Acrolein is the simplest unsaturated

Saturation (chemistry)

In chemistry, saturation has six different meanings, all based on reaching a maximum capacity...

 aldehyde

Aldehyde

An aldehyde is an organic compound containing a formyl group. This functional group, with the structure R-CHO, consists of a carbonyl center bonded to hydrogen and an R group....

. It is produced widely but is most often immediately reacted with other products due to its instability and toxicity. It has a piercing, disagreeable, acrid smell; the smell of burnt fat (as when cooking oil

Cooking oil

Cooking oil is purified fat of plant origin, which is usually liquid at room temperature ....

 is heated to its smoke point

Smoke point

The smoke point generally refers to the temperature at which a cooking fat or oil begins to break down to glycerol and free fatty acids, and produce bluish smoke. The glycerol is then further broken down to acrolein which is a component of the smoke. It is the presence of the acrolein that causes...

) is caused by glycerol

Glycerol

Glycerol is a simple polyol compound. It is a colorless, odorless, viscous liquid that is widely used in pharmaceutical formulations. Glycerol has three hydroxyl groups that are responsible for its solubility in water and its hygroscopic nature. The glycerol backbone is central to all lipids...

 in the burning fat breaking down into acrolein.
Acrolein is prepared industrially by oxidation of propene. Efforts are under way to use propane

Propane

Propane is a three-carbon alkane with the molecular formula , normally a gas, but compressible to a transportable liquid. A by-product of natural gas processing and petroleum refining, it is commonly used as a fuel for engines, oxy-gas torches, barbecues, portable stoves, and residential central...

 as feedstock for the synthesis; however, this is more difficult.
Several million tons of acrolein are produced each year.

When glycerol

Glycerol

Glycerol is a simple polyol compound. It is a colorless, odorless, viscous liquid that is widely used in pharmaceutical formulations. Glycerol has three hydroxyl groups that are responsible for its solubility in water and its hygroscopic nature. The glycerol backbone is central to all lipids...

 is heated to 280 °C, it decomposes into acrolein.
Acrolein may also be produced on lab scale by the reaction of potassium bisulfate on glycerol (glycerine).
Acrolein is used in the preparation of polyester resin

Polyester resin

Polyester resins are unsaturated resins formed by the reaction of dibasic organic acids and polyhydric alcohols. Polyester resins are used in sheet moulding compound, bulk moulding compound and the toner of laser printers...

, polyurethane

Polyurethane

A polyurethane is any polymer composed of a chain of organic units joined by carbamate links. Polyurethane polymers are formed through step-growth polymerization, by reacting a monomer with another monomer in the presence of a catalyst.Polyurethanes are...

, propylene glycol

Propylene glycol

Propylene glycol, also called 1,2-propanediol or propane-1,2-diol, is an organic compound with formula C3H8O2 or HO-CH2-CHOH-CH3...

, acrylic acid

Acrylic acid

Acrylic acid is an organic compound with the formula CH2=CHCO2H. It is the simplest unsaturated carboxylic acid, consisting of a vinyl group connected directly to a carboxylic acid terminus. This colorless liquid has a characteristic acrid or tart smell. It is miscible with water, alcohols,...

, acrylonitrile

Acrylonitrile

Acrylonitrile is the chemical compound with the formula C3H3N. This pungent-smelling colorless liquid often appears yellow due to impurities. It is an important monomer for the manufacture of useful plastics. In terms of its molecular structure, it consists of a vinyl group linked to a nitrile...

, and glycerol

Glycerol

Glycerol is a simple polyol compound. It is a colorless, odorless, viscous liquid that is widely used in pharmaceutical formulations. Glycerol has three hydroxyl groups that are responsible for its solubility in water and its hygroscopic nature. The glycerol backbone is central to all lipids...

.
Acrolein tends to polymerize when left at room temperature, leaving a gummy yellowish residue with a putrid odor.