2-Methylbutyraldehyd
2-METHYLBUTANAL · Butanal,2-methyl- · α-Methylbutanal · FEMA 2691 · 2-Ethylpropanal · 2-Methyl-1-butanal · 2-methyl-butyraldehyd · sec-C4H9CHO
Identifikatoren & physikalische Daten
| CAS No. | 57456-98-1 |
|---|---|
| Summenformel | C5H10O |
| Durchschnittliche Molmasse | 86,13 g/mol |
| Monoisotopische Masse | 86,07316494 g/mol |
| SMILES | CCC(C)C=O |
| InChIKey | BYGQBDHUGHBGMD-UHFFFAOYSA-N |
| PubChem CID | 7284 |
| ChEMBL | CHEMBL2270060 |
| ChEBI | CHEBI:16182 |
| EC No. | 202-485-6 |
| DTXSID | DTXSID2021818 |
| Lokaler Name | 2-Methylbutyraldehyd |
Chemische & physikalische Eigenschaften
| XLogP | 1,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 6 |
| Formalladung | 0 |
| Komplexität | 41,2 |
| Stoffklassen | Other Classes -> AldehydesFlammable agents - 3rd degree |
| Duftstoffe | Fragrance Ingredient (2-Methylbutyraldehyde) -> IFRA transparency List |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 0.799-0.8040.806 g/mL at 20 °C 0.804 g/mL at 25 °C (lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | (in ethanol)soluble in Chloroform, MethanolSoluble in water, ether, and alcohol. |
| Siedepunkt | 90.00 to 93.00 °C. @ 760.00 mm Hg93 °C90-92 °C (lit.) |
| Schmelzpunkt | 91.00 °C. @ 760.00 mm Hg-67.38°C (estimate) |
| Dampfdruck | 47.4 [mmHg] |
| Brechungsindex | 1.388-1.393n20/D 1.3919(lit.) |
| Physical Description | LiquidClear, colorless to light yellow liquid with an unpleasant odor[Acros Organics MSDS]colourless to pale yellow liquid |
| FEMA | 2691 | 2-METHYLBUTYRALDEHYDE |
| Flammpunkt | 40 °F |
| Lagerbedingungen | 2-8°C |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless |
| Geruch | at 1.00 % in dipropylene glycol. musty cocoa phenolic coffee nutty malty fermented fatty alcoholic |
| Geruchsart | cocoa |
| Explosionsgrenze | 1.3-13%(V) |
| Biologische Quelle | synthetic |
| JECFA Number | 254 |
| BRN | 1633540 |
| Henry-Konstante | 2.5×10-2 mol/(m3Pa) at 25℃, Brockbank (2013) |
| Hauptanwendungen | flavors and fragrances |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C5H10O/c1-3-5(2)4-6/h4-5H,3H2,1-2H3 |
| InChIKey | BYGQBDHUGHBGMD-UHFFFAOYSA-N |
| SMILES | [H]C(=O)C(C)CC |
| LogP (Verteilungskoeffizient) | 1.23 at 25℃ |
| CAS Datenbank | 96-17-3(CAS DataBase Reference) |
| NIST chemische Informationen | Butanal, 2-methyl-(96-17-3) |
| EPA chemische Informationen | 2-Methylbutanal (96-17-3) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225 (> 99.9%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P272, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P333+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1820 reports by companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H225: Highly Flammable liquid and vapor [Danger Flammable liquids] |
|---|---|
| Regulatorische Informationen | Chemical: Butanal, 2-methyl-Regulation (EC) No 1831/2003 (amended)Butanal, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanal, 2-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 20-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/11627Butanal, 2-methyl-: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| Brandgefahren | · HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. |
| Gesundheitsgefahren | · May cause toxic effects if inhaled or absorbed through skin. |
| Gefahrenübersicht | A mild to severe eye and mild to moderate skin irritant[RTECS] Safe when used as a flavoring agent in food[JECFA] An eye irritant[Acros Organics MSDS] See Butyraldehyde. |
| DOT-Nummer und Handbuch | 3371 129 |
| DOT Hazard Classification | 2-MethylbutanalUN3371Class 3 Flammable and combustible liquid (49 eCFR § 173.120)PG II: the degree of danger presented by the material is medium |
| Hazard Classes and Categories | Flam. Liq. 2 (> 99.9%)Flammable liquids - Category 2Flammable agents - 3rd degree |
| Freisetungsmaßnahmen | · CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. |
| Erste Hilfe | General First Aid: |
| Expositionsschutz und Persönliche Schutzausrüstung | · Wear positive pressure self-contained breathing apparatus (SCBA). |
| Isolation and Evacuation | Immediate precautionary measure |
| Emergency Response Planning Guidelines | CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient. |
| Toxicity Data | LC50 (rat) = 14,000 ppm/4hr |
| F | 10-23 |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3371 |
| Zollcode | 29121900 |
| RTECS-Nr. | ES3400000 |
| R-Sätze (R) | 11-36-43-36/37 |
| Gefahrensymbole | F,Xi |
| Sicherheitshinweise (S) | 16-26-36-39-36/37 |
| Gefahrenklasse | 3Aquatic Chronic 2Eye Irrit. 2Flam. Liq. 2Skin Sens. 1STOT SE 3 |
| Verpackungsgruppe | II |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Beschreibung
2-Methylbutyraldehyde has a powerful, choking odor with a peculiar cocoa and coffee-like flavor when diluted. It has a sweet, slightly fruity, chocolate-like taste. May be prepared by oxidation of sec-butylcarbinol isolated from fermented fusel oil; the dl-form from sec-butyl magnesium bromide and formaldehyde; by reduction of methylethylacetic acid.
Occurrence
Reported found in apple juice, berries, grapes, papaya, peach, kohlrabi, onion, leek, peas, potato, bell pepper, tomato, peppermint and spearmint oil, breads, cheeses, milk, egg, fatty and lean fish, meats, beer, cognac, rum, cocoa, coffee, tea, filberts, peanuts, pecans, oat flakes, soybean, olive, passion fruit, plum, beans, mushrooms, trassi, macadamia nut, tamarind, cardamom, rice, quince, lovage leaf, pumpkin, sweet corn, laurel, malt, clary sage, truffle, clam, scallops, squid, Chinese quince and Roman chamomile oil, black currant and Swiss cheese.
Verwenden
2-Methylbutyraldehyde is used for lift in woody and cocoa topnote complexes. And also used in cocoa, coffee, wine and nut flavors for lift.
Herstellung & Synthese
synthetische
By oxidation of sec-butylcarbinol isolated from fermented fusel oil; the dl-form from sec-butyl magnesium bromide and formaldehyde; by reduction of methylethylacetic acid