1-ACETOXY-1,3-BUTADIENE
![1-ACETOXY-1,3-BUTADIENE Structure](CAS/GIF/1515-76-0.gif)
- CAS No.
- 1515-76-0
- Chemical Name:
- 1-ACETOXY-1,3-BUTADIENE
- Synonyms
- 1-Acetoxybutadiene;Butadienyl acetate;1,3-BUTADIENYL ACETATE;1-ACETOXY-1,3-BUTADIENE;1,3-butadien-1-ol,acetate;1,3-BUTADIEN-1-YL ACETATE;Acetic acid-1,3-butadienyl;(E)-1,3-Butadienyl acetate;Buta-1,3-dien-1-yl acetate;(1E)-1,3-Butadienyl acetate
- CBNumber:
- CB6244909
- Molecular Formula:
- C6H8O2
- Molecular Weight:
- 112.13
- MOL File:
- 1515-76-0.mol
- Modify Date:
- 2023/4/23 13:52:06
Boiling point | 60-61 °C40 mm Hg(lit.) |
---|---|
Density | 0.96 g/mL at 20 °C(lit.) |
vapor pressure | 40 mm Hg ( 60 °C) |
refractive index |
n |
Flash point | 92 °F |
storage temp. | 2-8°C |
form | Liquid |
BRN | 1743394 |
CAS DataBase Reference | 1515-76-0(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() ![]() GHS02,GHS06 |
---|---|
Signal word | Danger |
Hazard statements | H226-H302-H311-H315-H319-H335 |
Precautionary statements | P210-P233-P280-P301+P312-P303+P361+P353-P305+P351+P338 |
Hazard Codes | Xn |
Risk Statements | 10-21/22-36/37/38 |
Safety Statements | 26-36/37 |
RIDADR | UN 1992 3/PG 3 |
WGK Germany | 3 |
RTECS | EJ1225000 |
HazardClass | 3 |
PackingGroup | III |
HS Code | 2915390090 |
Toxicity | skn-rbt 100 mg/24H open AIHAAP 23,95,62 |
1-ACETOXY-1,3-BUTADIENE Chemical Properties,Uses,Production
Chemical Properties
clear colorless to slightly yellow viscous liquid
Uses
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.
General Description
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.
Safety Profile
Poison by inhalation. Moderatelytoxic by other routes. A skin irritant. Mutation datareported. When heated to decomposition it emits acridsmoke.
Purification Methods
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 Preparation Products And Raw materials
Raw materials
Preparation Products
1-ACETOXY-1,3-BUTADIENE Suppliers
Supplier | Tel | Country | ProdList | Advantage | Inquiry |
---|---|---|---|---|---|
VSK LIFE SCIENCES PRIVATE LIMITED | +91 7995529789 | Hyderabad, India | 220 | 58 | Inquiry |
Dayang Chem (Hangzhou) Co.,Ltd. | 571-88938639 +8617705817739 | China | 52861 | 58 | Inquiry |
Alfa Chemistry | United States | 24072 | 58 | Inquiry | |
GIHI CHEMICALS CO.,LIMITED | +8618058761490 | China | 49999 | 58 | Inquiry |
Aladdin Scientific | +1-+1(833)-552-7181 | United States | 52927 | 58 | Inquiry |
ABCR GmbH & CO. KG | 49 721 95061 0 | Germany | 6846 | 75 | Inquiry |
Aikon International Limited | 025-58851090 13611564524 | China | 15952 | 58 | Inquiry |
Suzhou yacoo science co.,Ltd | 0512-87182056 18013166090 | China | 7300 | 60 | Inquiry |
Sichuan Yiyan Pharmaceutical Research | 19949968070 | China | 919 | 58 | Inquiry |
Beijing FYF Chemicals Co., Ltd | 18612870288; 18612870288 | China | 4404 | 58 | Inquiry |
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