HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Acetylthiazole
1-(thiazol-2-yl)ethan-1-one · 2-Acetylthiazol · FEMA 3328 · 1-(1,3-Thiazol-2-yl)ethanone · Acetylthiazole · FEMA NUMBER 3328 · 2-ACETYLTHIAZOLE · 2-acetylthiazone
Identifiers & Physical Properties
| CAS No. | 24295-03-2 |
|---|---|
| Molecular formula | C5H5NOS |
| Average molar mass | 127.17 g/mol |
| Monoisotopic mass | 127.00918496 g/mol |
| SMILES | CC(=O)c1nccs1 |
| InChIKey | MOMFXATYAINJML-UHFFFAOYSA-N |
| PubChem CID | 520108 |
| ChEMBL | CHEMBL1589555 |
| ChEBI | CHEBI:173474 |
| EC No. | 246-134-5 |
| DTXSID | DTXSID0030162 |
Chemical & Physical Properties
| XLogP | 1 |
|---|---|
| Topological polar surface area | 58.2 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 3 |
| Rotatable bonds | 1 |
| Heavy atoms | 8 |
| Formal charge | 0 |
| Complexity | 105 |
| Density | 1.225-1.2291.227 g/mL at 25 °C (lit.) |
| Solubility | Insoluble in waterSoluble in fats, oils, most organic solventsMiscible at room temperature (in ethanol) |
| Boiling point | 89.00 to 91.00 °C. @ 12.00 mm Hg89-91 °C (12 mm Hg)89-91 °C/12 mmHg (lit.) |
| Melting point | 64.5 - 65.5 °C65.5°C |
| Refractive index | 1.543-1.550n20/D 1.548(lit.) |
| Physical Description | SolidClear, colourless to pale yellow, oily liquidcocoa, hazelnut, popcorn, bread-like odour |
| Kovats Retention Index | 98198610591038989979980995976973992993106410351042102510191008104610181014103610271040102016611652163716741644163516541660159616341667166216551610161516201646 |
| FEMA | 3328 | 2-ACETYLTHIAZOLE |
| FLAVIS Number | 15.020 | 2-Acetylthiazole |
| Flash point | 173 °F |
| Storage conditions | Inert atmosphere,Room Temperature |
| Physical state | Powder or Crystals |
| pKa (acidity coefficient) | 0.05±0.10(Predicted) |
| Specific gravity | 1.23 |
| Color | White to slightly yellow |
| Odor | at 0.10 % in dipropylene glycol. nutty popcorn roasted peanuts hazelnut |
| Odor type | popcorn |
| Biological source | synthetic |
| Sensitivity | Stench |
| JECFA Number | 1041 |
| BRN | 109803 |
| Major applications | flavors and fragrances |
| Cosmetics Ingredients Functions | PERFUMING |
| InChI | 1S/C5H5NOS/c1-4(7)5-6-2-3-8-5/h2-3H,1H3 |
| InChIKey | MOMFXATYAINJML-UHFFFAOYSA-N |
| SMILES | CC(=O)c1nccs1 |
| LogP (partition coefficient) | 0.37 |
| CAS DataBase Reference | 24295-03-2(CAS DataBase Reference) |
| Substances Added to Food (formerly EAFUS) | 2-ACETYLTHIAZOLE |
| FDA UNII | 16IGS5268I |
| NIST Chemistry Reference | 2-Acetylthiazole(24295-03-2) |
| EPA Substance Registry System | Ethanone, 1-(2-thiazolyl)- (24295-03-2) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H227-H302-H317-H319 |
| GHS precautionary statements | P280-P305+P351+P338-P210-P264-P270-P301+P312+P330-P305+P351+P338+P337+P313-P403+P235-P501-P280f |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | Xn,Xi |
| Risk statements (R) | 22-36-43-36/37/38 |
| Safety statements (S) | 26-36/37-24/25-36 |
| UN transport number | 3334 |
| Water hazard class (WGK) | 3 |
| F | 13 |
| Hazard Note | Irritant/Stench |
| TSCA inventory status | TSCA listed |
| Hazard class | STENCH |
| Customs code | 29341000 |
| Storage class | 10 - Combustible liquids |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 9.7% (153 of 1570) of reports.WarningH302 (90.1%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1570 reports by companies from 13 notifications to the ECHA C&L Inventory.Reported as not meeting GHS hazard criteria per 153 of 1570 reports by companies.There are 12 notifications provided by 1417 of 1570 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatory information | Chemical: Ethanone, 1-(2-thiazolyl)-Regulation (EC) No 1831/2003 (amended)Ethanone, 1-(2-thiazolyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| Other safety information | IMAP assessments - Ethanone, 1-(2-thiazolyl)-: Environment tier I assessment |
| Hazard Classes and Categories | Acute Tox. 4 (90.1%) |
| F | 13 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| UN transport number | 3334 |
| Customs code | 29341000 |
| Risk statements (R) | 22-36-43-36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xn,Xi |
| hazard_note | Irritant/Stench |
| Safety statements (S) | 26-36/37-24/25-36 |
| Hazard class | STENCH |
| Storage class | 10 - Combustible liquids |
| GHS hazard statements | H227-H302-H317-H319 |
| GHS precautionary statements | P280-P305+P351+P338-P210-P264-P270-P301+P312+P330-P305+P351+P338+P337+P313-P403+P235-P501-P280f |
Applications & Uses
Occurrence
2-Acetylthiazole is naturally found in raw asparagus, cooked asparagus, kohlrabi, cooked or boiled potatoes, turkey (roasted), raw chicken, boiled and cooked beef, grilled and roasted beef, pork liver, beer, Finnish whiskey, heated beans, other varieties of mushroom, rice bran, maize, and other natural sources.
Uses
2-Acetylthiazole can be used as a flavoring agent in food industries. It may be used as a food additive in the preparation of ′fragrant′ rice. It also was used in the preparation of triazolothiazoles, chiral alcohols and in aldol condensation reactions.
General Description
2-Acetylthiazole is a volatile flavoring substance generally formed by the Maillard reaction between an amino acid and carbonyl compounds. It is reported to occur in canned sweet corn products, cooked pine mushroom, cooked asparagus and roasted beef.
Preparation & Synthesis
Preparation
2-Acetylthiazole is formed by oxidation of the corresponding carbinol using dichromate.