3,4-diacetoxystyrene Chemical Properties

InChI

InChI=1S/C12H12O4/c1-4-10-5-6-11(15-8(2)13)12(7-10)16-9(3)14/h4-7H,1H2,2-3H3

InChIKey

BGDWDFVUSUCDHI-UHFFFAOYSA-N

SMILES

C1(OC(=O)C)=CC=C(C=C)C=C1OC(=O)C

3,4-diacetoxystyrene Usage And Synthesis

Uses

3,4-diacetoxystyrene can serve as a fluorescent or linking group and participate in the synthesis of various anti-tumor drugs. For example, it can promote tumour cell death by binding to DNA or serve as a fluorescent probe for tumour cell imaging. 3,4-diacetoxystyrene plays an essential role in the synthesis of anti-inflammatory drugs. It can serve as a structural template for osteoporosis drugs, enhancing their anti-inflammatory activity by modifying their substituents or introducing double bonds.

Synthesis Reference(s)

[1] The preparation method of one kind 3,4- diacetoxy styrene. CN108129318A

Materials Uses

3,4-diacetoxystyrene is a kind of aromatic compound with potential practicability, and is an important polymer monomer, which can be used for the preparation of resins, coatings, electronic materials, etc.

Synthesis

the preparation method of 3,4-diacetoxystyrene comprising: at a temperature of 60-70°C, 3,4-dihydroxybenzaldehyde and malonic acid in at least one organic solvent React under the condition that and catalyst exists, generate the first reaction mixture that comprises 3,4-dihydroxycinnamic acid; Be heated up to 80-90 ℃, make the first reaction mixture continue to react, generate the first reaction mixture that comprises 3,4-dihydroxystyrene The second reaction mixture; the second reaction mixture is purified to obtain 3,4-diacetoxystyrene; at a temperature of 10-20°C, 3,4-dihydroxystyrene reacts with an acetylating reagent to generate 3,4-dihydroxystyrene A third reaction mixture of diacetoxystyrene; purification of the third reaction mixture yields 3,4-diacetoxystyrene.[1]