Pivalaldehyd

Bezeichnung:Pivalaldehyd

CAS-Nr630-19-3

Englisch Name:Pivaldehyde

CBNumberCB2174507

SummenformelC5H10O

Molgewicht86.13

MOL-Datei630-19-3.mol

Synonyma

Pivalaldehyd

Pivalaldehyd physikalisch-chemischer Eigenschaften

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
storage temp.	2-8°C
Löslichkeit	Chloroform, Ethyl Acetate (Slightly), Methanol (Slightly)
Aggregatzustand	Liquid
Farbe	Clear colorless
Wichte	0.793
Wasserlöslichkeit	Negligible
Sensitive	Air Sensitive
BRN	506060
Dielectric constant	9.0500000000000007
Stabilität	Air Sensitive, Volatile
InChIKey	FJJYHTVHBVXEEQ-UHFFFAOYSA-N
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

Kennzeichnung gefährlicher	F,Xi,F+
R-Sätze:	11-37/38-43
S-Sätze:	16-23-33-24
RIDADR	UN 1989 3/PG 2
WGK Germany	3
F	8
TSCA	Yes
HazardClass	3
PackingGroup	III
HS Code	29121900

Gefahreninformationscode (GHS)

Pivaldehyde Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R11:Leichtentzündlich.
R37/38:Reizt die Atmungsorgane und die Haut.
R43:Sensibilisierung durch Hautkontakt möglich.
S-Sätze Betriebsanweisung:
S16:Von Zündquellen fernhalten - Nicht rauchen.
S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S33:Maßnahmen gegen elektrostatische Aufladungen treffen.
S24:Berührung mit der Haut vermeiden.
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.
Chemische Eigenschaften
Clear colorless liquid
Verwenden
Trimethylacetaldehyde is used as a stereoselective synthesis application. It is also used as a building block used in aldol condensation reactions. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff.
Verwenden
Commonly used building block in aldol condensation reactions.
Definition
ChEBI: 2,2-dimethylpropanal is a member of the class of propanals that is propanal substituted by two methyl groups at position 2. It is a member of propanals and a 2-methyl-branched fatty aldehyde.
Application
Pivaldehyde is a hazardous by-product released from engine exhaust and is often used as a raw material for organic synthesis or as a reagent in chemical reactions. It can be copolymerised with aldehyde anions, such as acrolein, to prepare unsaturated polyacetals, or a TBPB initiated decarbonylative cascade cyclization of ortho-cyanoarylacrylamides with pivaldehyde leads to tert-butyl containing quinolone-2,4(1H,3H)-diones by formation of both C(sp³)–C(sp³) and C(s^p3)–C(sp²) bonds. As well as probing the absolute rate constants of its autoxidation, etc^[1-3].
Einzelnachweise
[1] A. LAPENA; R. S; J L Mateo. Anionic copolymerization of acrolein with aldehydes. III[J]. Journal of Polymer Science: Polymer Symposia, 1973. DOI:10.1002/polc.5070420133.
[2] CUI ZHANG. Decarbonylative cascade cyclization of ortho-cyanoarylacrylamides with pivaldehyde: Access to tert-butyl containing quinolone-2,4(1H,3H)-diones[J]. Tetrahedron, 2022. DOI:10.1016/j.tet.2021.132547.
[3] G. ZAIKOV K. I J Howard. Absolute rate constants for hydrocarbon autoxidation. XIII. Aldehydes: photo-oxidation, co-oxidation, and inhibition[J]. Canadian Journal of Chemistry, 1969. DOI:10.1139/V69-500.
Einzelnachweise
Ho, Tse Lok, et al. Pivaldehyde. Fieser and Fieser's Reagents for Organic Synthesis. John Wiley & Sons, Inc. 2006.
https://en.wikipedia.org/wiki/Acetaldehyde#Uses
https://en.wikipedia.org/wiki/Pivaldehyde
https://www.alfa.com/en/catalog/A15013/

Pivaldehyde Upstream-Materialien And Downstream Produkte

Pivalaldehyd Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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