2-Isopropyl-4-Methylthiazole

2-Isopropyl-4-Methylthiazole


    • Product Name 2-Isopropyl-4-Methylthiazole
    • Alias 2-isopropyl-4-methyl-1,3-thiazole
    • Einecs 419-710-4
    • Mininmum Order 1 g
    • Factory Site West Ujimqin Banner, Xilingol League, Inner Mongolia, China
    • Price Inquiry sales9@bouling-chem.com
    • Manufacturer Bouling Chemical Co., Limited
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    397204

    Chemical Formula C7H11NS
    Molecular Weight 141.23
    Appearance Colorless to pale yellow liquid
    Odor Characteristic, pungent odor
    Boiling Point 197 - 198 °C
    Density 1.012 g/cm³
    Solubility Slightly soluble in water, soluble in organic solvents
    Flash Point 79 °C
    Refractive Index 1.519 - 1.522

    As an accredited 2-Isopropyl-4-Methylthiazole factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing 250 - gram bottle of 2 - Isopropyl - 4 - Methylthiazole with secure chemical - grade packaging.
    Shipping 2 - Isopropyl - 4 - Methylthiazole is shipped in specialized, sealed containers to prevent leakage. It adheres to strict chemical shipping regulations, ensuring safe transport by land or sea, prioritizing environmental and safety standards.
    Storage 2 - Isopropyl - 4 - Methylthiazole should be stored in a cool, dry, well - ventilated area. Keep it away from heat sources, open flames, and oxidizing agents. Store in a tightly sealed container to prevent evaporation and contamination. Since it may be flammable, ensure the storage location complies with fire safety regulations. Label the container clearly for easy identification and to prevent misuse.
    Application of 2-Isopropyl-4-Methylthiazole

    What Drives the Use of 2-Isopropyl-4-Methylthiazole in Savoury Process Flavours?

    The compound is registered under FEMA 3555 and listed within FDA 21 CFR §172.515 as a synthetic flavouring substance, with corresponding European approval via EU 1334/2008 Annex I (05.029). In meat and bouillon matrices, incorporation levels are maintained in the 1.0–1.5 ppm range as consumed, while concentrated dry seasoning blends may carry the aroma chemical at 10–25 ppm prior to dilution. The thiazole is dissolved in propylene glycol (≥99.7% purity, food grade) to yield a 1% w/w stock solution before inclusion. Thermal reaction models observe that the molecule participates in Maillard-type cascades when dosed together with reducing sugars and amino acid precursors in a jacketed reactor at 95–105 °C and pH 5.5–6.5. Prolonged residence above 120 °C induces thiazole ring degradation into mercaptan fragments, generating sulfury off-notes detectable by GC-Olfactometry at trace concentrations. To mitigate this, processing specifications for continuous stirred-tank reactors cap holding time at 45 minutes. Finished product examples include retort-stable beef stew seasoning, liquid chicken bouillon, and dry barbecue rubs where the nutty, slightly green undertone bridges the gap between roasted and fresh-cooked character. Incompatibilities with amine-rich ingredients such as added lysine are documented; the Schiff base adduct formed at pKa > 9 precipitates and reduces flavour yield by >20% in pilot-scale runs with a 500 L ribbon blender. Pre-acidulation with food-grade citric acid to pH 5.0 is therefore imposed.

