Synthesis ntawm 1,1'-Ferrocenedicarboxylic Acid

Taw qhia

Ferrocene yog ib qho ferric ion sandwiched ntawm ob sab qaum thiab qis. Vim lub aromaticity ntawm lub nplhaib, kev sib xyaw ua ke nrog ferric ions tsim ib qho kev ruaj khov sandwich qauv. Cov qauv ruaj khov no txawv ntawm lwm cov organometallic tebchaw, feem ntau yog tias nws ruaj khov dua, thiab cov hlau ions tsis raug thiab cov ionicity tsis muaj zog. ferrocene sandwiched ferrous hlau yog yooj yim oxidized rau ferric hlau, uas muaj zog electrochemical zog, thiab muaj ntau yam irreplaceable zog thiab ci daim ntawv thov kev cia siab nyob rau hauv electrode hloov kho thiab electrochemistry.

Ferrocene yog ib qho nyuaj rau kev sib txuas, thiab tus nqi ntawm cov khoom lag luam yog siab. Txawm li cas los xij, cov txheej txheem synthesis ntawm nws cov derivatives yog tshwj xeeb thiab hnyav, uas ua rau muaj nqi siab heev ntawm kev tsim khoom thiab kev nyuaj hauv kev tsim khoom loj. Nws yog qhov nyuaj dua los txhim kho qhov purity. Kev npaj ntawm ferrocene derivatives yog qhov nyuaj thiab kim.

Synthesis ntawmCAS 1293-87-4 1,1'-FERROCENEDICARBOXYLIC ACID

1) Crude 1,1'-ferrocene dicarboxylic acid.

Lub hom phiaj khoom 1,1'-ferrocene dicarboxylic acid yog npaj los ntawm oxidizing 1,1'-diacetyl ferrocene. Cov ceg acetyl pawg ntawm ferrocene tau yooj yim oxidized, thiab lub zog yog siab tshaj nruab nrab.

Cov oxidant tuaj yeem siv tau, tab sis xav tias cov divalent hlau ions hauv ferrocene tau yooj yim oxidized, oxidant yuav tsum tsis txhob muaj zog heev, thiab kev sib cais ntawm cov khoom yuav tsum tau txiav txim siab.

Thaum kawg, cov tshuaj NaClO uas muaj peev xwm oxidizing nruab nrab thiab cov khoom sib cais yooj yim yuav tsum raug xaiv ua cov oxidant.

Hauv qhov tsaus ntuj, qee qhov nyiaj ntawm 1,1'-diacetylferrocene tau yaj hauv NaClO cov tshuaj nrog ib feem ntawm 10 feem pua ​​​​, ua rau ntawm 50 degree rau 1 h, rhuab mus rau 95 degree , thiab tom qab ntawd nplawm rau 1. hh Tom qab txias, ib qho nyiaj ntawm NaClO tov nrog ib feem ntawm 10 feem pua ​​​​yog ntxiv, thiab nplawm tau txuas ntxiv ntawm qhov kub thiab txias, thiab cov khoom siv tshuaj tau txais tom qab cov tshuaj tiv thaiv tiav. Cov tshuaj ntawm cov khoom tau lim thaum kub, cov lim dej yog acidified nrog concentrated hydrochloric acid mus rau pH 1 ~ 2, ib tug loj npaum li cas ntawm daj precipitate tau tsim, thiab cov khoom crude tau tom qab nqus pom.

2) Refined 1,1'-ferrocene dicarboxylic acid. Cov khoom uas tshwm sim tau muab tso rau hauv lub beaker, thiab qhov tsim nyog ntawm NaOH tov tau ntxiv kom yaj cov khoom kom ntau li ntau tau.

Cov tshuaj tau lim, cov concentrated hydrochloric acid tau ntxiv rau cov lim kom pH tus nqi nce mus txog 1 ~ 2, thiab cov lim dej tau tshwm sim daj precipitate. Cov lim dej tau nchuav rau hauv lub tshuab nqus tsev evaporator thiab lub tshuab nqus tsev rau rotary evaporation. Tom qab evaporation rau dryness, nws tau yaj nyob rau hauv kiag li ethanol thiab evaporated lawm. Tom qab tshem tawm cov ethanol kiag li, muab tso rau hauv qhov cub kom qhuav kom tau 1,1'-ferrocene dicarboxylic acid.

IR spectrum ntawm 1,1'-ferrocenedicarboxylic acid

Xaus

Hauv daim ntawv no, oxidation ntawm 1,1'-diacetylferrocene los ua ke 1,1'-ferrocene dicarboxylic acid, qhov kub thiab txias rau kev sib xyaw thiab kev sib cuam tshuam ntawm 1,1'{{8} }diacetylferrocene thiab sodium hypochlorite tau kawm. Cov molar piv tau raug tshawb xyuas, thiab qhov ntsuas kub zoo tshaj plaws yog 50 degree thiab qhov pom zoo molar piv yog 1: 2.3. Hauv daim ntawv no, cov ntawv tshaj tawm - kho tau zoo kom tau txais 1,1'-ferrocene dicarboxylic acid nrog purity siab dua, thiab cov khoom tau lees paub tias yog cov khoom lag luam los ntawm kev txiav txim siab ntawm melting point thiab infrared.