Pivalaldehyd
PIVALALDEHYDE · PAL · TRIMETHYLACETALDEHYDE · 2,2-DIMETHYLPROPANAL · Pivalic aldehyde · tert-Pentanal · 2,2-dimethyl-propana · propanal,2,2-dimethyl-
Identifikatoren & physikalische Daten
| CAS No. | 630-19-3 |
|---|---|
| Summenformel | C5H10O |
| Durchschnittliche Molmasse | 86,13 g/mol |
| Monoisotopische Masse | 86,07316494 g/mol |
| SMILES | CC(C)(C)C=O |
| InChIKey | FJJYHTVHBVXEEQ-UHFFFAOYSA-N |
| PubChem CID | 12417 |
| ChEBI | CHEBI:141557 |
| EC No. | 211-134-6 |
| DTXSID | DTXSID2060888 |
| Lokaler Name | Pivalaldehyd |
Chemische & physikalische Eigenschaften
| XLogP | 1,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 6 |
| Formalladung | 0 |
| Komplexität | 49,4 |
| Stoffklassen | Other Classes -> Aldehydes |
| SpringerMaterials Properties | Schoenflies notation |
| Dampfdruck | 71.2 [mmHg] |
| Physical Description | Colorless liquid[Merck Index] mp = 6 deg C[Alfa Aesar MSDS] |
| Schmelzpunkt | 6 °C(lit.) |
| Siedepunkt | 74 °C730 mm Hg(lit.) |
| Dichte | 0.793 g/mL at 25 °C(lit.) |
| Brechungsindex | n20/D 1.378(lit.) |
| Flammpunkt | 4 °F |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | Chloroform, Ethyl Acetate (Slightly), Methanol (Slightly)Negligible |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless |
| Wichte | 0.793 |
| BRN | 506060 |
| Henry-Konstante | 4.1×10-2 mol/(m3Pa) at 25℃, Wang et al. (2017) |
| Dielektrizitätskonstante | 9.0500000000000007 |
| Stabilität | Air Sensitive, Volatile |
| InChI | 1S/C5H10O/c1-5(2,3)4-6/h4H,1-3H3 |
| InChIKey | FJJYHTVHBVXEEQ-UHFFFAOYSA-N |
| SMILES | [H]C(=O)C(C)(C)C |
| CAS Datenbank | 630-19-3(CAS DataBase Reference) |
| NIST chemische Informationen | Propanal, 2,2-dimethyl-(630-19-3) |
| EPA chemische Informationen | Propanal, 2,2-dimethyl- (630-19-3) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+P352, P303+P361+P353, P304+P340, P319, P321, P332+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 66 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 25-09-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/31679 |
| Gefahrenübersicht | An irritant[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Flam. Liq. 2 (100%) |
| F | 8 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1989 3/PG 2 |
| Zollcode | 29121900 |
| R-Sätze (R) | 11-37/38-43 |
| Gefahrensymbole | F,Xi,F+ |
| Sicherheitshinweise (S) | 16-23-33-24 |
| Gefahrenklasse | 3Eye Irrit. 2Flam. Liq. 2Skin Irrit. 2STOT SE 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Beschreibung
Trimethylacetaldehyde (also known as Pivaldehyde) is the trimethyl form of acetaldehyde. It is an aldehyde with a sterically bulky R group, the tertiary-butyl group being attached to the carbonyl, >C=O. It is a useful reagent in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. It is useful in streoselective synthesis application as well as in aldol condensation reactions. As a derivative of acetaldehyde, trimethyl acetaldehyde can be used for the production of acetate. It can also be used as the precursor for manufacturing of pyridine derivatives, pentaerythritol, and crotonaldehyde.
Verwenden
Commonly used building block in aldol condensation reactions.