Crotonaldehyde
| Names | |
|---|---|
| IUPAC name
(2E)-but-2-enal | |
| Other names
Crotonaldehyde Crotonic aldehyde β-Methacrolein β-Methyl acrolein 2-butenal Propylene aldehyde | |
| Identifiers | |
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3D model (JSmol) |
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| DrugBank | |
| ECHA InfoCard | 100.021.846 |
| EC Number |
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| KEGG | |
PubChem CID |
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| RTECS number |
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| UNII |
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| UN number | 1143 |
CompTox Dashboard (EPA) |
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| Properties | |
| C4H6O | |
| Molar mass | 70.091 g·mol−1 |
| Appearance | colourless liquid |
| Odor | pungent, suffocating odor |
| Density | 0.846 g/cm3 |
| Melting point | −76.5 °C (−105.7 °F; 196.7 K) |
| Boiling point | 104.0 °C (219.2 °F; 377.1 K) |
| 18% (20 °C) | |
| Solubility | very soluble in ethanol, ethyl ether, acetone soluble in chloroform miscible in benzene |
| Vapor pressure | 19 mmHg (20 °C) |
Refractive index (nD) |
1.4362 |
| Hazards | |
| GHS labelling: | |
| Danger | |
| H225, H301, H310, H311, H315, H318, H330, H335, H341, H373, H400 | |
| P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P270, P271, P273, P280, P281, P284, P301+P310, P302+P350, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P312, P314, P320, P321, P322, P330, P332+P313, P361, P362, P363, P370+P378, P391, P403+P233, P403+P235, P405, P501 | |
| NFPA 704 (fire diamond) | |
| Flash point | 13 °C (55 °F; 286 K) |
| 207 °C (405 °F; 480 K) | |
| Explosive limits | 2.1–15.5% |
| Lethal dose or concentration (LD, LC): | |
LC50 (median concentration) |
600 ppm (rat, 30 min) 1375 ppm (rat, 30 min) 519 ppm (mouse, 2 hr) 1500 ppm (rat, 30 min) |
LCLo (lowest published) |
400 ppm (rat, 1 hr) |
| NIOSH (US health exposure limits): | |
PEL (Permissible) |
TWA 2 ppm (6 mg/m3) |
REL (Recommended) |
TWA 2 ppm (6 mg/m3) |
IDLH (Immediate danger) |
50 ppm |
| Related compounds | |
Related alkenals |
Acrolein |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references | |
Crotonaldehyde is a chemical compound with the formula CH3CH=CHCHO. The compound is usually sold as a mixture of the E- and Z-isomers, which differ with respect to the relative position of the methyl and formyl groups. The E-isomer is more common (data given in Table is for the E-isomer). This lachrymatory liquid is moderately soluble in water and miscible in organic solvents. As an unsaturated aldehyde, crotonaldehyde is a versatile intermediate in organic synthesis. It occurs in a variety of foodstuffs, e.g. soybean oils.