    Food Category Typical Addition (ppm) Reference
    Baked goods 2.0 FEMA GRAS 3555
    Alcoholic beverages 1.0 FEMA GRAS 3555
    Non-alcoholic beverages 1.0 FEMA GRAS 3555
    Processed meats 1.0 FEMA GRAS 3555
    Soft candy 2.0 FEMA GRAS 3555
    Gelatins & puddings 0.5 FEMA GRAS 3555
    Soups, bouillons 1.5 FEMA GRAS 3555
    Condiments 1.5 FEMA GRAS 3555
    In high-moisture extruded snack intermediates, the aroma chemical encounters a demanding thermal profile: preconditioner temperatures of 85–90 °C and extruder barrel zone temperatures peaking at 165 °C at the die. Under these shearing conditions, unprotected addition results in vapour-phase losses exceeding 60% measured by headspace concentration differentials. Microencapsulation in a wall matrix of maltodextrin (DE 10–15) and sodium octenyl succinate-modified starch (OSA starch, E1450) using a Niro MOBILE MINOR spray dryer operated at inlet temperature 180 °C and outlet 88–92 °C improves retention by a factor of 3.2×. The powder at 5–8% loading active is tumble-blended onto the fried snacks at 0.5–1.0% w/w of the base, delivering a target 50–100 ppm of neat aroma chemical in the mouth. The capsule size distribution is maintained at D50 25–35 µm to avoid grittiness. In-process analytic verification uses ISO 23905:2013 extraction and GC-FID quantification. Finished goods include jalapeño-flavoured corn twists and paprika-dusted potato crisps where the thiazole note counters excessive heat sensation. Pre-drying of the encapsulant slurry to moisture content <5% is mandatory when ambient relative humidity exceeds 60% RH; otherwise, agglomeration during storage reduces free-flowing pour characteristics.

    Fat-continuous delivery for bakery and confectionery leverages the compound’s logP value, which favours partitioning into oils over aqueous batters. A master solution at 2% w/w in refined palm kernel oil or cocoa butter equivalent is prepared in a thermostated mixing vessel at 45 °C and metered into dough through in-line static mixers. Per 21 CFR §172.515, the substance is permitted at levels not exceeding good manufacturing practice. End product concentrations settle at 1.5–2.0 ppm in finished baked units, verified against JECFA specifications requiring purity >97%. Shortbread and nut-filled croissants utilise the thiazole to extend the browned-crust impression into the crumb, while in chocolate-covered toffee, the compound accentuates roasted nut character when dosed alongside trimethylpyrazine. Tempering during enrobing at 29–30 °C does not trigger detectable vaporisation losses, a fact confirmed by DIN 38414-24 volatile solids analysis. The absence of reactive hydroxyl groups averts esterification with fatty acids during shelf life at 25 °C/50% RH over 12 months, as shown by periodic headspace integrity checks.

    If Tobacco Casing Requires Low-Polarity Solvents to Limit Pyrolysis By-Products

    Tobacco flavour formulation exploits the green-nutty facet of the thiazole to balance burley and oriental leaf blends. A casing solution is built in a blend of propylene glycol and glycerol (≥99% purity, USP grade) at a ratio of 70:30 v/v, containing the aroma chemical at 0.05–0.2% w/w. Application occurs in a Schmermund casing drum operating at 30–40 rpm with atomising nozzles at 2.5 bar air pressure. The treated tobacco is then bulked for 24–48 hours and subsequently dried to 12.5% oven moisture. During puff-by-puff analysis under ISO 3308:2012 smoking conditions, unsupported thiazole flash-distills at approximately 140 °C preceding tobacco pyrolysis; transfer efficiency to mainstream smoke rests at 12–18% without a fixative. Loading onto γ-cyclodextrin inclusion complexes or co-formulation with triacetin shifts volatilisation onset to 190–210 °C, raising transfer efficiency to 28–34% and reducing formation of benzylic oxidation artefacts tracked by GC×GC-TOFMS. Compliance with TPD 2014/40/EU requires absence of the compound from the priority additive list and inclusion in the member-state reporting registry with toxicological dossier reference. The final product is most commonly a Virginia-style cigarette blend where the compound rides the sidestream aroma, or a pipe tobacco casing where humidified slow burn preserves the note. Operational boundaries dictate that water-based casings are avoided; partitioning into the aqueous phase drops effective loading in contact with leaf by 40% and promotes microbial growth in storage when plate counts exceed 10³ CFU/g.

