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Hydroxyacetone
2-Propanone, 1-hydroxy- · 1-hydroxypropan-2-one · ACETOL · 1-HYDROXY-2-PROPANONE · 1-hydroxy-propan-2-one · 2-oxopropanol · Hydroxyaceton · 1-Hydroxyacetone
Identifikatoren & physikalische Daten
| CAS No. | 116-09-6 |
|---|---|
| Summenformel | C3H6O2 |
| Durchschnittliche Molmasse | 74,08 g/mol |
| Monoisotopische Masse | 74,03677943 g/mol |
| SMILES | CC(=O)CO |
| InChIKey | XLSMFKSTNGKWQX-UHFFFAOYSA-N |
| PubChem CID | 8299 |
| ChEBI | CHEBI:27957 |
| EC No. | 204-124-8 |
| DTXSID | DTXSID8051590 |
Chemische & physikalische Eigenschaften
| XLogP | -0,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 37,3 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 5 |
| Formalladung | 0 |
| Komplexität | 40,2 |
| Stoffklassen | Other Classes -> Other Organic Compounds |
| SpringerMaterials Properties | Schoenflies notation |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 1.079-1.085 (20 °C)1.082 @ 20°C1.082 g/mL at 25 °C (lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | 1.00E+06 mg/L @ 20 °C (exp)Soluble in waterSoluble (in ethanol)water: miscibleMiscible with water, alcohol and ether. |
| Siedepunkt | 145.00 to 146.00 °C. @ 760.00 mm Hg145-146 °C146 °C @760 [mm Hg]145-146 °C (lit.) |
| Schmelzpunkt | -17 °C-17 °C (lit.) |
| Dampfdruck | 2.95 [mmHg]2.2 [mm Hg] @20 °C9.01hPa at 25℃ |
| Brechungsindex | 1.419-1.430n20/D 1.425(lit.) |
| Physical Description | Colorless liquid with a peculiar odor[Merck Index] Clear light yellow liquid[Aldrich MSDS]Clear colourless to yellow liquidPungent, sweet-caramellic, somewhat choking etheral aroma |
| FEMA | 4462 | HYDROXYACETONE |
| Flammpunkt | 133 °F |
| Lagerbedingungen | 2-8°C |
| pKa (Säurekonstante) | 13.14±0.10(Predicted) |
| Aggregatzustand | clear liquid |
| Farbe | Colorless liquid |
| Wichte | 1.090 (20/4℃) |
| Geruch | at 10.00 % in dipropylene glycol. pungent sweet caramellic ethereal |
| Geruchsart | caramellic |
| Merck | 14,65 |
| JECFA Number | 1945 |
| BRN | 605368 |
| Henry-Konstante | 7.7×101 mol/(m3Pa) at 25℃, Lee and Zhou (1993) |
| Stabilität | Stable. Flammable. Incompatible with strong oxidizing agents, strong acids. Protect from moisture - hygroscopic. |
| InChI | 1S/C3H6O2/c1-3(5)2-4/h4H,2H2,1H3 |
| InChIKey | XLSMFKSTNGKWQX-UHFFFAOYSA-N |
| SMILES | CC(=O)CO |
| LogP (Verteilungskoeffizient) | 0.3 at 25℃ |
| CAS Datenbank | 116-09-6(CAS DataBase Reference) |
| NIST chemische Informationen | 2-Propanone, 1-hydroxy-(116-09-6) |
| EPA chemische Informationen | 1-Hydroxyacetone (116-09-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 34.9% (114 of 327) of reports.WarningH226 (65.1%): Flammable liquid and vapor [Warning Flammable liquids]P203, P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P318, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 327 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 2-Propanone, 1-hydroxy-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 09-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/27189Acetone alcohol: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | May cause irritation[Aldrich MSDS] |
| Hazard Classes and Categories | Flam. Liq. 3 (65.1%) |
| Protective Action Criteria (PAC) | 6.0 [mg/m3]66 [mg/m3]400 [mg/m3] |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1224 3/PG 3 |
| Zollcode | 29144090 |
| RTECS-Nr. | UC2800000 |
| R-Sätze (R) | 2017/10/16 |
| Toxizität | mmo-sat 500 mg/plate ABCHA6 47,2461,83 |
| Sicherheitshinweise (S) | 23-24/25-5 |
| Gefahrenklasse | 3Flam. Liq. 3Muta. 2 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Verwenden
Hydroxyacetone is a chemical reagent used in various organic chemical reactions. It is a component of the Mannich reaction, amino acid caalyzes direct asymmetric aldol reactions. In the pharmaceutical setting, this compound is used in the synthesis of imidazoles acting as potent and orally active antihypertensive agents. It is also used in the syntheses of 2-oxo-propionaldehyde, imidazoles, polyols, acrolein, dyes and skin tanning agents. It yields (R)-1,2-propanediol upon reduction of hydroxyacetone in the presence of a microbial cell catalyst.