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tert-Butyldimethylsilyl chloride

tert-Butyldimethylsilyl chloride Structure
tert-Butyldimethylsilyl chloride
  • CAS No.18162-48-6
  • Chemical Name:tert-Butyldimethylsilyl chloride
  • CBNumber:CB3763003
  • Molecular Formula:C6H15ClSi
  • Formula Weight:150.72
  • MOL File:18162-48-6.mol
  • MSDS File:SDS
tert-Butyldimethylsilyl chloride Property
  • Melting point 86-89 °C (lit.)
  • Boiling point 125 °C (lit.)
  • Density 0.87 g/mL at 20 °C(lit.)
  • refractive index n20/D 1.46
  • Flash point 73 °F
  • storage temp. Store below +30°C.
  • solubility very sol nearly all common organic solvents such as THF, methylene chloride, and DMF.
  • form Liquid
  • color Clear colorless
  • Specific Gravity 1.225
  • Water Solubility Soluble in chloroform and ethyl acetate. Insoluble in water.
  • Hydrolytic Sensitivity 7: reacts slowly with moisture/water
  • Hydrolytic Sensitivity 8: reacts rapidly with moisture, water, protic solvents
  • Sensitive Moisture Sensitive
  • BRN 505999
  • InChIKey BCNZYOJHNLTNEZ-UHFFFAOYSA-N
  • CAS DataBase Reference 18162-48-6(CAS DataBase Reference)
  • EWG's Food Scores 1
  • FDA UNII 550OPF5Z9F
  • NCI Dictionary of Cancer Terms BDCS
  • NIST Chemistry Reference Silane, chloro(1,1-dimethylethyl)dimethyl-(18162-48-6)
  • EPA Substance Registry System Silane, chloro(1,1-dimethylethyl)dimethyl- (18162-48-6)
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements H225-H304-H314-H336-H361d-H373-H302-H335-H351-H226-H228-H318-H361
  • Precautionary statements P309-P240-P241-P264-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P405-P501-P210-P261-P280-P301+P310-P305+P351+P338-P310-P260-P370+P378-P403+P235
tert-Butyldimethylsilyl chloride Price More Price(59)
  • Brand: Sigma-Aldrich
  • Product number: 8.18642
  • Product name : tert-Butyldimethylchlorosilane
  • Purity: for synthesis
  • Packaging: 25 g
  • Price: $153
  • Updated: 2022/05/15
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 8.18642
  • Product name : tert-Butyldimethylchlorosilane
  • Purity: for synthesis
  • Packaging: 100 g
  • Price: $292
  • Updated: 2022/05/15
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  • Brand: Sigma-Aldrich
  • Product number: 06735
  • Product name : tert-Butyldimethylsilyl chloride
  • Purity: for GC derivatization, ≥99.0% (GC)
  • Packaging: 10g
  • Price: $109
  • Updated: 2022/05/15
  • Buy: Buy
  • Brand: TCI Chemical
  • Product number: B0995
  • Product name : tert-Butyldimethylchlorosilane [tert-Butyldimethylsilylating Agent]
  • Purity: >98.0%(GC)
  • Packaging: 5g
  • Price: $24
  • Updated: 2022/04/27
  • Buy: Buy
  • Brand: TCI Chemical
  • Product number: B0995
  • Product name : tert-Butyldimethylchlorosilane [tert-Butyldimethylsilylating Agent]
  • Purity: >98.0%(GC)
  • Packaging: 25g
  • Price: $72
  • Updated: 2022/04/27
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tert-Butyldimethylsilyl chloride Chemical Properties,Usage,Production

  • Chemical Properties tert-Butyldimethylsilyl chloride is a colorless or white solid that is soluble in many organic solvents but reacts with water and alcohols.It is an organosilicon compound that can be used as a versatile protecting reagent for alcohols, amines, amides, and various carboxylic acids.
  • Uses tert-Butyldimethylchlorosilane is used to protect hydroxyl group in organic synthesis. It finds application in the synthesis of prostaglandin. It is also used as an auxiliary material for hypolipaemics such as lovastatin and simvastatin. It plays an important role in the preparation of isoxazolines N-oxides from alpha-bromonitroalkanes. It acts as a versatile protecting reagent for amines, amides and alcohols.
  • Uses t-Butyldimethylchlorosilane is useful as an anion trapping reagent. For example, TBDMSCl was found to be an efficient trap of the lithio α-phenylthiocyclopropane anion.When dichlorothiophene was treated with 2 equiv of n-butyllithium followed by 2 equiv of TBDMSCl the di-TBDMS-thiophene was isolated. The lithium anions of primary (eq 1) and secondary (eq 2) nitriles were trapped with TBDMSCl to give C,N-disilyl- and Nsilylketenimines in excellent yields.
    Silyl stannanes have been prepared by trapping tin anions with TBDMSCl or other silyl chlorides. Alkynes treated with silyl stannanes and catalytic tetrakis(triphenylphosphine)palladium(0) give cis-silyl stannylalkenes in good yields.

