Reaction of acrylic esters

Overview of the Reaction of Acrylic Esters Acrylic monomers, in addition to being used as polymerization raw materials, can also be applied in various types of organic chemical reactions due to their strong reactivity. When using monomers in these organic chemical reactions, the polymerization inhibitors remaining in the monomers are generally not removed. Reaction with dienes (Diels Alder reaction) and reaction with dienes (Diels Alder reaction) - Acrylic esters undergo Diels Alder reaction with dienes to form cyclic fatty acid esters. For example, methyl acrylate can react with excess butadiene at 140 ℃ to obtain methyl tetrahydrobenzoate with a yield of 80%. CH2=CH-CH-CH2+CH2=CH-COOCH3 CH2/\ CH CH-COOCH3 ∥ │ CH CH ＼/CH2 reacts with active hydrides. Compounds containing active hydrogens are prone to addition reactions with acrylic esters, forming β - substituted propionates. This reaction is called carboxyethylation. Active hydrides typically include hydrogen halides, alcohols, phenols, sulfides, ammonia, amines, and so on. If HA is used to represent compounds containing active hydrogen, the following formula can be used to express this reaction. The reaction between A-CH2-CH2COOR HA+CH2=CHCOOR and acetylene was carried out using nickel carbonyl triphenylphosphine as a catalyst. At 70 ℃ and a pressure of 1.38 × 106Pa, methyl acrylate was condensed with 2mol of acetylene to obtain 2,4,6-trimethyl carbonate. CH2=CH-CH=CH-COOCH3 2CH ≡ CH+CH2=CHCOOCH3 Addition of acrylic acid ester with butadiene under atmospheric pressure and 40-60 ℃, using cobalt based catalysts, generates heptadienoic acid esters. Addition of CH2=CH-CH=CH2+CH2=CH-COOR CH2=CH-CH=CH-CH2COOR to olefin double bond (I) Isobutene. Mix methyl acrylate and isobutene in a molar ratio of 1:5 and heat at 300 ℃ for 15 minutes to obtain 5-methyl-5-hexenoic acid methyl ester with a yield of 50%. CH3 CH3 │ CH3- C=CH2+CH2=CH-COOCH3CH2=C-CH2-CH2-COOCH3 (II) Acrylic acid methyl ester reacts with propylene at 200-300 ℃ to produce 5-hexenoic acid methyl ester. CH2=CHCH3+CH2=CH-COOCH3 CH2=CH-CH2-CH2-CH2COOCH3 Addition of halogens to acrylic acid produces α, β - dihalogenated propionates.
HCON (CH3) 2

Cl2+CHCOOR
20-50 ℃

CH2ClClCOOR

In the presence of 2-5% substituted amides such as dimethylformamide, α, β - dihalogenopropionic acid esters can be obtained in the presence of 2-5% substituted amides at 20-50 ℃, with a maximum yield of 90-97%. The synthesis of chlorinated acrylic acid esters. The synthesis of chlorinated acrylic acid esters. Chlorinated propylene (1) is obtained by heating α, β - dichloropropionic acid esters with alkaline compounds and removing hydrochloric acid. Cl │ - HCl CH2ClCHClCOOR CH2=CCOOR

(2) is prepared by the reaction of trichloroethylene, formaldehyde, and alcohols. Cl │ CH3-C-COOR+2HCl

H2SO4

The reaction between Cl2=CHCl+HCHO+ROH and hypohalic acid causes an addition reaction between hypohalic acid and acrylic acid ester, which can produce a large amount of α - halogenated - β - hydroxypropionic acid ester. CH2=CHCOOCH3+HOBr HOCH2COOCH3 │ Br can react with methyl acrylate and bromine water in the presence of sodium carbonate at 0 ℃ to produce α - bromo - β - hydroxypropionate with a yield of 82.5%. This product is easily converted to serine (HOCH2CHCOH). The Br oxidation reaction using cobalt catalyst can transform acrylic esters into aldehyde esters (succinic acid semialdehydes) through oxidation synthesis. CH2=CHCOOR+CO+H2 OHCCH2CH2COOR In this reaction, the higher the reaction temperature, the more β - formylpropionate esters are generated. The lower the reaction temperature, the more α - formylpropionate esters are generated. The reaction with butyraldehyde is catalyzed by peroxide compounds, and methyl acrylate butyraldehyde reacts at 75-78 ℃ to produce ketone esters with a yield of 11.4%. The reaction between CH3CH2CH2COCH2CH2COOCH3 CH3CH2CH2CHO+CH2=CHCOOCH3 and methyl hexyl ketone was catalyzed by sodium ethoxide. Methyl hexyl ketone reacted with ethyl acrylate to form diketone, with a yield of 54%. CH2＝CHCOOC2H5＋CH3COC6H13 CH2＝CHCOCH2COC6H13＋C2H5OH