| Identification | More | [Name]
Crotonaldehyde | [CAS]
123-73-9 | [Synonyms]
2-BUTEN-1-AL
2-BUTENAL
BETA-METHYLACROLEIN
BUTENAL
CROTINALDEHYDE
CROTONALDEHYDE
(E)-2-BUTENAL
TRANS-2-BUTENAL
(2E)-2-Butenal
(e)-2-butena
(E)-but-2-enal
(e)-crotonaldehyd
(E)-Crotonaldehyde
2(E)-Butenal
2-Butenal, (E)-
2-Butenal,(2E)-
2-Butenal,(E)-
Aldehyde crotonique
aldehydecrotonique
aldehydecrotonique(french) | [EINECS(EC#)]
204-647-1 | [Molecular Formula]
C4H6O | [MDL Number]
MFCD00007003 | [Molecular Weight]
70.09 | [MOL File]
123-73-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Crotonaldehyde is water-white (turns paleyellow on contact with air) with an irritating, pungent, suffocating odor. | [Melting point ]
−76 °C(lit.)
| [Boiling point ]
104 °C(lit.)
| [density ]
0.853 g/mL at 20 °C(lit.)
| [vapor density ]
2.41 (vs air)
| [vapor pressure ]
32 mm Hg ( 20 °C)
| [refractive index ]
n20/D 1.437
| [Fp ]
48 °F
| [storage temp. ]
2-8°C
| [solubility ]
water: soluble425.4g/L at 20°C | [form ]
Liquid | [color ]
Clear | [Odor]
Pungent | [explosive limit]
19.5% | [Water Solubility ]
150 g/L (20 ºC) | [Merck ]
14,2596 | [BRN ]
906731 | [Exposure limits]
TLV-TWA 6 mg/m3 (2 ppm)(ACGIH); IDLH
400 ppm (NIOSH). | [Stability:]
Light Sensitive | [InChIKey]
MLUCVPSAIODCQM-NSCUHMNNSA-N | [LogP]
0.600 | [CAS DataBase Reference]
123-73-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Crotonaldehyde(123-73-9) | [EPA Substance Registry System]
123-73-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
F,T+,N | [Risk Statements ]
R11:Highly Flammable.
R24/25:Toxic in contact with skin and if swallowed .
R26:Very Toxic by inhalation.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R48/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed .
R50:Very Toxic to aquatic organisms.
R68:Possible risk of irreversible effects. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [OEB]
B | [OEL]
TWA: 2.0 ppm; 6.0 mg/m3 | [RIDADR ]
UN 1143 6.1/PG 1
| [WGK Germany ]
3
| [RTECS ]
GP9625000
| [F ]
9-13-23 | [Autoignition Temperature]
320 °F | [HazardClass ]
6.1 | [PackingGroup ]
I | [HS Code ]
29121990 | [Safety Profile]
Suspected carcinogen.
A poison by ingestion, subcutaneous, and
intraperitoneal routes. Mutation data
reported. A lachrymating material that is
very dangerous to the eyes. Human
respiratory system irritant by inhalation. Can
cause corneal burns and is irritating to the
skin. In case of contact, immediately flush
the skin or eyes with water for at least 15
minutes and get medlcal attention. See also
ALDEHYDES. Dangerous fire hazard
when exposed to heat or flame. To fight
fire, use alcohol foam, Con, dry chemical.
