Crotonic acid

  • trans-2-Butenoic acid
  • b-Ethylacrylic acid
  • 3-Methylacrylic acid
  • a-Crotonic acid
  • (E)-2-Butenoic acid
  • But-2-enoic acid
Formula
C4H6O2
Structure
Description
A white crystalline solid. Shipped as either a solid or liquid.
Uses
Manufacture of copolymers with vinyl acetate used in lacquers & paper sizing, manufacture of softening agents for synthetic rubber, in medicinal chemistry, eg, manufacture of dl-threonine, vit a.

Registry Numbers and Inventories.
CAS
3724-65-0
EC (EINECS/ELINCS)
223-077-4
RTECS
GQ2800000
RTECS class
Primary Irritant
UN (DOT)
2823
Beilstein/Gmelin
1098434
Beilstein Reference
4-02-00-01498
Swiss Giftliste 1
G-1442
Canada DSL/NDSL
DSL
US TSCA
Listed
Austrailia AICS
Listed
New Zealand
Listed
Japan ENCS (MITI)
Listed
Korea ECL
Listed

Properties.
Formula
C4H6O2
Formula mass
86.10
Melting point, °C
15
Boiling point, °C
181
Vapor pressure, mmHg
0.51 (25 C)
Vapor density (air=1)
2.97
Critical temperature
379
Critical pressure
46.2
Density
1.018 g/cm3 (15 C)
Solubility in water
94 g/L
Refractive index
1.4455 (20 C)
pKa/pKb
4.69 (pKa)
Partition coefficient, pKow
0.72
Heat of vaporization
72.2 kJ/mol
Heat of combustion
-2000 kJ/mol

Hazards and Protection.
Storage
Store in a cool, dry place. Keep container closed when not in use. Corrosives area.
Handling
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Do not get in eyes, on skin, or on clothing. Do not ingest or inhale. Use only in a chemical fume hood.
Protection
Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves and clothing to prevent skin exposure. Clothing: Wear appropriate protective clothing to minimize contact with skin.
Respirators
Follow the OSHA respirator regulations found in 29CFR 1910.134 or European Standard EN 149. Always use a NIOSH or European Standard EN 149 approved respirator when necessary.
Small spills/leaks
Clean up spills immediately, using the appropriate protective equipment. Sweep up, then place into a suitable container for disposal.
Stability
Stable under normal temperatures and pressures.
Incompatibilities
Oxidizers.
Decomposition
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.

Fire.
Flash Point,°C
88
Autoignition, °C
396
Fire fighting
Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Will burn if involved in a fire. To extinguish fire, use water, dry chemical, chemical foam, or alcohol-resistant foam.
Fire potential
May burn but does not ignite readily.
Hazards
When heated, vapors may form explosive mixtures with air: indoors, outdoors, and sewers explosion hazards. May polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
Combustion products
Fire may produce irritating, corrosive and/or toxic gases.
Health
3
 
Flammability
2
 
 
Reactivity
0
 

Health.
Poison_Class
4
Exposure effects
Abnormal neuropsychologic function has been reported following hydrochloric acid exposure from a leaking tanker truck.
   Ingestion
May cause burns to the digestive tract.
   Inhalation
May cause severe irritation of the respiratory tract with sore throat, coughing, shortness of breath and delayed lung edema.
   Skin
Causes skin burns.
   Eyes
Causes eye burns.

First aid
 
   Ingestion
Do NOT induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Get medical aid immediately.
   Inhalation
Get medical aid immediately. Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
   Skin
Get medical aid immediately. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes.
   Eyes
Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.

Transport.
UN number
2823
Response guide
Hazard class
8
Packing Group
III
 
4. Organic acids
Std. Transport #
4931418