[5] The main metabolic pathway for acrolein is the alkylation of glutathione. About 500,000 tons of acrolein are produced in this way annually in North America, Europe, and Japan. Incompatible with oxidizing agents, reducing agents,oxygen, a variety of other chemicals, light. Hyg., 94, 2003, 192-211. ass: Standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 6 K/min; Start T: -50 C; End T: 180 C; CAS no: 107028; Active phase: DB-1; Phase thickness: 1 um; Data type: Linear RI; Authors: Helmig, D.; Pollock, W.; Greenberg, J.; Zimmerman, P., Gas chromatography mass spectrometry analysis of volatile organic trace gases at Mauna Loa Observatory, Hawaii, J. Geophys. Acrolein is a highly volatile yellow liquid, mostly used for the production of acrylic acid and acrylate esters. P210-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P361-P405-P501a, Eye: Irrigate immediately Skin: Water flush immediately Breathing: Respiratory support Swallow: Medical attention immediately, inhalation, ingestion, skin and/or eye contact, Irritation eyes, skin, mucous membrane; decreased pulmonary function; delayed pulmonary edema; chronic respiratory disease, Oxidizers, acids, alkalis, ammonia, amines [Note: Polymerizes readily unless inhibited--usually with hydroquinone. It is also thought to be an intermediate in the Skraup synthesis of quinolines, but is rarely used as such due to its instability. Il cause une diminution de la capacité respiratoire et de la fonction pulmonaire, avec hyperréactivité bronchique. This page was last edited on 27 October 2020, at 13:00. The original industrial route to acrolein, developed by Degussa, involves condensation of formaldehyde and acetaldehyde: Acrolein may also be produced on lab scale by the reaction of potassium bisulfate on glycerol (glycerine).[9]. ; Marliere, F.; Baud, F.J.; Levillain, P., Development of a method for measuring volatile organic compounds in the blood of fire victims using 'Purge and Trap' gas chromatography, Indoor+Built Environ., 10, 2001, 62-69. ass: Standard polar; Column diameter: 0.25 mm; Column length: 60 m; Column type: Capillary; Heat rate: 3 K/min; Start T: 50 C; End T: 200 C; End time: 40 min; CAS no: 107028; Active phase: DB-Wax; Carrier gas: He; Phase thickness: 1 um; Data type: Normal alkane RI; Authors: Horiuchi, M.; Umano, K.; Shibamoto, T., Analysis of volatile compounds formed from fish oil heated with cysteine and trimethylamine oxide, J. Agric.
C'est un irritant de la peau et des muqueuses (oculaires et nasales). It is produced industrially from propylene and mainly used as a biocide and a building block to other chemical compounds, such as the amino acid methionine. Food Chem., 35(1), 1987, 14-18. ass: Standard non-polar; Column diameter: 0.20 mm; Column length: 25 m; Column type: Capillary; Heat rate: 6 K/min; Start T: 50 C; End T: 250 C; CAS no: 107028; Active phase: OV-101; Carrier gas: N2/He; Phase thickness: 0.10 um; Data type: Normal alkane RI; Authors: Zenkevich, I.G., Experimentally measured retention indices., 2005. ass: Standard non-polar; Column diameter: 0.53 mm; Column length: 30 m; Column type: Capillary; Heat rate: 10 K/min; Start T: 40 C; End T: 260 C; Start time: 5 min; CAS no: 107028; Active phase: DB-1; Carrier gas: He; Phase thickness: 3 um; Data type: Normal alkane RI; Authors: J&W Scientific, Solvent Retention Data, 2003. ass: Standard non-polar; Column diameter: 0.32 mm; Column length: 30 m; Column type: Capillary; Heat rate: 4 K/min; Start T: 40 C; End T: 200 C; End time: 5 min; CAS no: 107028; Active phase: SPB-1; Phase thickness: 4 um; Data type: Normal alkane RI; Authors: de Lacy Costello, B.P.J. Elle se présente sous la forme d'un liquide incolore à légèrement jaunâtre avec une odeur âcre et désagréable. Chromatogr., 845, 1999, 21-31. umn class: Standard non-polar; Column length: 2 m; Column type: Packed; Start T: 100 C; CAS no: 107028; Active phase: SE-30; Substrate: Gaschrom Q; Data type: Kovats RI; Authors: Winskowski, J., Gaschromatographische Identifizierung von Stoffen anhand von Indexziffem und unterschiedlichen Detektoren, Chromatographia, 17(3), 1983, 160-165. umn class: Semi-standard non-polar; Column type: Packed; Start T: 120 C; CAS no: 107028; Active phase: Apiezon L; Substrate: Celite 545; Data type: Kovats RI; Authors: Bogoslovsky, Yu.N. Non-occupational exposure occurs via cigarette smoking, house fires, car exhaust, heating of animal or vegetable oils, and treatment with cyclophosphamide. When glycerol (also called glycerin) is heated to 280 °C, it decomposes into acrolein: This route is attractive when glycerol is co-generated in the production of biodiesel from vegetable oils or animal fats. La charge contient 5 % à 10 % de propène, mélangé avec de l’air et un diluant (de la vapeur d’eau), ce dernier permettant de rester en dessous de la limite d’explosion. It is a colourless liquid with a piercing, acrid smell. Chromatogr., 14(6), 1996, 421-424. umn class: Semi-standard non-polar; Column length: 1.5 m; Column type: Packed; Start T: 150 C; CAS no: 107028; Active phase: Synachrom; Carrier gas: Helium; Substrate: Synachrom (60-80 mesh); Data type: Normal alkane RI; Authors: Dufka, O.; Malinsky, J.; Vladyka, J., Sorpcni materialy pro plynovou chromatographii - III, Chemicky promysl., 21/46(9), 1971, 459-463. ass: Standard polar; Column diameter: 0.53 mm; Column length: 30 m; Column type: Capillary; Heat rate: 10 K/min; Start T: 40 C; End T: 230 C; Start time: 7 min; CAS no: 107028; Active phase: DB-Wax; Carrier gas: He; Phase thickness: 1 um; Data type: Normal alkane RI; Authors: J&W Scientific, Solvent Retention Data, 2003. ass: Standard polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 3 K/min; Start T: 40 C; End T: 200 C; Start time: 10 min; CAS no: 107028; Active phase: Supelcowax-10; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Vichi, S.; Castellote, A.I. [11], In the US, EPA methods 603 and 624.1 are designed to measure acrolein in industrial and municipal wastewater streams.

