Synthesis thiab daim ntawv thov hloov pauv ntawm 2-acrylate dodecyl ester
2-dodecyl acrylate, lus Askiv lub npe Dodecyl acrylate, tsis muaj xim pob tshab kua ntawm chav tsev kub thiab siab. Dodecyl 2-acrylate tuaj yeem siv los ua cov khoom siv nruab nrab rau cov organic synthesis, biochemistry thiab tshuaj zoo, thiab tuaj yeem siv rau kev npaj cov tshuaj molecules, tshuaj tua kab molecules, thiab bioactive molecules. Tsis tas li ntawd, dodecyl 2-acrylate tuaj yeem siv rau hauv kev tsim cov dyes, adhesives thiab coatings.
Solubility
Dodecyl 2-acrylate yog soluble hauv cov organic solvents xws li N, n-dimethylformamide, ethyl acetate, dichloromethane, thiab lwm yam, tab sis dodecyl 2-acrylate yog insoluble hauv dej.
Kev hloov pauv ntawm daim ntawv thov
Cov kua bromine (1.24 mL, 24.2 mmol) hauv CH2Cl2 (2{12}} mL) tau maj mam ntxiv los ntawm drip rau cov kua txias ntawm lauryl acrylate (4.00 mmol) hauv CH2Cl2 (25 mL) ), thiab cov tshuaj tiv thaiv sib tov yog nplawm ntawm 0 degree C rau 3 teev. Thaum kawg ntawm cov tshuaj tiv thaiv, qhov sib tov yog quenched nrog Na2S2O3, ces cov tshuaj tiv thaiv sib tov yog muab rho tawm peb zaug nrog CH2Cl2, thiab cov extract ua ke yog ntxuav nrog dej ntsev, thiab qhuav ntawm MgSO4, lim kom tshem tawm cov desiccant thiab evaporate cov kuab tshuaj. NaN3 (60.6 mmol) tau ua tib zoo ntxiv rau qhov nruab nrab suav nrog dibromide hauv N, n-dimethylformamide (DMF) (45 ml) daws ntawm 0 degree C. Cov tshuaj tiv thaiv sib xyaw yog nplawm hauv chav. Kub (23 ° C) rau 13 h. Cov txheej txheem tshuaj tiv thaiv tau saib xyuas los ntawm 1H NMR. Tom qab cov tshuaj tiv thaiv, cov tshuaj tiv thaiv sib tov yog quenched nrog H2O thiab muab rho tawm nrog Et2O peb zaug. Ob qhov sib xyaw ua ke tau ntxuav nrog dej ntsev thiab qhuav ntawm MgSO4. Cov tshuaj volatile raug tshem tawm hauv lub tshuab nqus tsev, thiab tom qab ntawd DBU (1, 8-diazecyclododecane 7-ene) (2.46 ml, 15.7 mmol, 1.2 sib npaug diazonium) tau maj mam ntxiv rau cov khoom nyoos hauv Et2O (60 ml. ) daws ntawm 0 degree. Cov sib tov yog stirred ntawm 0 degree rau 1.5 teev. Tom qab ntawd cov hmoov sib tov yog quenched nrog H2O, ces muab rho tawm nrog ether peb zaug, ntxuav ob zaug nrog ntsev dej kom muab cov extract, thiab qhuav ntawm MgSO4, lim kom tshem tawm cov desiccant thiab evaporate cov filtrate hnyav, thiab thaum kawg los ntawm silica gel kem chromatography (silica). gel; Hexane: EtOAc=90:10) Lub hom phiaj khoom molecules tuaj yeem tau los ntawm kev sib cais thiab ntxuav cov seem.
Dodecyl {{0}}acrylate (1 mmol) thiab propanal (7 mmol) tau maj mam ntxiv rau Pd (OAc) 2 (45 mg, 0.20 mmol, 2{ {18}} mole %), molybdenum complex (38 mg, 15 micromol) thiab CeCl 3-7H2O (75 mg) hauv cov tshuaj acetic acid (0.5 ml). 0.20 mmol) nyob rau hauv ib tug sib tov ntawm methanol (1.0 ml) thiab acetic acid (4.5 ml), qhov tshwm sim cov tshuaj tiv thaiv sib tov yog nplawm ntawm O2 (1 atmospheric siab) rau li 3.5 teev, thiab ces stirred ntawm 70 degrees C rau ib tug ntxiv 4.5 teev. . Tom qab cov tshuaj tiv thaiv, qhov sib tov tau raug tshuaj xyuas los ntawm GLC thiab GC-MS, cov kuab tshuaj raug tshem tawm hauv qhov txo qis, sodium bicarbonate tau ntxiv rau cov tshuaj tiv thaiv kom tsis txhob sib tov, thiab tom qab ntawd cov sib tov tau muab rho tawm nrog ethyl ether (50 ml), lub resulting organic theem yog qhuav thiab concentrated, thiab thaum kawg lub hom phiaj cov khoom yog sib cais thiab purified los ntawm sphere-rau-sphere distillation.
Kev cia khoom
Cov khoom siv tshuaj lom neeg ntawm dodecyl 2-acrylate yog qhov ruaj khov thiab yuav tsis decompose nyob rau hauv ib txwm muaj, tab sis ob daim ntawv cog lus hauv dodecyl 2-acrylate tuaj yeem oxidized los ntawm oxidants rau hauv cov epoxides sib xws, yog li dodecyl 2- acrylate yuav tsum tau muab cia rau hauv qhov chaw kaw qhov kub thiab qhov chaw qhuav kom deb ntawm oxidants.