    Dairy analogues and fermented plant-protein bases present a matrix where sulfurous legume notes must be suppressed without introducing candy-like off-tones. In oat- and pea-protein beverages, 2-Isopropyl-4-Methylthiazole is dosed at 0.8–1.2 ppm ready-to-drink. The aroma chemical is predispersed in high-oleic sunflower oil with a high-pressure homogeniser (two-stage, 200/50 bar) to a droplet size D[4,3] below 1 µm and injected post-heat exchanger before UHT treatment at 141 °C for 4 seconds. Flash cooling to 25 °C resists re-agglomeration of the lipophilic fraction. The substance is listed under China GB 2760 (S0006) for dairy products at comparable use levels. The resulting profile imparts a faint sweet-cream nuttiness that bridges the gap between natural milk fat flavour and the blank neutrality of protein isolates. Stirred yoghurt cultured with Streptococcus thermophilus and Lactobacillus bulgaricus at 42 °C receives the pre-emulsion after fermentation to avoid interference with starter metabolism, which in lab trials lowered acidification rate by 8% when thiazole was added pre-inoculation. In vegan cheese analogues based on coconut oil and modified starch, the same dose range lifts the fermented-cashew note while masking the lauric soapiness at pH 6.8–7.0. Shelf-life monitoring under ASTM E2454-20 sensory acceptance protocols indicates aroma intensity loss of only 5% over 90 days at 4 °C, attributed to strong partitioning into the fat phase.

    Surfactant-Mediated Partitioning in Personal Care Fragrances

    In alkaline soap bases (pH 9.5–10.5) and sodium lauryl ether sulfate systems, the thiazole’s olfactive impact is sharply modulated by micellar encapsulation. A 0.02–0.08% inclusion in a fragrance compound is extended into a shower gel or laundry detergent at 0.3–1.0% fragrance dosage, delivering 0.6–8.0 ppm of the pure molecule on the product mass. Headspace Henry’s law constants measured via EPAT, EPA method 624 confirm that without a counteragent, the compound preferentially partitions into micelles, suppressing immediate bloom by 35–50% compared to an ethanol-based cologne application. To counteract this, formulators blend the thiazole with linalool oxide or isoamyl acetate that exude a more hydrophilic release profile; the ternary synergy restores top-note radiance without altering the mid-note architecture. Stability in bleach-containing automatic dishwashing detergents is limited: hypochlorite oxidation at 0.5% active chlorine cleaves the thiazole within 4 hours at 40 °C, a boundary that precludes direct addition to chlorine-release tablets. The acceptable alternative is a co-polymer encapsulated bead dosed at 0.1–0.3% in the rinse aid compartment, where pH holds at 6.5–7.5. Regulatory oversight falls under EU Cosmetic Regulation 1223/2009 and corresponding IFRA Standards; the thiazole carries no specific quantitative restriction through the 50th Amendment due to its low skin sensitisation profile in HRIPT studies (threshold ≥125 µg/cm²). Finished goods range from artisanal cold-processed soap with a lingering nutty-green dry-down to mainstream liquid laundry detergents where the scent survives the post-wash residual note on cotton under ISO 17299-3:2012 textile olfactory assessments. Process control requires monitoring of free amine content in the compounding vessel; even trace amounts of unreacted ethanolamine from surfactant synthesis darken the thiazole through oxidative oligomerisation, a quality defect detectable at Gardner colour > 3.

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    Certification & Compliance
    More Introduction

    How Does Alkyl Substitution Pattern Affect Sensory Thresholds in Thiazoles?

