Tert -Butyldimethylsilyl Chloride CAS 18162-48-6

Shaanxi BLOOM Tech Co., Ltd. yog ib tug ntawm cov uas paub txog manufacturers thiab lwm tus neeg ntawm tert -butyldimethylsilyl chloride cas 18162-48-6 nyob rau hauv Suav teb. Txais tos rau cov lag luam wholesale bulk zoo tert-butyldimethylsilyl chloride cas 18162-48-6 muag ntawm no los ntawm peb lub hoobkas. Kev pabcuam zoo thiab tus nqi tsim nyog muaj.

Tert -butyldimethylsilyl chloride, feem ntau hu ua TBDMSCl lossis TBS-Cl, yog ntau yam thiab dav siv tshuaj lom neeg hauv cov organic synthesis thiab raws li kev tiv thaiv pab pawg reagent. Nrog rau cov tshuaj formula C6H15ClSi, nws belongs rau chav kawm ntawm organosilicon tebchaw, tshwj xeeb yog silyl chlorides. Nws cov qauv molecular nta ib pawg tertiary butyl (tert-butyl), ob pawg methyl, thiab silicon atom bearing chloride hloov.

Pab pawg tert-butyldimethylsilyl (TBDMS) muaj txiaj ntsig zoo rau nws lub peev xwm los tiv thaiv hydroxyl, carboxyl, amino, thiab thiol functionalities hauv cov organic molecules nyob rau hauv ntau yam tshuaj tiv thaiv. Qhov kev tiv thaiv no ua tiav los ntawm kev tsim cov silyl ethers ruaj khov, esters, thiab amines, uas tiv taus acids, bases, thiab nucleophiles. Cov tshuaj chloride moiety ua haujlwm zoo li pab pawg tawm, ua kom yooj yim rau kev hloov pauv cov tshuaj tiv thaiv uas txhim kho TBDMS pab pawg rau hauv substrate.

Tert -butyldimethylsilyl chloridefeem ntau yog ua hauj lwm nyob rau hauv hluavtaws chemistry vim nws ruaj khov, yooj yim ntawm kev tuav, thiab siab yields nyob rau hauv kev tiv thaiv pab pawg neeg cov tshuaj tiv thaiv. Nws tuaj yeem siv nyob rau hauv ob qho tib si acidic thiab yooj yim ib puag ncig, muab kev sib raug zoo nrog cov tshuaj tiv thaiv sib txawv. Tsis tas li ntawd, kev tshem tawm ntawm pab pawg TBDMS, feem ntau hu ua desilylation, tuaj yeem ua tiav nyob rau hauv cov mob me me, xws li kev kho mob nrog tetrabutylammonium fluoride (TBAF) lossis fluoride ions hauv cov kua qaub, ua rau nws rov qab thiab tswj cov txheej txheem.

Ntxiv rau nws lub luag haujlwm tiv thaiv, nws pom cov ntawv thov hauv lwm qhov chaw xws li ntoo khaub lig- txuas cov polymers, hloov kho qhov chaw, thiab ua tus thawj coj hauv kev sib txuas ntawm lwm cov tshuaj silylating. Nws cov tshuaj toxicity tsawg thiab cov yam ntxwv ua haujlwm zoo ua rau nws yog qhov kev xaiv zoo tshaj plaws rau ob chav kuaj- ntsuas kev tshawb fawb thiab kev lag luam- nplai tsim cov txheej txheem.

Tert Butyldimethylchlorosilane (TBDMSCl los yog TBSCl) yog ib qho tseem ceeb organic silicon compound nrog cov mis molecular C ₆ H ₁₅ ClSi. Nws feem ntau tshwm sim li dawb los yog tawm dawb uas tsis tshua muaj melting point waxy khoom lossis cov kua tsis muaj xim (ntshiab), nrog cov ntxhiab tsw. Qhov kev sib xyaw no muaj ntau yam kev siv hauv cov organic synthesis, kev tsim tshuaj, cov ntaub ntawv tshawb fawb, thiab lwm yam.

1. Hydroxyl tiv thaiv pawg
TBSCl yog ib qho ntawm feem ntau siv hydroxyl tiv thaiv pawg hauv cov organic synthesis. Nws tuaj yeem hnov ​​​​mob nrog cov dej cawv hydroxyl pawg nyob rau hauv cov mob me me los tsim cov silicon ethers sib xws, yog li tiv thaiv cov pab pawg hydroxyl los ntawm cov teebmeem ntawm cov tshuaj tiv thaiv tom ntej. Piv nrog rau cov organosilicon tiv thaiv pab pawg trimethylchlorosilane (TMS), silicon ether npaj los ntawm TBDMSCl muaj cov tshuaj lom neeg ruaj khov dua thiab tuaj yeem tswj kev ruaj ntseg nyob rau hauv ntau qhov ntau ntawm cov tshuaj tiv thaiv, yog li muaj ntau yam kev siv thiab feem ntau ntau dua cov khoom yields.