Incompatible with 1,3-butadiene and
oxidizing materials. When heated to
decomposition it emits acrid smoke and
fumes. | [Hazardous Substances Data]
123-73-9(Hazardous Substances Data) |
| Hazard Information | Back Directory | [General Description]
Water-white to straw-colored liquid with a pungent, suffocating odor. Used as a chemical intermediate in a variety of industrial processes (surfactants, textiles, paper, fuels, insecticides, leather tanning, etc.). Used in chemical warfare. | [Reactivity Profile]
(E)-CROTONALDEHYDE(123-73-9) is an aldehyde. (E)-CROTONALDEHYDE(123-73-9) can react violently with strong oxidizing reagents, e.g., reaction with conc. nitric acid leads to instantaneous ignition [Andrussow, L., Chim. Ind. (Paris), 1961, 86, p. 542]. In contact with strong acids or bases (E)-CROTONALDEHYDE(123-73-9) will undergo an exothermic condensation reaction. Reaction with 1,3-butadiene is particularly violent [Greenlee, K. W., Chem. Eng. News, 1948, 26, p. 1985]. Crotonaldehyde may rapidly polymerize with ethyl acetoacetate (Soriano, D.S. et al. 1988. Journal of Chemical Education 65:637.). | [Air & Water Reactions]
Highly flammable. | [Health Hazard]
Although slightly less toxic, crotonaldehyde is similar chemically and toxicologically to acrolein, which is rated as extremely toxic. Toxic concentrations for human inhalation have been reported at 12 mg/m3/10 minutes. Irritant dose to human eye is 45 ppm. As with acrolein, vapor exposures cause severe and painful eye irritation, damage to cornea, lacrimation (tearing), irritation of nasal membranes, pulmonary edema (filling of lungs with fluid) and gastrointestinal distress when ingested. | [Potential Exposure]
Crotonaldehyde is used as a warning agent in fuel gases and gas line leaks; as solvent; in Crotonaldehyde 935 chemical warfare; as an intermediate in the manufacture of n-butanol and crotonic and sorbic acids; in resin and rubber antioxidant manufacture; also used as a solvent in mineral oil purification; as an alcohol denaturant. | [Fire Hazard]
Vapors form explosive mixtures in air or in sewers. Hazardous peroxides and acids emitted when heated to decomposition. Avoid nitric acid. Unstable, avoid oxygen, heat, elevated pressures. Hazardous polymerization may occur. Avoid contact with alkaline materials such as caustic ammonia or amines, or at elevated temperatures. | [First aid]
If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 936 Crotonaldehyde 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a Medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. Medical observation is recommended for 24 to 48 hours after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy. | [Shipping]
UN1143 Crotonaldehyde or Crotonaldehyde, stabilized, Hazard class: 6.1; Labels: 6.1-Poison Inhalation Hazard, 3-Flammable liquid, Inhalation Hazard Zone B. | [Incompatibilities]
Vapors may form explosive mixture with air. A strong reducing agent. Readily converted by oxygen to peroxides and acids; heat or contact with alkalis and many other substances may cause polymerization. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, nonoxidizing mineral acids; ammonia, organic amines; aliphatic amines; aromatic amines; 1,3-butadiene, strong bases. Liquid attacks some plastics, rubber, and coatings | [Chemical Properties]
Crotonaldehyde is water-white (turns paleyellow on contact with air) with an irritating, pungent, suffocating odor. The chemical can turn pale yellow when it contacts air. The chemical has a molecular weight of 70.1, a boiling point of 219°F, and a freezing point of -101°F. The vapor pressure is 30mm Hg at 25°C and the specific gravity is 0.87. The lower explosive limit is 2.1% and the upper explosive limit is 15.5%. Crotonaldehyde may be incompatible with caustics, ammonia, strong oxidizers, nitric acid, and amines. It also has the ability to polymerize at high temperatures.
| [Waste Disposal]
Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed. May be absorbed on vermiculite and burned in open incinerator or dissolved in solvent and sprayed into incinerator | [Uses]
Crotonaldehyde (2-butenal, β-methyl acrolein, propylene aldehyde) is similar in structure to acrolein, as both are α,β-unsaturated aldehydes. This structural similarity leads to similar sensitizing and irritating properties of the two compounds. Crotonaldehyde is used industrially in the preparation of other chemicals (chiefly sorbic acid), flavoring agents, and can form endogenously and in the environment.
Crotonaldehyde is used in the manufacture ofbutyl alcohol, butyraldehyde, and in severalorganic synthesis.
| [Definition]
ChEBI: Crotonaldehyde is an enal consisting of propene having a formyl group at the 1-position. | [Preparation]
Crotonaldehyde is prepared by the liquid phase condensation of acetaldehyde under the catalysis of alkali or anion exchange resin to form butanol aldehyde, which is then heated in dilute acid for condensation and dehydration. |
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