4-(4-Chlorophenyl) thiophene-2-carboxylic acid

4-(4-Chlorophenyl) thiophene-2-carboxylic acid

CAS Nr .: 386715-46-4
Cov mis mos molecular: C11H7ClO2S
Molecular Luj: 238.69
SMILES Code: O=C(C1=CC(C2=CC=C(Cl)C=}C2)=CS1)O

Khoom Taw qhia

Khoom npe

4-(4-Chlorophenyl) thiophene-2-carboxylic acid

CAS Nr

386715-46-4

Molecular Formula

C11H7ClO2S

Molecular Luj

238.69

SMILES Code

O=C(C1=CC(C2=CC=C(Cl)C=C2)=CS1)O

MDL Nr.

TIAB SA 01319431

 

Chemical Properties

 

Qhov kev sib xyaw no feem ntau tau txais los ntawm -dawb mus rau daj daj crystalline hmoov. Nws cov mis molecular yog C11H7ClO2S, sib xws rau qhov hnyav molecular ntawm 238.69. Lub melting point feem ntau ntog nyob rau hauv thaj tsam ntawm 210-215 degree, feem ntau nrog decomposition pom raws li ntev cua sov. Nws yog soluble nyob rau hauv polar organic solvents xws li dimethyl sulfoxide thiab dimethylformamide, me ntsis soluble nyob rau hauv methanol thiab ethanol, thiab xyaum insoluble nyob rau hauv dej thiab tsis polar solvents xws li dichloromethane thiab hexane. Cov molecule nta lub nplhaib thiophene hloov nrog carboxylic acid ntawm 2 txoj hauj lwm thiab 4 chlorophenyl pawg ntawm 4 txoj hauj lwm. Cov carboxylic acid yog raug rau deprotonation, esterification, thiab amide tsim, thaum lub chlorine atom muab ib tug kov rau ntxiv functionalization. Kev khaws cia rau hauv cov thawv kaw ntom ntom tiv thaiv los ntawm lub teeb thiab noo noo nyob rau hauv qhov txias, qhuav yog pom zoo. Kev sib cuag nrog cov neeg muaj zog oxidizing thiab cov hauv paus muaj zog yuav tsum zam.

 

Kev piav qhia

 

4-(4-Chlorophenyl)thiophene-2-carboxylic acid yog biaryl compound uas muaj lub nplhaib thiophene ncaj qha txuas mus rau 4-chlorophenyl pawg, nrog rau carboxylic acid moiety ntawm 2 txoj hauj lwm ntawm thiophene. Lub thiophene core muab ib qho hluav taws xob nplua nuj tsib-tus tswv cuab heteroaromatic system muaj peev xwm koom nrog π-stacking kev sib cuam tshuam thiab ua haujlwm ua bioisostere rau benzene rings hauv tshuaj chemistry. 4-chlorophenyl substituent qhia txog ob qho tib si electron-tshem tawm tus cwj pwm thiab lipophilicity, uas tuaj yeem cuam tshuam kev cuam tshuam kev cuam tshuam nrog cov hom phiaj lom neeg thiab hloov kho lub cev muaj zog. Cov pab pawg carboxylic acid muaj ntau yam kev sib txuas rau kev sib txuas ntxiv los ntawm kev tsim cov ntawv cog lus amide, esterification, los yog ntsev tsim, ua kom cov khoom sib xyaw ua ke los ua ib qho nruab nrab hauv kev sib txuas ntawm cov molecules complex molecules. Qhov kev sib xyaw ua ke ntawm kev hloov pauv tau carboxylic acid, lub nplhaib halogenated aromatic, thiab cov tub ntxhais heteroaromatic ua rau nws muaj txiaj ntsig hauv kev tshawb fawb tshuaj thiab cov ntaub ntawv tshawb fawb.

 

Siv

 

Pharmaceutical Intermediate
Qhov no thiophene carboxylic acid derivative yog ua hauj lwm nyob rau hauv lub synthesis ntawm cov tebchaw nrog muaj peev xwm los tiv thaiv -inflammatory, antimicrobial, thiab anticancer kev ua ub no. Cov carboxylic acid ua kom yooj yim amide coupling nrog amine - muaj cov tshuaj pharmacophores, tso cai rau cov tsev qiv ntawv sai sai rau cov qauv - kev tshawb fawb kev sib raug zoo. Lub nplhaib thiophene tuaj yeem ua haujlwm raws li bioisostere rau phenyl pawg, feem ntau modulating hluav taws xob khoom thiab metabolic stability. Cov 4-chlorophenyl hloov pauv ua rau muaj kev cuam tshuam hydrophobic nrog cov hom phiaj proteins thiab tuaj yeem ua haujlwm ntxiv los ntawm kev sib txuas sib txuas.

 

Tsev Blocks rau Conjugated Materials
Qhov txuas ntxiv π-conjugation ntawm lub nplhaib thiophene thiab 4- chlorophenyl pawg ua rau cov khoom siv no muaj txiaj ntsig zoo rau kev tsim cov organic semiconductors thiab cov ntaub ntawv optoelectronic. Kev koom ua ke rau hauv cov polymers lossis cov me me ntawm cov carboxylic acid tuav cov khoom lag luam nrog cov khoom siv tunable thiab them nqi thauj khoom rau cov ntawv thov hauv cov organic teb- cuam tshuam cov transistors, organic photovoltaics, thiab lub teeb -emitting diodes. Cov tshuaj chlorine atom tuaj yeem cuam tshuam cov khoom ntim molecular thiab nyias-film morphology.

 

Ligand hauv Coordination Chemistry
Cov carboxylic acid thiab thiophene sulfur tuaj yeem sib koom ua ke rau kev hloov pauv hlau, tsim cov complexes nrog zoo -txhais geometries. Cov hlau complexes tau los ntawm qhov scaffold no tau tshawb xyuas rau lawv cov kev ua haujlwm catalytic hauv cross-coupling thiab oxidation cov tshuaj tiv thaiv, nrog rau lawv lub peev xwm ua cov khoom siv luminescent. 4- pawg chlorophenyl cuam tshuam cov khoom siv hluav taws xob ntawm lub chaw hlau hlau, ua kom muaj txiaj ntsig zoo ntawm kev ua haujlwm catalyst.

 

Organic Synthesis Building Block

Raws li ntau yam khoom siv nruab nrab, qhov sib xyaw no koom nrog ntau yam kev hloov pauv xws li esterification, amide coupling, thiab palladium-catalyzed cross-coupling kev cuam tshuam ntawm qhov chaw chlorine. Cov carboxylic acid tuaj yeem txo qis rau cov cawv sib xws lossis hloov mus rau cov kua qaub chlorides rau kev nthuav dav ntxiv. Lub nplhaib thiophene tuaj yeem hloov pauv electrophilic ntawm cov haujlwm ua haujlwm los ntawm carboxylic acid thiab chlorophenyl pawg. Nws cov khoom siv txuas ntxiv mus rau kev sib txuas ntawm cov khoom siv ntuj tsim analogs thiab cov khoom siv ua haujlwm uas sib xyaw ua ke ntawm thiophene core thiab hloov pauv tau carboxylic acid muab lub sijhawm rau kev tswj hwm molecular sib dhos.

 

Cim npe nrov: Tuam Tshoj 4-(4-chlorophenyl) thiophene-2-carboxylic acid manufacturers, lwm tus neeg

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