Kev tiv thaiv xaiv: Hauv cov molecules nrog ntau pawg hydroxyl,tert -butyldimethylsilyl chloridetuaj yeem nyiam ua rau cov dej cawv thawj zaug nrog qis steric hindrance, ua tiav cov tshuaj tiv thaiv kev tiv thaiv. Los ntawm kev tswj cov tshuaj tiv thaiv xws li kub, lub hauv paus, lub sijhawm, thiab lwm yam, kev tiv thaiv cov cawv thib ob thiab txawm tias phenolic hydroxyl pawg kuj tuaj yeem ua tiav. Piv txwv li, nyob rau hauv kev sib xyaw ua ke ntawm CH ₂ Cl ₂ - Et ∝ N-DMAP (dichloromethane triethylamine 4-dimethylaminopyridine), xaiv kev tiv thaiv thawj cov cawv nyob rau hauv muaj cov dej cawv theem nrab lossis qib thib ob tuaj yeem ua tiav tau yooj yim.

Txoj kev Deprotection: Deprotection yog cov txheej txheem rov qab ntawm kev tiv thaiv sab sauv, uas cuam tshuam nrog Si-O daim ntawv cog lus thiab tso cov cawv dawb. Txoj kev siv feem ntau thiab tshwj xeeb tshaj yog siv cov tshuaj THF ntawm tetrabutylammonium fluoride (TBAF) thiab do hauv chav sov rau lub sijhawm luv luv kom tshem tawm cov pab pawg tiv thaiv TBS. Tsis tas li ntawd, kev tshem tawm cov kua qaub catalyzed (xws li siv dilute acetic acid, p-toluenesulfonic acid, los yog hydrochloric acid) thiab silica gel kem chromatography tshem tawm kuj tau siv ntau txoj hauv kev.

2. Silanization reagent
Ntxiv rau kev ua haujlwm pab pawg tiv thaiv hydroxyl, TBDMSCl kuj tuaj yeem siv los ua silanization reagent los ua haujlwm nrog lwm pab pawg (xws li ketones, esters, amides, thiab lwm yam) los tsim cov silicon ethers los yog silicon esters. Piv txwv li, nyob rau hauv lub xub ntiag ntawm lub hauv paus muaj zog xws li LDA, KHMDS, thiab lwm yam., TBDMSCl thiab ketone carbonyl pawg muaj peev xwm tsim TBDMS silyl ethers nyob rau hauv high yields. Tsis tas li ntawd, TBDMSCl tuaj yeem cuam tshuam nrog carboxylic acids, carboxylic acid amides, thiab lwm yam sib txuas los tsim cov khoom siv silicone esters lossis silicone amides.

Cov tshuaj tiv thaiv no tsis tsuas yog xav tau qhov kev txiav txim ntawm cov hauv paus muaj zog, tab sis kuj ntxiv HMPA (hexamethylphosphoramide) lossis DMPU (1,3-dimethyl-3,4,5,6-tetrahydro-2 (1H) - pyrimidinone) yog qhov zoo rau kev txhim kho cov tshuaj tiv thaiv thiab tawm los.

 

3. Oxidizing thiab decyanating agents
TBDMSCl kuj tseem siv tau los ua oxidant thiab decyanation agent. Piv txwv li, nws tuaj yeem ua rau muaj ntxhiab acetonitrile los ua ketones thiab ua tiav cov tshuaj tiv thaiv decyanation. Tsis tas li ntawd, TBDMSCl kuj tuaj yeem koom nrog lwm cov tshuaj tiv thaiv oxidation, xws li oxidizing cawv rau aldehydes lossis ketones.

1. Pharmaceutical intermediates
Tert -butyldimethylsilyl chlorideyog ib qho tseem ceeb raw khoom rau synthesizing ntau yam tshuaj intermediates. Piv txwv li, nws tuaj yeem siv los tsim cov prostaglandins, qee yam tshuaj tua kab mob, lipid- txo cov tshuaj (xws li lovastatin, simvastatin), thiab lwm yam. Thaum lub sij hawm synthesis ntawm cov tshuaj, TBDMSCl ua raws li hydroxyl tiv thaiv pab pawg lossis silanizing tus neeg saib xyuas, tiv thaiv cov pab pawg ua haujlwm zoo thiab tsis txhob cuam tshuam cov tshuaj tiv thaiv kev hloov pauv ntawm cov tshuaj tiv thaiv tsis tsim nyog. tshuaj synthesis.

