CAS 18162-48-6

tert-Butyldimethylsilyl chloride

Description:

Tert-Butyldimethylsilyl chloride (TBDMS chloride) is an organosilicon compound characterized by its use as a protecting group for alcohols and amines in organic synthesis. It features a tert-butyl group attached to a dimethylsilyl moiety, which enhances its stability and reactivity. The compound is typically a colorless to pale yellow liquid with a pungent odor, and it is known for its ability to form stable silyl ethers upon reaction with alcohols. TBDMS chloride is sensitive to moisture and should be handled under anhydrous conditions to prevent hydrolysis, which can lead to the formation of silyl alcohols. It is soluble in organic solvents such as dichloromethane and ether but is insoluble in water. The compound is commonly used in the synthesis of complex organic molecules, particularly in the field of medicinal chemistry and natural product synthesis, due to its effectiveness in selectively protecting functional groups during multi-step reactions. Proper safety precautions should be taken when handling TBDMS chloride, as it can be irritating to the skin and respiratory system.

Formula: C₆H₁₅ClSi

InChI: InChI=1S/C6H15ClSi/c1-6(2,3)8(4,5)7/h1-5H3

InChI key: InChIKey=BCNZYOJHNLTNEZ-UHFFFAOYSA-N

SMILES: C([Si](C)(C)Cl)(C)(C)C

Synonyms:

• (1,1-Dimethylethyl)dimethylsilyl chloride
• 2-(Chlorodimethylsilyl)-2-methylpropane
• 2-[4-(TertButyldimethylsilanyloxy)phenyl] chloride
• Chloro(1,1-dimethylethyl)dimethylsilane
• Chloro-tert-butyldimethylsilane
• Chlorodimethyl-tert-butylsilane
• Dimethyl(1,1-dimethylethyl)chlorosilane
• Dimethyl-tert-butylchlorosilane
• Dimethyl-tert-butylsilyl chloride
• Ls 1190
• Silane, T-Butyl-Dimethylchloro-
• Silane, chloro-tert-butyldimethyl-
• T-Butyldimethylchlorosilane
• TBDMS chloride
• TBDMS-Cl
• TBSCl
• Terc-Butilclorodimetilsilano
• Tert-Butyldimethylchlorosilane
• tert-Butyl(dimethyl)silane chloride
• tert-Butylchlordimethylsilan
• tert-Butylchlorodimethylsilane
• tert-Butyldimethylsilyl chloride
• (1-chloro-2-methylpropan-2-yl)(dimethyl)silane
• Silane, chloro(1,1-dimethylethyl)dimethyl-
• Tert-Butyl Dimethyl Silyl Chloride
• TBDMSCL
• Tertiary butyldimethylchlorosilane
• Tert-butyl-dimethyl chlorosilance
• Tert-Butyl Dimethylchlorosilane

tert-Butyldimethylchlorosilane [tert-Butyldimethylsilylating Agent]

CAS: 18162-48-6

Formula: C₆H₁₅ClSi

Purity: >98.0%(GC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 150.72

Ref: 3B-B0995

tert-Butyldimethylchlorosilane, 50% w/w in toluene

CAS: 18162-48-6

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₆H₁₅ClSi

Color and Shape: Clear colorless, Liquid

Molecular weight: 150.72

Ref: 02-B21286

tert-Butyldimethylchlorosilane, 97%

CAS: 18162-48-6

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

Formula: C₆H₁₅ClSi

Purity: 97%

Color and Shape: Colorless to white, Crystals or powder or crystalline powder or lumps or fused solid

Molecular weight: 150.72

Ref: 02-A13064

tert-Butyldimethylchlorosilane

CAS: 18162-48-6

Formula: C₆H₁₅ClSi

Purity: 95%

Color and Shape: Solid

Molecular weight: 150.7218

Ref: IN-DA0035NH

tert-Butyldimethylsilyl chloride

CAS: 18162-48-6

tert-Butyldimethylsilyl chloride

Formula: C₆H₁₅ClSi

Purity: ≥95%

Color and Shape: white crystals

Molecular weight: 150.72179g/mol

Ref: 54-OR019066

tert-Butyldimethylchlorosilane

CAS: 18162-48-6

Formula: C₆H₁₅ClSi

Purity: ≥ 99.0%

Color and Shape: White crystals

Molecular weight: 150.73

Ref: 7W-GK9215

tert-Butyldimethylchlorosilane

CAS: 18162-48-6

S03300 - tert-Butyldimethylchlorosilane

Formula: C₆H₁₅ClSi

Purity: 98%

Color and Shape: Solid

Molecular weight: 150.72

Ref: 10-S03300

tert-Butyldimethylsilyl chloride, 50% solution in toluene

CAS: 18162-48-6

tert-Butyldimethylsilyl chloride, 50% solution in toluene

Purity: ≥95%

Color and Shape: Colourless Liquid

Molecular weight: 150.72g/mol

Ref: 54-OR40716

tert-Butyldimethylsilyl Chloride

CAS: 18162-48-6

Applications Used to protect alcohols during organic synthesis.
References Shen, H., et al.: J. Med. Chem., 53, 2666 (2010), Qiang, L., et al.: Bioorg. Med. Chem. Lett., 20, 836 (2010),

