ChemicalBook > CAS DataBase List > 1-ACETOXY-1,3-BUTADIENE

1-ACETOXY-1,3-BUTADIENE

Product Name
1-ACETOXY-1,3-BUTADIENE
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
Formula Weight
112.13
MOL File
1515-76-0.mol
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1-ACETOXY-1,3-BUTADIENE Property

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 
n20/D 1.47
Flash point:
92 °F
storage temp. 
2-8°C
form 
Liquid
BRN 
1743394
CAS DataBase Reference
1515-76-0(CAS DataBase Reference)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H302Harmful if swallowed

H311Toxic in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
220868
Product name
1-Acetoxy-1,3-butadiene
Purity
mixture of cis and trans
Packaging
10g
Price
$308
Updated
2024/03/01
Usbiological
Product number
408671
Product name
1-Acetoxy-1,3-butadiene
Packaging
500mg
Price
$355
Updated
2021/12/16
TRC
Product number
A164285
Product name
1-Acetoxy-1,3-butadiene
Packaging
1g
Price
$120
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0006438
Product name
1-ACETOXY-1,3-BUTADIENE
Purity
95.00%
Packaging
10G
Price
$1232.15
Updated
2021/12/16
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1-ACETOXY-1,3-BUTADIENE Chemical Properties,Usage,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

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1-ACETOXY-1,3-BUTADIENE Suppliers

Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
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40228
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Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
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Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
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44688
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Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42958
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Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12984
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Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
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China
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Suzhou yacoo science co.,Ltd
Tel
0512-87182056 18013166090
Fax
0512-87182056
Email
lingling.qi@yacoo.com.cn
Country
China
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Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
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51456
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Shanghai Enchem Industry Co., Ltd.
Tel
15021317485
Fax
021-58109752
Country
China
ProdList
1403
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Xuzhou ZhuoYun New Material Technology Co., Ltd.
Tel
0516- 13776763863
Fax
-
Email
zhangqinli.ok@163.com
Country
China
ProdList
1178
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1515-76-0, 1-ACETOXY-1,3-BUTADIENERelated Search:


  • (1E)-1,3-Butadienyl acetate
  • 1,3-butadien-1-ol,acetate
  • 1,3-Butadienylester kyseliny octove
  • 1,3-butadienylesterkyselinyoctove
  • 1-acetoxy-1,3-butadiene,mixtureofisomers
  • 1-Acetoxybutadiene
  • Acetic acid, 1,3-butadienyl ester
  • aceticacid,1,3-butadienylester
  • Butadienyl acetate
  • 1-ACETOXY-1,3-BUTADIENE
  • 1-ACETOXY-1,3-BUTADIENE (CIS+TRANS)
  • 1-ACETOXY-1,3-BUTADIENE, MIXTURE OF CIS AND TRANS
  • 1-Acetoxy-1,3-butadiene, 97% mixture of isomers
  • crotonaldehyde enol acetate
  • 1-ACETOXY-1,3-BUTADIENE, CIS + TRANS , STABILIZED WITH 0.1% 4-TERT-BUTYLCATECHOL
  • 1-ACETOXY-1,3-BUTADIENE, CIS + TRANS, 90+%, STAB. WITH 0.1%
  • 1-Acetoxy-1,3-butadiene, cis + trans, 90+%, stab. with 0.1% 4-tert-butylcatechol
  • 1-Acetoxy-1,3-butadiene, cis + trans, 95%, stab. with 0.1% 4-tert-butylcatechol
  • Acetic acid-1,3-butadienyl
  • (1E)-1,3-Butadiene-1-ol acetate
  • (1E)-1-Acetoxy-1,3-butadiene
  • (E)-1,3-Butadienyl acetate
  • Acetic acid (1E)-1,3-butadienyl ester
  • 1,3-BUTADIEN-1-YL ACETATE
  • 1,3-BUTADIENYL ACETATE
  • (E)-buta-1,3-dien-1-yl acetate
  • 1,3-Butadien-1-ol, 1-acetate
  • Buta-1,3-dien-1-yl acetate
  • 1515-76-0
  • CH2CHCHCHOCOCH3
  • Building Blocks
  • C6 to C7
  • Carbonyl Compounds
  • Organic Building Blocks
  • Esters