Synthesis of acrolein

Preparation of acrolein

Acrolein is obtained  by dehydrating glycerol with potassium bisulphate.

Preparation of acrolein

Preparation of acrolein

To the round-bottom flask fitted with dropping funnel and gas outlet 100 g glycerol, 80 g potassium bisulfate and 20 g anhydrous sodium sulfate are placed. The gas outlet tube is connected with another flask, which is further connected to a condenser.

Preparation of acrolein

Preparation of acrolein

The reaction flask is immersed in an oil or silicon oil bath and heated to 160-180° C. After heating is applied reaction products – water and acrolein pass over into the second flask with 1 g hydroquinone (to prevent polymerization ). When the acrolein starts to distill, additional 100 g of glycerol are placed from the dropping-funnel. The duration of the dehydration reaction is about 4-5 hours and by the end heating should be about 250° C. In the receiver flask a liquid collects which separates into two layers. The upper layer is separated off, washed with sodium carbonate solution, dried over calcium chloride and distilled. To prevent polymerisation the distilled reaction product should contain 0.1-0.2 g hydroquinone. Acrolein is clear liquid boiling at 52° C and solidifying at — 88° C, miscible with water and with most organic solvents.

The war gases chemistry and analysis, by M. Sartory, 141-142, 1939.

IUPAC Name

prop-2-enal

InChI

InChI=1S/C3H4O/c1-2-3-4/h2-3H,1H2

InChI Key

HGINCPLSRVDWNT-UHFFFAOYSA-N

Canonical SMILES

C=CC=O

MeSH Synonyms

2 Propenal, 2-Propenal, Acraldehyde, Acrolein, Acrylaldehyde, Acrylic Aldehyde, Aldehyde, Acrylic, Aldehyde, Allyl, Aldehyde, Ethylene, Allyl Aldehyde, Aqualin, Ethylene Aldehyde

Depositor-Supplied Synonyms

ACROLEIN, Acrylaldehyde, 2-Propenal, Propenal, Acrylic aldehyde, prop-2-enal, Allyl aldehyde, Ethylene aldehyde, Acraldehyde, Aqualin, Magnacide H, Aqualine, Crolean, Slimicide, 107-02-8, 2-Propen-1-one, Prop-2-en-1-al, Magnacide, Acrylaldehyd, Akrolein, Akroleina, Biocide, trans-Acrolein, Aldeide acrilica, Aldehyde acrylique, Acraldehydeacroleina, NSC 8819, Propenaldehyde, Acroleina, Acroleine, Papite, Rcra waste number P003, Akrolein [Czech], Propenal [Czech], Acrolein, inhibited, Propenal, inhibited, Magnacide H and B, Akroleina [Polish], Acroleina [Italian], Acrylaldehyd [German], Caswell No. 009, CHEBI:15368, CHEMBL721, RCRA waste no. P003, Acroleine [Dutch, French], Acrylic aldehyde, inhibited, Aldeide acrilica [Italian], Aldehyde acrylique [French], UN 1092, UNII-7864XYD3JJ, Acraldehydeacroleina [Italian], CCRIS 3278, HSDB 177, HGINCPLSRVDWNT-UHFFFAOYSA-N, EINECS 203-453-4, UN1092, EPA Pesticide Chemical Code 000701, AI3-24160, 2-Propenal, homopolymer, enals, enones, polyacrolein, Allylaldehyde, Aerolein, Acrolein Monomer, Magnacide B, 2-Propenaldehyde, prop-2-en -1-al, PubChem23303, DSSTox_CID_23, CH2=CHCHO, AC1L1POR, Epitope ID:143621, AC1Q2A9V, DSSTox_RID_75326, WLN: VH1U1, Acroleine(DUTCH, FRENCH), DSSTox_GSID_20023, 5S06230_SUPELCO, 110221_ALDRICH, 7864XYD3JJ, GTPL2418, 01679_FLUKA, 01680_FLUKA, CHEBI:51688, CHEBI:51689, CTK0H5093, NSC8819, MolPort-001-779-683, LTBB002013, NSC-8819, Tox21_200984, LS-422, AKOS000120766, Acrolein (stabilized with hydroquinone), NCGC00091484-01, NCGC00091484-02, NCGC00258537-01, 25068-14-8, Acrolein, inhibited [UN1092] [Poison], AN-22460, CAS-107-02-8, Acrolein, inhibited [UN1092] [Poison], DB-026460, A0137, FT-0605493, FT-0621871, C01471, InChI=1/C3H4O/c1-2-3-4/h2-3H,1H, 33383-EP2272972A1, 33383-EP2272973A1, 33383-EP2277872A1, 33383-EP2280002A1, 33383-EP2305661A1, 33383-EP2311815A1, 33383-EP2371803A1, 33383-EP2374538A1, 33383-EP2377842A1, 33383-EP2377843A1, A801558, 3B4-3684, I14-6377, 25314-61-8

Removed Synonyms

Acquinite, Propylene aldehyde, Aldehyde, Allyl, 2 Propenal, Aldehyde, Acrylic, Aldehyde, Ethylene, prop-2-en-1-one, CID7847, D000171

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