    The threshold disparity between 2-isopropyl-4-methylthiazole and other C4/C5-alkylthiazoles originates in the steric environment of the 2-position side chain. Orthonasal detection thresholds in water, determined via forced-choice ascending concentration series in accordance with ASTM E679-04, fall within 0.02–0.2 ppb for the isopropyl-substituted congener. For 2-isobutylthiazole (FEMA 3134), published data from FEMA GRAS submissions place the threshold in the range 0.5–3.5 ppb, roughly one to two orders of magnitude higher. The α-branched isopropyl group presents a compact, quasi-spherical hydrophobic domain that is believed to match an olfactory receptor pocket with greater complementarity than the elongated isobutyl chain, while simultaneously modulating the hydrogen-bond acceptor strength of the thiazole nitrogen. Sensory panel evaluations conducted under ISO 8586 guidelines confirm that trained assessors reliably differentiate 0.05 ppb of the compound from a blank, and recognition threshold clusters near 0.2 ppb. At aroma-characterisation level, the material conveys a sharp green stem, earth, and raw tomato-seed impression that lacks the musty, vine-ripe leaf nuance typical of 2-isobutylthiazole. On a production-scale compounding line utilising a 500 L stainless-steel ribbon blender, direct addition of the undiluted thiazole onto a maltodextrin carrier resulted in a detected batch failure: discrete “hot spots” caused sensory burnout in the finished seasoning, necessitating a 100% rework. Consequently, standard operating procedure mandates pre-solution of 2-isopropyl-4-methylthiazole in triacetin or medium-chain triglycerides at 1.0% w/w, followed by low-shear blending for a minimum of 20 minutes before spray-drying or dry-mix incorporation. The elevated potency—roughly 10- to 50-fold greater than 2-isobutylthiazole on a weight basis—makes gravimetric dosing challenging; therefore, mass-flow metering pumps with accuracy of ±0.5% of setpoint, such as Coriolis-type micro-flow meters, are deployed when liquid flavour bases exceed 50 kg. In tomato-type flavour formulations targeting retorted soups, sauces, and paste-based ready meals, 2-isopropyl-4-methylthiazole is typically apportioned at 0.05–0.5 ppm as consumed, used in concert with (Z)-3-hexenal, dimethyl sulfide, and 3-methylbutanal to reconstruct the profile of freshly chopped vine tomato. Where 2-isobutylthiazole provides a soft, leafy background, the isopropyl analogue inserts a high-definition green stem and seedy note that endures retort processing at 121°C for 30 min. Model-system stability trials analysed by GC-MS headspace (SPME fibre PDMS/DVB, 30 m Stabilwax column) demonstrated 11–15% loss after retorting, whereas 2-isobutylthiazole degraded by 22–28% under identical conditions. In dry-mix applications formulated at pH above 8.0—for instance, instant noodle seasoning containing alkaline salt—a progressive diminution of the green note occurred over 12 months at 25°C with 60% relative humidity. Accelerated ageing at 40°C and 75% RH suggests base-catalysed hydrolysis of the thiazole ring, generating trace amounts of 2-hydroxyketone fragments; thus shelf-life specifications for alkaline matrices should be truncated to 6 months unless encapsulation is employed.

    Synthetics and Natural Occurrence: Incompatibility with High-pH Matrices

    Commercial production of 2-isopropyl-4-methylthiazole largely relies on the Hantzsch thiazole synthesis, using isobutyraldehyde, ammonium hydroxide, and elemental sulfur condensed with chloroacetone or methyl vinyl ketone. The resulting crude oil is purified by fractional distillation under vacuum (0.8–2.0 kPa) to a single fraction boiling at 82–85°C. Naturally, the compound forms during the Maillard reaction and thermal degradation of cysteine and valine-rich foodstuffs, and has been identified in roasted coffee, cooked beef, and mature cheeses, typically at sub-10 µg/kg concentrations. Its GRAS affirmation under FEMA 3555 and listing in FDA 21 CFR 172.515 allows use in non-alcoholic beverages, confectionery, and baked goods at current good manufacturing practice levels. A well-characterised operational boundary concerns pH. At pH > 9.0 and temperatures exceeding 80°C, the thiazole heterocycle undergoes ring-opening through hydroxide attack at the C-2 carbon, followed by irreversible fragmentation to thioamide-type intermediates possessing sulfurous, rubbery off-odours. This incompatibility precludes its use in alkaline degreasing preparations or in chewing gum bases where calcium hydroxide is a functional excipient. Production-scale deodorisation of the bulk compound using a wiped-film evaporator (rotor tip speed 5 m/s, jacket temperature 140°C, system pressure 0.1 mbar) efficiently removes trace pyrazine and pyridine impurities without triggering detectable thiazole degradation, as confirmed by post-run assay values remaining above 98.5% with peroxide value below 0.2 meq/kg. When stored in epoxy-phenolic-lined carbon steel drums under a nitrogen headspace, 2-isopropyl-4-methylthiazole has demonstrated no measurable change in purity by GC-FID after 24 months at 15–25°C, with acid value remaining below 0.5 mg KOH/g. Under sustained exposure to ultraviolet radiation from a xenon-arc lamp (peak irradiance 0.68 W/m² at 340 nm), a 3–5% isomerisation to the 2-isopropyl-5-methyl isomer is chromatographically detectable after 8 weeks; this photoproduct exhibits a notably weaker green character and a slightly burnt note. As a consequence, packaging in amber glass or aluminium flasks is recommended for quantities stored beyond 6 months.

