“Tert-Butyldimethylsilyl chloride”的意思、由来-开放百科全书

词条

Tert-Butyldimethylsilyl chloride

释义

Related reagents
References

{{DISPLAYTITLE:tert-Butyldimethylsilyl chloride}}{{Chembox
| Name = tert-Butyldimethylsilyl chloride
| ImageFile = TBuMe2SiCl.png
| ImageSize = 132 px
| ImageAlt =
| IUPACName =
| OtherNames =
|Section1={{Chembox Identifiers
| CASNo = 18162-48-6
| PubChem = 28928
| ChemSpiderID = 26908
| EC_number = 242-042-4
| UNII = 550OPF5Z9F
| ChEBI = 85071
| StdInChI=1S/C6H15ClSi/c1-6(2,3)8(4,5)7/h1-5H3
| StdInChIKey = BCNZYOJHNLTNEZ-UHFFFAOYSA-N
| SMILES = CC(C)(C)[Si](C)(C)Cl
|Section2={{Chembox Properties
| C=6|H=15|Cl=1|Si=1
| MolarMass =
| Appearance = white solid
| Density =
| MeltingPtC = 86–89
| BoilingPt =
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
| GHSPictograms = {{GHS02}}{{GHS05}}
| GHSSignalWord = Danger
| HPhrases = {{H-phrases|228|314}}
| PPhrases = {{P-phrases|210|240|241|260|264|280|301+330+331|303+361+353|304+340|305+351+338|310|321|363|370+378|405|501}}
}}
}}

tert-Butyldimethylsilyl chloride is an organosilicon compound with the formula (Me₃C)Me₂SiCl (Me = CH₃). It is a silane containing two methyl groups, a tert-butyl group, and a reactive chloride. It is a colorless or white solid that is soluble in many organic solvents but reacts with water and alcohols. The compound is used to protect alcohols in organic synthesis. Examples can be found in the Nicolaou taxol total synthesis.

tert-Butyldimethylsilyl chloride reacts with alcohols in the presence of base to give tert-butyldimethylsilyl ethers:^[1]

(Me₃C)Me₂SiCl + ROH → (Me₃C)Me₂SiOR + HCl

Related reagents

The triflate derivative ((Me₃C)Me₂SiOTf) is used similarly.

References

1. ^{{cite encyclopedia|title=t‐Butyldimethylchlorosilane|encyclopedia=EROS|authors= Bret E. Huff, Wenming Zhang|year=2008|doi=10.1002/047084289X.rb373.pub2}}

2 : Reagents for organic chemistry|Organosilicon compounds

随便看

开放百科全书收录14589846条英语、德语、日语等多语种百科知识，基本涵盖了大多数领域的百科知识，是一部内容自由、开放的电子版国际百科全书。