of quantitation of 0.001 ppm in the aqueous matrix. Deposition of hard boiled candy at melt temperatures of 145155°C poses a volatilization challenge analogous to extrusion. When a 0.02% w/w loading of 2-(methylthio)thiazole (pre-dissolved in medium-chain triglyceride at 10% concentration) is injected into the candy mass 30 s before moulding, typical final product retention is 3545%. Conducting the same operation under a gentle nitrogen blanket and reducing the holding time to 10 s raises retention to 60%, but at the cost of less uniform distribution. The aroma stability of wrapped candies stored in aluminium-foil-lined flow-wrap (barrier <0.1 cm³/m²/24h at standard conditions) exceeds 12 months at 22°C and 50% RH without statistically significant change in sniff-panel descriptor intensity. In sugar-free gum centres containing sorbitol and mannitol, co-processing the thiazole with a hydrophobic silica carrier (Syloid 244FP, 2% loading on gum base) retards migration into the hydrophilic bulk, limiting methanol-extractable degradation products to <2% of original dosage after 8 weeks at 40°C/75% RH.

    When Amine-Rich Matrices Demand a Mitigation Strategy

    Protonated primary amines (e.g., lysine ε-amino groups in protein hydrolysates) at pH values above 5.5 catalyze nucleophilic attack at the C-2 position of the thiazole ring, releasing methanethiol and yielding 2-aminothiazole adducts that impart a burnt, fishy off-odor. In spray-dried gravy bases containing hydrolyzed vegetable protein (HVP) and reducing sugars, pre-blending 2-(methylthio)thiazole into the dry mix before the Maillard reaction stage leads to 8090% aroma loss and development of a dark brown discolouration. The recommended production sequence therefore isolates the flavor addition to a post-thermal step: when the batch temperature has fallen to <60°C and the pH has been adjusted to 4.04.5 with citric acid, the thiazoles are metered in as a 0.05% solution in triacetin using a Coriolis mass-flow controller. For liquid marinade concentrates with pH 4.5 that must withstand 46 months ambient shelf-life, incorporation of 2% w/w propylene glycol alginate has been found to extend organoleptic shelf-life by 40%, presumably via hydrophobic sequestration of the flavor droplet from the bulk aqueous amine environment. Any deviation into a pH window of 5.86.2 during processing triggers a detectable methanethiol increment within 2 h at 30°C; real-time monitoring via selected ion flow tube mass spectrometry (SIFT-MS) on the headspace of the batch vessel can trigger an automated quenching protocol that lowers the temperature to 4°C within 5 min.