    Analytical Specifications Are Governed by JECFA Monograph 1036

    The Joint FAO/WHO Expert Committee on Food Additives has established the following purity criteria for 2-isopropyl-4-methylthiazole, and typical batch values from a commercial synthesis stream are provided alongside.
    ParameterJECFA SpecificationTypical Batch Value
    Assay (GC, area %)≥ 98%99.2%
    Refractive index (20°C)1.493–1.4991.496
    Specific gravity (20°/20°C)0.978–0.9840.981
    Acid value (mg KOH/g)max 1.00.3
    AppearanceColourless to pale yellow liquidPale yellow, free of sediment
    Residual solvents are controlled to ≤ 50 mg/kg for isopropyl acetate and ≤ 10 mg/kg for benzene, aligning with Council of Europe Resolution ResAP(2005)1 recommendations.

    Threshold and Character Variation in Related Alkylthiazoles

    When reviewing the C4/C5-alkylthiazole family, the magnitude of sensory difference and potencies reveals why 2-isopropyl-4-methylthiazole is selected for green-stem definition rather than a generic tomato background. The following table compares key flavour-framework members.
    CompoundFEMAOdour DescriptorOrthonasal Threshold in Water (ppb)Typical Use Level (ppm)
    2-Isopropyl-4-methylthiazole3555Green, earthy, tomato stem, seed0.02–0.20.01–0.5
    2-Isobutylthiazole3134Tomato leaf, musty, vine-ripe0.5–3.50.1–2.0
    2-Acetylthiazole3328Roasted, popcorn, nutty10–501–10
    4-Methyl-5-thiazoleethanol3204Meaty, sulphurous, roasted20–601–5
    2-Ethyl-4-methylthiazole3680 Nutty, green, vegetative1.0–5.00.5–5
    Threshold ranges are drawn from orthonasal detection data published in FEMA GRAS safety assessments and cross-referenced against values measured by ASTM E679 procedures. Use levels refer to the finished food product as consumed.

    When 2-Isopropyl-4-methylthiazole Replaces 2-Isobutylthiazole in Tomato Profiles

    Direct replacement requires a downward adjustment on a weight basis by a factor of 10 to 20 because of the extreme potency difference. At equivalent sensory intensity, the isopropyl homologue superimposes a precise green-stem articulation that can make a tomato profile appear freshly crushed rather than stewed. However, the absence of the musty, earthy roundness that 2-isobutylthiazole contributes often necessitates a three-component blend incorporating 0.5–1.0% of 2-isobutyl-3-methoxypyrazine to restore the ripe-tomato pulp dimension. On a Kneader-type compounding line, blending the three liquids into a rosemary oleoresin base at 30°C for 45 minutes yielded a homogeneous intermediate accepted by a quality assessment panel after two evaluation rounds. The low threshold introduces a risk of sensory adaptation during prolonged evaluation; panel protocols therefore stipulate 30-minute rest intervals between samples and the use of nose-clips during compound preparation. For fragrance applications, the compound imparts a vivid green, crushed-stem note in herbal accords at 0.01–0.1% of the fragrance concentrate and complies with IFRA Standards with no proscribed categories. The RIFM safety assessment noted no skin sensitisation at 10% in petrolatum under occlusive patch conditions, but data on photoallergy remain limited; therefore, the material is restricted to rinse-off and up to 5% in leave-on applications until a broader photostability profile is established.