Callahan, R.W. ; Pizzale, L.; Conte, L.S. The process uses air as the source of oxygen and requires metal oxides as heterogeneous catalysts:[5]. The dehydration of glycerol has been demonstrated but has not proven competitive with the route from petrochemicals.[8]. CopyCopied, CSID:7559, http://www.chemspider.com/Chemical-Structure.7559.html (accessed 21:28, Oct 27, 2020) Via Diels-Alder reactions, it is a precursor to some commercial fragrances, including lyral, norbornene-2-carboxaldehyde, and myrac aldehyde. Elle prend naissance à chaud dans les graisses et les huiles (d'où son nom : âcre-oléine). [19][20] E-cigarettes, used normally, only generate "negligible" levels of acrolein (less than 10 µg "per puff").[21][22]. [12] Acrolein acts in an immunosuppressive manner and may promote regulatory cells,[13] thereby preventing the generation of allergy on the one hand, but also increasing the risk of cancer. [4], Acrolein is prepared industrially by oxidation of propene. [23] Acrolein produced during cyclophosphamide treatment collects in the urinary bladder and if untreated can cause hemorrhagic cystitis. Il est hautement lacrymogène. Packaging 25, 500 mL in Sure/Seal™ Safety & Documentation.

[15] In terms of the "noncarcinogenic health quotient" for components in cigarette smoke, acrolein dominates, contributing 40 times more than the next component, hydrogen cyanide. It forms acetals readily, a prominent one being the spirocycle derived from pentaerythritol, diallylidene pentaerythritol. The name is a contraction of ‘acrid’ (referring to its pungent smell) and ‘oleum’ (referring to its oil-like consistency). Safety Information. Jan F. Stevens and Claudia S. Maier, "Acrolein: Sources, metabolism, and biomolecular interactions relevant to human health and disease", 3,4-epoxycyclohexylmethyl-3’,4’-epoxycyclohexane carboxylate, Occupational Safety and Health Administration, National Institute for Occupational Safety and Health, Ullmann's Encyclopedia of Industrial Chemistry, "The reaction network in propane oxidation over phase-pure MoVTeNb M1 oxide catalysts", "Surface chemistry of phase-pure M1 MoVTeNb oxide during operation in selective oxidation of propane to acrylic acid", CDC - NIOSH Pocket Guide to Chemical Hazards, "Janus-faced Acrolein prevents allergy but accelerates tumor growth by promoting immunoregulatory Foxp3+ cells: Mouse model for passive respiratory exposure", "8 Chemicals Have Been Identified in Pasir Gudang's Kim Kim River, Here's What They Are", "Acrolein is a major cigarette-related lung cancer agent: Preferential binding at p53 mutational hotspots and inhibition of DNA repair", Proceedings of the National Academy of Sciences, "Comparison of carcinogen, carbon monoxide, and ultrafine particle emissions from narghile waterpipe and cigarette smoking: Sidestream smoke measurements and assessment of second-hand smoke emission factors", "Electronic cigarette solutions and resultant aerosol profiles", "A Real-Time Fast-Flow Tube Study of VOC and Particulate Emissions from Electronic, Potentially Reduced-Harm, Conventional, and Reference Cigarettes", "E - cigarettes: an evidence update A report commissioned by Public Health England", "Emissions from electronic cigarettes: Key parameters affecting the release of harmful chemicals", Appendix A To Part 136 Methods For Organic Chemical Analysis of Municipal and Industrial Wastewater, Method 603—Acrolein And Acrylonitrile>, Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide), 2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate, https://en.wikipedia.org/w/index.php?title=Acrolein&oldid=985700763, Chemical articles with multiple compound IDs, Multiple chemicals in an infobox that need indexing, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Articles with unsourced statements from March 2020, Articles with unsourced statements from April 2020, Creative Commons Attribution-ShareAlike License.

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