  • Definition ChEBI: Tert-butyldimethylsilyl chloride is a silyl chloride consisting of a central silicon atom covalently bound to one chloro, one tert-butyl and two methyl groups. tert-Butyldimethylsilyl chloride is a derivatisation agent used in gas chromatography/mass spectrometry applications. It has a role as a chromatographic reagent.
  • Preparation tert-butyldimethylsilyl chloride (TBSCI, mp 86–89 °C) is expensive though it is readily prepared in high yield by the reaction of tert-butyllithium with dichlorodimethylsilane.
  • Reactions tert-Butyldimethylsilyl chloride reacts with alcohols in the presence of base to give tert-butyldimethylsilyl ethers:(Me3C)Me2SiCl + ROH → (Me3C)Me2SiOR + HCl
    These silyl ethers hydrolyze much more slowly than the trimethylsilyl ethers.
  • Hazard Moderately toxic.
  • Purification Methods Fractionally distil it at atmospheric pressure. [Sommer & Tyler J Am Chem Soc 76 1030 1954, Corey & Venkateswarlu J Am Chem Soc 94 6190 1972, Beilstein 4 IV 4076.]
tert-Butyldimethylsilyl chloride Preparation Products And Raw materials
Raw materials
Preparation Products
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Related articles
tert-Butyldimethylsilyl chloride Spectrum
18162-48-6, tert-Butyldimethylsilyl chlorideRelated Search:
  • t-butylchlorodimethyl-silan
  • SILANE TBM2
  • SILANE, CHLORO(1,1-DIMETHYLETHYL)DIMETHYL-
  • T-BUTYLDIMENHYLSILYL CHLORIDE
  • t-butyl dimethyl chlorsilane
  • T-BUTYLDIMETHYLCHLOROSILANE
  • T-BUTYLDIMETHYLSILYL CHLORIDE
  • TBDMSCI
  • TBDMSCL
  • TBDMCl
  • TBDMCS
  • TBUME2SI-CL
  • TBSCL
  • TERT-BUTYLDIMETHYLSILYL CHLORIDE
  • TERT-BUTYLDIMETHYLCHLOROSILANE
  • TERT-BUTYLCHLORODIMETHYLSILANE
  • T-butyldimethylsilyl chloride*crystalline
  • tert-Butyldimethylsilyl chloride~TBDMSCl~TBSCl
  • tert-Butyl Dimethylchlorosilane (TBDMSCl)
  • chloro-dimethyl-tert-butyl-silane
  • Tert-butyldimethylsilyl chloride, TBSCI
  • TERT-BUTYLDIMETHYLSILYL CHLORIDE, 50 WT. % SOLUTION IN TOLUENE
  • TERT-BUTYLDIMETHYLCHLOROSILANE SOLUTION, ~50% IN TOLUENE
  • TERT-BUTYLDIMETHYLCHLOROSILANE SOLUTION, 50% IN METHYL. CHL.
  • tert-Butyldimethylchlorosilane [tert-Butyldimethylsilylating Agent]
  • tert-Butyldimethylchlorosilane, 97+%
  • tert-Butyldimethylchlorosilane, tert-Butyldimethylsilyl chloride, TBDMSCl solution
  • tert-Butyldimethylchlorosilane, tert-Butyldimethylsilyl chloride, TBDMSCl
  • tert-Butyl(chloro)dimethylsilane, tert-Butyldimethylchlorosilane, TBDMSCl
  • t-BUTYLDIMETHYLCHLOROSILANE, 2.85M in toluene, 49-50% solution
  • t-BUTYLDIMETHYLCHLOROSILANE, 3M in tetrahydrofuran
  • tert-Butyldimethylchlorosilane, tert-Butyldimethylsilyl chloride, Silane TBM2-Tol Sol., TBDMSCl solution
  • tert-Butyldimethylchlorosilane, tert-Butyldimethylsilyl chloride, Silane TBM2, TBDMSCl
  • t-Butyldimethylchlorosilane, min. 97%
  • tert-Butylchlorodimethylsilane1.0M solution in dichloromethaneAcroSeal§3
  • tert-Butylchlorodimethylsilane,98%
  • tert-Butyldimethylsilyl
  • t-Butyldimethylchlorosilane,min.97%
  • TERT-BUTYLDIMETHYLCHLOROSILANE, 1.0 M IN METHYLENE CHLORIDE
  • 2.85M IN TOLUENE (CA. 49.5%)
  • TERT-BUTYLDIMETHYLCHLOROSILANE, 3M IN THF
  • tert-Butylchlorodimethylsilane, 1.0M solution in dichloromethane
  • tert-ButyldimethylchlorosilaneTBSCl
  • tert-BUTYLDIMETHYLCHLOROSILANE 98%
  • TERT-BUTYLDIMETHYLSILYL CHLORIDE (TBDMSCL)
  • Tert-Butyldimethylchlorosilane50%W/WInToluene
  • Tertbutyldimethylchlorosilane,ProtectiveReagent,
  • Tbdmscl(Tert-ButyldimethylsilylChloride)
  • Tert-ButyldimethylchlorosilaneTbms
  • TBSCl (Tert-butyldimethylsilyl chloride)
  • BDCS
  • BDCS SILYLATION REAGENT
  • CB2790
  • chloro(1,1-dimethylethyl)dimethyl-silan
  • chloro(1,1-dimethylethyl)dimethyl-Silane
  • chloro-tert-butyldimethyl-silan
  • Chloro-tert-butyldimethylsilane
  • Dimethyl-tert-butylchlorosilane