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4170-30-3

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Basic Information
CAS No.: 4170-30-3
Name: CROTONALDEHYDE
Article Data: 481
Molecular Structure:
Molecular Structure of 4170-30-3 (CROTONALDEHYDE)
Formula: C4H6 O
Molecular Weight: 70.091
Synonyms: Crotonaldehyde(7CI,8CI); 1-Formylpropene; 2-Butenaldehyde; But-2-en-1-al; Crotonal; Crotonicaldehyde; NSC 56354
EINECS: 224-030-0
Density: 0.853 g/mL at 20 °C
Melting Point: -76ºC
Boiling Point: 104ºC
Flash Point: 48 ºF
Solubility: Partially soluble.
Appearance: colourless liquid
Hazard Symbols: An animal carcinogen. Irritating to eyes and skin. TLV: 2 ppm. Flammable, dangerous fire risk. Explosive limits in air 2.9–15.5% by volume.
Risk Codes: 11-24/25-26-37/38-41-48/22-50-68
Safety: Suspected carcinogen with experimental carcinogenic data. Poison by ingestion and inhalation. Mutation data reported. An eye, skin, and mucous membrane irritant. A lachrymating material that can cause corneal burns and is very dangerous to the eyes. Caution: Keep away from heat and open flame. Keep container closed. Use with adequate ventilation. Extremely irritating to eyes, skin, mucous membranes. When necessary, the lachrymatory effect of the vapors may be counteracted by ammonia fumes. Dangerous fire hazard when exposed to heat or flame; can react with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. Reacts violently with 1,3-butadiene. Violent hypergolic reaction with concentrated nitric acid. When heated to decomposition it emits acrid smoke and fumes. See also ALDEHYDES.
PSA: 17.07000
LogP: 0.76140
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Chemistry

CROTONALDEHYDE's Molecular formula: C4H6O
CROTONALDEHYDE's Molar mass: 70.09 g mol-1
Appearance: Colorless liquid
Density: 0.846 g/cm3
Melting point: -76.5 °C, 197 K, -106 °F
Boiling point: 104.0 °C, 377 K, 219 °F
Solubility in methanol: 12.17 M
Refractive index (nD): 1.4362
Other names: Crotonaldehyde;crotoinic aldehyde;β-Methacrolein
Crotonaldehyde is a chemical compound with the formula CH3CH=CHCHO.

Uses

Crotonaldehyde's main application is as a precursor to fine chemicals.
Crotonaldehyde is an excellent prochiral dienophile.

Production

Crotonaldehyde is produced by the aldol condensation of acetaldehyde:
2 CH3CHO → CH3CH=CHCHO + H2O

Toxicity Data With Reference

1.   

mmo-sat 250 µmol/L

   ENMUDM    Environmental Mutagenesis. 7 (Suppl 3)(1985),56.
2.   

sln-dmg-par 3500 ppm

   ENMUDM    Environmental Mutagenesis. 7 (1985),677.
3.   

trn-dmg-par 3500 ppm

   ENMUDM    Environmental Mutagenesis. 7 (1985),677.
4.   

dnd-mam:lym 21,500 mg/L/16H

   CNREA8    Cancer Research. 44 (1984),990.
5.   

orl-rat TDLo:2664 mg/kg/2Y-C:CAR

   CNREA8    Cancer Research. 46 (1986),1285.
6.   

orl-rat LD50:206 mg/kg

   GTPZAB    Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 26 (8)(1982),53.
7.   

ihl-rat LC50:200 mg/m3/2H

   GTPZAB    Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 26 (8)(1982),53.
8.   

orl-mus LD50:104 mg/kg

   GTPZAB    Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 26 (8)(1982),53.
9.   

ihl-mus LD50:580 mg/m3/2H

   GTPZAB    Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 26 (8)(1982),53.

Consensus Reports

EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

Safety Profile

Suspected carcinogen with experimental carcinogenic data. Poison by ingestion and inhalation. Mutation data reported. An eye, skin, and mucous membrane irritant. A lachrymating material that can cause corneal burns and is very dangerous to the eyes. Caution: Keep away from heat and open flame. Keep container closed. Use with adequate ventilation. Extremely irritating to eyes, skin, mucous membranes. When necessary, the lachrymatory effect of the vapors may be counteracted by ammonia fumes. Dangerous fire hazard when exposed to heat or flame; can react with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. Reacts violently with 1,3-butadiene. Violent hypergolic reaction with concentrated nitric acid. When heated to decomposition it emits acrid smoke and fumes. See also ALDEHYDES.

Standards and Recommendations

OSHA PEL: TWA 2 ppm
ACGIH TLV: STEL CL 0.3 ppm (skin); Animal Carcinogen
DFG MAK: Suspected Carcinogen
DOT Classification:  3; Label: Flammable Liquid, Poison