Formula: C₆H₁₅ClSi

Color and Shape: White Solid

Molecular weight: 150.72

Ref: TR-B691080

tert-Butyldimethylsilyl chloride

CAS: 18162-48-6

Tert-butyldimethylsilyl chloride is a silicon-containing compound that is used to prepare the tert-butyl group, which is an important part of many organic compounds. Tert-butyldimethylsilyl chloride reacts with trifluoroacetic acid to form hydrogen bonds. It can also react with hydrochloric acid to form a tert-butyl chloride, which is soluble in water and hydrolyzes in human serum. Tert-butyldimethylsilyl chloride has been used for the synthesis of carbohydrates and fatty acids. It has been used as a sample preparation agent for gas chromatography mass spectrometry and high performance liquid chromatography. The reaction solution can be prepared by reacting tert-butyldimethylsilyl chloride with an alcohol or carboxylic acid in the presence of base at low temperature. Tert-butyldimethylsilyl chloride can be synthesized by reacting

Formula: C₆H₁₅ClSi

Purity: Min. 95 Area-%

Color and Shape: Colorless Powder

Molecular weight: 150.73 g/mol

Ref: 3D-FB07718

t-BUTYLDIMETHYLCHLOROSILANE

CAS: 18162-48-6

Trialkylsilyl Blocking Agent
Used as a protecting group for reactive hydrogens in alcohols, amines, thiols, and carboxylic acids. Organosilanes are hydrogen-like, can be introduced in high yield, and can be removed under selective conditions. They are stable over a wide range of reaction conditions and can be removed in the presence of other functional groups, including other protecting groups. The tolerance of silylated alcohols to chemical transformations summary is presented in Table 1 of the Silicon-Based Blocking Agents brochure.
Alkyl Silane - Conventional Surface Bonding
Aliphatic, fluorinated aliphatic or substituted aromatic hydrocarbon substituents are the hydrophobic entities which enable silanes to induce surface hydrophobicity. The organic substitution of the silane must be non-polar. The hydrophobic effect of the organic substitution can be related to the free energy of transfer of hydrocarbon molecules from an aqueous phase to a homogeneous hydrocarbon phase. A successful hydrophobic coating must eliminate or mitigate hydrogen bonding and shield polar surfaces from interaction with water by creating a non-polar interphase. Although silane and silicone derived coatings are in general the most hydrophobic, they maintain a high degree of permeability to water vapor. This allows coatings to breathe and reduce deterioration at the coating interface associated with entrapped water. Since ions are not transported through non-polar silane and silicone coatings, they offer protection to composite structures ranging from pigmented coatings to rebar reinforced concrete. A selection guide for hydrophobic silanes can be found on pages 22-31 of the Hydrophobicity, Hydrophilicity and Silane Surface Modification brochure.
tert-Butyldimethylchlorosilane; TBS-Cl; Chlorodimethyl-t-butylsilane; tert-Butylchlorodimethylsilane; Chloro(1,1-dimethylethyl)dimethylsilane
Excellent for 1° and 2° alcoholsSilylation catalyzed by imidazoleBlocking agent widely used in prostaglandin synthesisStable to many reagentsCan be selectively cleaved in presence of acetate, THP and benzyl ethers among othersUsed for the protection of alcohols, amines, thiols, lactams, and carboxylic acidsClean NMR characteristics of protecting groupSilylation reagent - derivatives resistant to Grignards, alkyl lithium compounds, etcFacile removal with flouride ion sourcesSummary of selective deprotection conditions is provided in Table 7 through Table 20 of the Silicon-Based Blocking Agents brochure

Formula: C₆H₁₅ClSi

Purity: 97%

Color and Shape: Translucent Solid

Molecular weight: 150.72

Ref: 3H-SIB1935.0

t-Butyldimethylchlorosilane, min. 97%

CAS: 18162-48-6

t-Butyldimethylchlorosilane, min. 97%

Formula: (CH₃)₃CSi(CH₃)₂Cl

Purity: min. 97%

Color and Shape: white pwdr.

Molecular weight: 150.70

Ref: 08-14-1775

tert-Butyldimethylsilyl Chloride (TBDMS.Cl) extrapure, 98%

CAS: 18162-48-6

Formula: C₆H₁₅ClSi

Purity: min. 98%

Color and Shape: White, Hygroscopic compound, Clear, Colourless

Molecular weight: 150.73

Ref: SR-39227