18412-68-5

Basic information

• Product Name: 1-(TRIMETHYLSILYL)-4-TERT-BUTYLBENZENE
• Synonyms: 1-(TRIMETHYLSILYL)-4-TERT-BUTYLBENZENE
• CAS NO: 18412-68-5
• Molecular Formula: C₁₃H₂₂Si
• Molecular Weight: 206.4
• Mol File: 18412-68-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(TRIMETHYLSILYL)-4-TERT-BUTYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(TRIMETHYLSILYL)-4-TERT-BUTYLBENZENE(18412-68-5)
• EPA Substance Registry System: 1-(TRIMETHYLSILYL)-4-TERT-BUTYLBENZENE(18412-68-5)

Safety Data

• Hazardous Substances Data: 18412-68-5(Hazardous Substances Data)

Usage

General Description

1-(Trimethylsilyl)-4-tert-butylbenzene is an organic compound that consists of a benzene ring with a tert-butyl group and a trimethylsilyl group attached to it. It is commonly used as a reagent in organic synthesis for the protection of alcohols and amines. The trimethylsilyl group is often used to protect sensitive functional groups from unwanted reactions during chemical manipulations. The tert-butyl group provides steric hindrance, making it an effective protective agent for certain chemical reactions. Additionally, 1-(trimethylsilyl)-4-tert-butylbenzene can serve as a precursor for the synthsis of other important organic compounds.

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 63488-10-8 4-tert-butylmagnesium bromide 
• 1030471-15-8 p-tert-butyl-α,α,α-trifluoromethoxybenzene 
• 769-92-6 4-tert-Butylaniline 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 35779-04-5 1-tert-butyl-4-iodobenzene 
• 3972-56-3 4-(tert-butyl)chlorobenzene 
• 3972-65-4 1-bromo-4-tert-butylbenzene 

Downstream Products

• 1429493-96-8 C₃₂H₂₉BN₂O 
• 1625-91-8 4,4'-di-tert-butylbiphenyl 
• 3056-64-2 4-(tert-butyl)phenyl acetate 
• 701-30-4 1-tert-butyl-4-fluorobenzene 
• 916162-47-5 (p-(t)BuC₆H₄)2BBr 
• 76782-93-9 4-tert-butyl-1-(dibromoboryl)benzene 

Relevant articles and documents

Luminescence tuning of organoboron quinolates through substituent variation at the 5-position of the quinolato moiety

A series of organoboron quinolates with emission colors ranging from blue to red have been prepared. In comparison to the respective AlQ3 derivatives a distinct blue-shift of the emission is observed. Theoretical calculations serve to provide i

Preparation method of aromatic silicon organic compound

The invention provides a preparation method of an aromatic silicon organic compound. The aromatic silicon organic compound is a compound as shown in a formula 3 shown in the specification, the aromatic silicon organic compound is prepared by reacting a compound as shown in a formula 1 with a compound as shown in a formula 2, and the reaction formula is as shown in the specification. In the formulas, a is selected from any integer of 0-5, n is selected from any integer of 1-6, R is selected from one of alkyl, alkoxy, fluorine, trifluoromethyl and trifluoromethoxy; m is any integer selected from 1-3, and R2 is selected from C1-C6 alkyl; a catalyst used in the reaction is MIc, MIc is iodized salt, M is metal ion, and c is selected from 1 or 2 according to the valence state of M; and magnesium is added in the reaction process. The method has the advantages of low cost, effective avoidance of heavy metal residues, simplicity and convenience in operation, high yield, mild reaction conditions and easiness in industrialization.

Gold-catalyzed oxidative coupling of arylsilanes and arenes: Origin of selectivity and improved precatalyst

The mechanism of gold-catalyzed coupling of arenes with aryltrimethylsilanes has been investigated, employing an improved precatalyst (thtAuBr3) to facilitate kinetic analysis. In combination with linear free-energy relationships, kinetic isotope effects, and stoichiometric experiments, the data support a mechanism involving an Au(I)/Au(III) redox cycle in which sequential electrophilic aromatic substitution of the arylsilane and the arene by Au(III) precedes product-forming reductive elimination and subsequent cycle-closing reoxidation of the metal. Despite the fundamental mechanistic similarities between the two auration events, high selectivity is observed for heterocoupling (C-Si then C-H auration) over homocoupling of either the arylsilane or the arene (C-Si then C-Si, or C-H then C-H auration); this chemoselectivity originates from differences in the product-determining elementary steps of each electrophilic substitution. The turnover-limiting step of the reaction involves associative substitution en route to an arene π-complex. The ramifications of this insight for implementation of the methodology are discussed.