Isopropenyl acetate

Structural formula
General
Surname	Isopropenyl acetate
other names	Isopropenyl acetate; 1-propen-2-ol-acetate ( IUPAC );
Molecular formula	C 5 H 8 O 2
Brief description	colorless liquid with an aromatic odor
External identifiers / databases
EC number	203-562-7
ECHA InfoCard	100.003.239
PubChem	7916
Wikidata	Q27259352
properties
Molar mass	100.12 g mol −1
Physical state	liquid
density	0.918 g cm −3
Melting point	−93 ° C
boiling point	97 ° C
Vapor pressure	23 hPa (20 ° C)
solubility	soluble in water (32.5 g l −1 at 20 ° C)
Refractive index	1.401 (20 ° C)
safety instructions
H and P phrases	H: 225-335
	P: 210-370 + 378-403 + 235
Toxicological data	3000 mg kg −1 ( LD 50 , rat , oral ) ; > 2000 mg kg −1 ( LD 50 , rat , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Isopropenyl acetate is a chemical compound from the group of carboxylic acid esters .

Extraction and presentation

Isopropenyl acetate can be obtained by reacting ethenone with acetone .

properties

Isopropenyl acetate is a highly flammable, moisture-sensitive, volatile, colorless liquid with an aromatic odor, which is soluble in water. Its aqueous solution is acidic. The compound reacts with alcohols and amines to form esters and amides .

use

Isopropenyl acetate can be used as an acetylating agent, which forms enol acetates from enolizable aldehydes or ketones by transesterification . It is used as an intermediate in the manufacture of acetyl acetone , as a comonomer for plastics and as an acetylating agent in the pharmaceutical industry.

safety instructions

The vapors of isopropenyl acetate can form an explosive mixture with air ( flash point 4 ° C, ignition temperature 395 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on isopropenyl acetate in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
↑ ^a ^b Toxicological assessment of isopropenyl acetate (PDF) at the professional association raw materials and chemical industry (BG RCI), accessed on May 1, 2018.
↑ ^a ^b Data sheet Isopropenyl acetate, ≥99.0% (GC) from Sigma-Aldrich , accessed on September 11, 2017 ( PDF ).
↑ Isopropenyl acetate data sheet (PDF) from Merck , accessed on September 11, 2017.

↑ Houben-Weyl Methods of Organic Chemistry Vol. XI / 2, 4th Edition: Amines II (Aziridines, Azedidines, Amino Acids, Lactams, Quaternary Ammonium Salts, Nitrogen-Sulfur Compounds) . Georg Thieme Verlag, 2014, ISBN 978-3-13-180614-7 , p. 34 ( books.google.de ).

↑ Entry on isopropenyl acetate. In: Römpp Online . Georg Thieme Verlag, accessed on September 11, 2017.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on isopropenyl acetate in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .

[BG_Chemie-2] Toxicological assessment of isopropenyl acetate (PDF) at the professional association raw materials and chemical industry (BG RCI), accessed on May 1, 2018.

[Sigma-3] Data sheet Isopropenyl acetate, ≥99.0% (GC) from Sigma-Aldrich , accessed on September 11, 2017 ( PDF ).

[Merck-4] Isopropenyl acetate data sheet (PDF) from Merck , accessed on September 11, 2017.

[5] Houben-Weyl Methods of Organic Chemistry Vol. XI / 2, 4th Edition: Amines II (Aziridines, Azedidines, Amino Acids, Lactams, Quaternary Ammonium Salts, Nitrogen-Sulfur Compounds) . Georg Thieme Verlag, 2014, ISBN 978-3-13-180614-7 , p. 34 ( books.google.de ).

[RömppOnline-6] Entry on isopropenyl acetate. In: Römpp Online . Georg Thieme Verlag, accessed on September 11, 2017.