1,3-Butadienylacetat

Bezeichnung:1,3-Butadienylacetat

CAS-Nr1515-76-0

Englisch Name:1-ACETOXY-1,3-BUTADIENE

CBNumberCB6244909

SummenformelC6H8O2

Molgewicht112.13

MOL-Datei1515-76-0.mol

Synonyma

1,3-Butadienylacetat

1,3-Butadienylacetat physikalisch-chemischer Eigenschaften

Siedepunkt	60-61 °C40 mm Hg(lit.)
Dichte	0.96 g/mL at 20 °C(lit.)
Dampfdruck	40 mm Hg ( 60 °C)
Brechungsindex	n20/D 1.47
Flammpunkt	92 °F
storage temp.	2-8°C
Aggregatzustand	Liquid
BRN	1743394
CAS Datenbank	1515-76-0(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	10-21/22-36/37/38
S-Sätze:	26-36/37
RIDADR	UN 1992 3/PG 3
WGK Germany	3
RTECS-Nr.	EJ1225000
HazardClass	3
PackingGroup	III
HS Code	2915390090
Toxizität	skn-rbt 100 mg/24H open AIHAAP 23,95,62

Gefahreninformationscode (GHS)

1-ACETOXY-1,3-BUTADIENE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R10:Entzündlich.
R21/22:Gesundheitsschädlich bei Berührung mit der Haut und beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
Chemische Eigenschaften
clear colorless to slightly yellow viscous liquid
Verwenden
1-Acetoxy-1,3-butadiene was used as diene in the following reactions:
- Diels-Alder reaction with ortho-carbazolequinones to yield benzocarbazolequinone.
- Diels-Alder reaction with diethyl ketovinylphosphonate, with and without Lewis acid assistance.
- Diels-Alder reaction with methyl acrylate to yield racemic forms of 2-hydroxy-3-cyclohexenecarboxylic acid.
It was used for the reaction with dienophiles such as maleimides, a juglone, a butyne-1,4-dione and methyl 2-(4-methylphenyl)-2H-azirine-3-carboxylate and during visible light photocatalysis. It was also used as reactant during intermolecular oxa-Pictet-Spengler cyclization.
Allgemeine Beschreibung
1-Acetoxy-1,3-butadiene (1-ABD) can be generated by potassium or sodium acetate catalyzed reaction between crotonaldehyde and acetic anhydride. The product is a mixture of cis and trans forms, that has been confirmed by its physical properties and IR spectra. It is reported to be formed as a major product during the acetoxylation of 1,3-butadiene (BD) in gas-phase in the presence of Pd-KOAc (palladium-potassium acetate) catalyst. 1-ABD participates as 2Π or 4Π diene in cycloaddition reactions. Enantioselective Diels Alder reaction of 2-methoxy-5-methyl-1,4-benzoquinone with 1-ABD in the presence of molecular sieves (mesh size:4?) has been reported.
Sicherheitsprofil
Poison by inhalation. Moderatelytoxic by other routes. A skin irritant. Mutation datareported. When heated to decomposition it emits acridsmoke.
läuterung methode
The commercial sample is stabilised with 0.1% of p-tert-butylcatechol. If the material contains crotonaldehyde (by IR, used in its synthesis), it should be dissolved in Et2O, shaken with 40% aqueous sodium bisulfite, then 5% aqueous Na2CO3, water, dried (Na2SO4) and distilled several times in a vacuum through a Widmer [Helv Chim Acta 7 59 1924] (p 11) or Vigreux column (p 11) [Wicterle & Hudlicky Collect Czech Chem Commun 12 564 1947, Hagemeyer & Hull Ind Eng Chem 41 2920 1949]. [Beilstein 2 III 295.]

1-ACETOXY-1,3-BUTADIENE Upstream-Materialien And Downstream Produkte

1,3-Butadienylacetat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

1515-76-0, 1-ACETOXY-1,3-BUTADIENE Verwandte Suche:

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