crotonic acid basic information
product name: crotonic acid
synonyms: ’rotonicacid;2-butensαure;3-methyl-acrylicaci;3-methylacrylsαure;a-butenoicacid;acrylic acid, 3-methyl-;ch3ch=chcooh;crotonic
cas: 3724-65-0
mf: c4h6o2
mw: 86.09
einecs: 203-533-9
product categories: pharmaceutical intermediates;fine chemical
mol file: 3724-65-0.mol
crotonic acid structure
crotonic acid chemical properties
melting point 70-72 °c(lit.)
boiling point 180-181 °c(lit.)
density 1.027 g/ml at 25 °c(lit.)
vapor density 2.97 (vs air)
vapor pressure 0.19 mm hg ( 20 °c)
fema 3908
fp 190 °f
water solubility soluble
cas database reference 3724-65-0(cas database reference)
nist chemistry reference crotonic acid(3724-65-0)
epa substance registry system 2-butenoic acid(3724-65-0)
safety information
hazard codes c
risk statements 21/22-34
safety statements 26-36/37/39-45
ridadr un 2823 8/pg 3
wgk germany 3
rtecs gq2900000
hazardous substances data 3724-65-0(hazardous substances data)
msds information
provider language
2-butenoic acid english
sigmaaldrich english
acros english
alfa english
crotonic acid usage and synthesis
general description a white crystalline solid. shipped as either a solid or liquid. melting point 59°f. soluble in water and less dense than water. flash point 190°f. corrosive to metals and tissue.
air & water reactions soluble in water.
reactivity profile crotonic acid is a carboxylic acid. carboxylic acids donate hydrogen ions if a base is present to accept them. they react in this way with all bases, both organic (for example, the amines) and inorganic. their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. neutralization between an acid and a base produces water plus a salt. carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. the ph of solutions of carboxylic acids is therefore less than 7.0. many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in crotonic acid to corrode or dissolve iron, steel, and aluminum parts and containers. carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. the reaction is slower for dry, solid carboxylic acids. insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give h2s and so3), dithionites (so2), to generate flammable and/or toxic gases and heat. their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. these reactions generate heat. a wide variety of products is possible. like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.
health hazard toxic; inhalation, ingestion or skin contact with material may cause severe injury or death. contact with molten substance may cause severe burns to skin and eyes. avoid any skin contact. effects of contact or inhalation may be delayed. fire may produce irritating, corrosive and/or toxic gases. runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
fire hazard combustible material: may burn but does not ignite readily. when heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. 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.
crotonic acid preparation products and raw materials
preparation products cis-anethol-->dl-threonine-->crotonic acid-->crimidine-->isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate-->nilvadipine-->2-methylsuccinic acid-->propetamphos-->crotamiton-->fema 3354-->isobutyl 2-butenoate-->aranidipine