Daim ntawv thov tshwj xeeb: Hauv kev sib xyaw ntawm lovastatin thiab simvastatin, TBDMSCl yog siv los tiv thaiv cov pawg hydroxyl ntawm cawv, kom ntseeg tau tias pawg hydroxyl tsis oxidized lossis raug lwm yam kev cuam tshuam thaum lub sijhawm ua ke.

Los ntawm kev tswj xyuas cov xwm txheej zoo, kev xaiv cov tshuaj tiv thaiv ntawm TBDMSCl thiab cawv hydroxyl pawg tuaj yeem ua tiav, uas ua rau muaj siab -purity intermediates uas ua rau lub hauv paus rau kev sib txuas tshuaj tom ntej.

2. Tshuaj ntsuam xyuas
Hauv kev tshuaj xyuas tshuaj, TBDMSCl kuj tseem ua lub luag haujlwm tseem ceeb. Nws tuaj yeem siv los ua derivatization reagent los cuam tshuam nrog cov pab pawg ua haujlwm tshwj xeeb (xws li hydroxyl, carboxyl, thiab lwm yam) hauv cov tshuaj molecules los tsim cov derivatives ruaj khov, yog li txhim kho qhov rhiab heev thiab raug ntawm kev tshawb nrhiav tshuaj. Piv txwv li, hauv cov pa roj chromatography-mass spectrometry (GC-MS) tsom xam, TBDMSCl tuaj yeem hnov ​​​​mob nrog hydroxyl pawg hauv cov tshuaj molecules los tsim cov silicon ether derivatives sib xws, yog li txhim kho qhov tsis muaj zog thiab thermal stability ntawm cov tshuaj, thiab txhim kho qhov tseeb thiab kev soj ntsuam.

1. Synthesis ntawm cov ntaub ntawv polymer
TBDMSCl tuaj yeem siv los ua ke ntau yam organic silicon polymer cov ntaub ntawv, xws li silicone roj hmab, silicone roj, silicone roj, thiab lwm yam. Nyob rau hauv cov txheej txheem synthesis ntawm cov ntaub ntawv no, TBDMSCl ua raws li ib tug silane los yog crosslinking tus neeg saib xyuas, uas muaj peev xwm hnov ​​​​mob nrog lwm cov monomers los yog polymers los tsim silicon oxygen los yog silicon carbon bonds, yog li lub cev endowing cov ntaub ntawv zoo heev. Piv txwv li, nyob rau hauv kev sib txuas ntawm silicone roj hmab, TBDMSCl tuaj yeem hnov ​​​​mob nrog polydimethylsiloxane (PDMS) los ua tus ntoo khaub lig- txuas silicone roj hmab network qauv, txhim kho lub zog thiab elasticity ntawm silicone roj hmab.

2. Kev hloov kho deg ntawm cov ntaub ntawv
TBDMSCl kuj tseem tuaj yeem siv rau kev hloov pauv ntawm cov ntaub ntawv. Los ntawm kev sib txuas nrog lwm cov reagents xws li fluorides, silane coupling agents, thiab lwm yam., TBDMSCl tuaj yeem tsim cov siloxane ruaj khov los yog silicon fluoride compound zaj duab xis rau ntawm cov khoom siv, yog li txhim kho cov khoom nto ntawm cov khoom (xws li ntub dej, hnav tsis kam, corrosion resistance, thiab lwm yam). Piv txwv li, nyob rau hauv kev kho mob saum npoo ntawm cov ntaub ntawv hlau, TBDMSCl tuaj yeem hnov ​​​​mob nrog cov tshuaj fluoride los ua cov ntaub ntawv tuab silicon fluoride compound zaj duab xis, txhim kho corrosion kuj thiab hnav tsis kam ntawm cov khoom siv hlau.

1. Coatings, adhesives, thiab sealants
Tert -butyldimethylsilyl chloridetuaj yeem siv los ua cov khoom siv ntxiv hauv cov txheej txheem, cov nplaum, thiab cov sealants los txhim kho huab cua tiv thaiv thiab adhesion ntawm cov khoom. Nyob rau hauv cov khoom no, TBDMSCl tuaj yeem hnov ​​​​mob nrog lwm cov khoom siv los tsim cov tshuaj lom neeg ruaj khov lossis cov qauv sib txuas, yog li txhim kho lub cev thiab tshuaj lom neeg ntawm cov khoom. Piv txwv li, ntxiv TBDMSCl rau txheej txheej tuaj yeem txhim kho lawv cov dej tsis kam, tshuaj tiv thaiv corrosion, thiab hnav tsis kam; Ntxiv TBDMSCl rau cov nplaum tuaj yeem txhim kho nws txoj kev sib raug zoo thiab huab cua tsis kam.

2. Kev tshuaj xyuas Chemistry
Hauv kev tshuaj ntsuam chemistry, TBDMSCl tuaj yeem siv los ua silanization reagent rau cov qauv derivatization. Piv txwv li, thaum ua ke nrog cov tshuaj reagents xws li MTBSTFA (N-methyl-N - (tert butyldimethylsilyl) trifluoroacetamide), TBDMSCl tuaj yeem muab cov tshuaj ruaj khov tert butyldimethylsilane (TBDMS) derivatization rau hydroxyl, carboxyl, thiol, thiab amine compounds. Txoj kev derivatization no tuaj yeem txhim kho qhov tsis muaj zog thiab thermal stability ntawm cov tebchaw no, yog li txhim kho lawv cov kev sib cais thiab kev tshawb pom rhiab heev hauv roj chromatography (GC) lossis kua chromatography (LC).

Cov txheej txheem synthesis ntawm tbdmsci feem ntau suav nrog dimethyl tert butyl silane chlorination txoj kev, dimethyl tert butyl silanol chlorination txoj kev, tert butyl chloroform reagent txoj kev, thiab lwm yam. yog tsis muaj raw khoom qhov chaw ntawm dimethyl tert butyl silane nyob rau hauv Tuam Tshoj, thiab cov yield ntawm dimethyl 0% tert tert yog 0. cov khoom los ntawm kev tiv thaiv los ntawm - khoom ntawm tbdmsci. Yog li ntawd, kev npaj ntawm tbdmsci los ntawm tert butyl chloroform reagent txoj kev yog ib txoj kev zoo tagnrho synthesis. Txoj kev hluavtaws yog raws li nram no.

Hauv plaub lub caj dab fwj nruab nrog cov khoom siv tiv thaiv nitrogen, agitator, reflux condenser thiab lub siab tsis tu ncua ntawm qhov xau funnel (CaCl2 ziab cov yeeb nkab yog ntsia rau saum cov reflux condensing yeeb nkab), tom qab tshem tawm cov cua hauv lub khob nrog nitrogen, ntxiv 19.4 g (o. 15 mol) ntawm dimethyldichlorosilane ntawm 80 ml ntawm cov dej tsim nyog. chloride catalyst, do, cua sov, tswj qhov kub ntawm txog 60 C, thiab poob tert butyl magnesium chloride Grignard reagent rau hauv cov tshuaj tiv thaiv hauv 45 feeb. Tom qab 4.5 teev ntawm cov tshuaj tiv thaiv, ntxiv 150 ml ntawm roj av ether thiab do. Ntuj cua txias, nqus pom thiab sau cov filtrate. Ntxuav lub ncuav mog qab zib lim nrog 30ml roj av ether rau 2-3 zaug thiab ua ke nrog cov lim. Ua ntej evaporate feem ntau ntawm cov kuab tshuaj nyob rau hauv ib txwm siab, thiab ces evaporate cov seem uas tsis muaj boiling point tshuaj nyob rau hauv lub tshuab nqus tsev vacuum. Sau cov xim tsis muaj pob tshab ntawm 124-126 C los ntawm atmospheric distillation, hnyav 16.79 g (0.111 mol), thiab cov txiaj ntsig yog 74.2%. purity ntawm cov khoom yog 99.3% (GC).

Cov catalysts feem ntau rau cov synthesis ntawm tert butyl dimethylchlorosilane yog cuprous chloride, sodium thiocyanate thiab cuprous cyanide. Nyob rau tib lub sijhawm ntawm kev siv tetrahydrofuran ua hnyav, n (dimethyldichlorosilane): n (tert butyl magnesium chloride) =1: 1, cov tshuaj tiv thaiv kub 60C thiab cov tshuaj tiv thaiv lub sijhawm 4.5H, siv cuprous cyanide ua catalyst muaj cov txiaj ntsig zoo tshaj plaws thiab cov txiaj ntsig siab tshaj plaws, thaum cov khoom sib xyaw ua ke nrog sodium thiocyanate odor tsawg thiab thiocyanate.

Cim npe nrov: tert -butyldimethylsilyl chloride cas 18162-48-6, lwm tus neeg, manufacturers, hoobkas, lag luam wholesale, yuav, nqe, tej, kev muag khoom