17922-24-6

Basic information

• Product Name: TERT-BUTOXYCHLORODIPHENYLSILANE
• Synonyms: TERT-BUTOXYCHLORODIPHENYLSILANE;TERT-BUTOXYDIPHENYLCHLOROSILANE;TERT-BUTOXYDIPHENYLSILYL CHLORIDE;Butoxydiphenylchlorosilane;tert-Butoxydiphenylchlorosilane~tert-Butoxydiphenylsilyl chloride;TERT-BUTOXY-DIPHENYLCHLOROSILANE, STAB.;T-BUTOXYDIPHENYLCHLOROSILANE;tert-Butoxychlorodiphenylsilane 95%
• CAS NO: 17922-24-6
• Molecular Formula: C₁₆H₁₉ClOSi
• Molecular Weight: 290.86
• EINECS: -0
• Product Categories: Monoalkoxysilanes;Monochlorosilanes;Protection & Derivatization Reagents (for Synthesis);Si (Classes of Silicon Compounds);Si-Cl Compounds;Silicon Compounds (for Synthesis);Si-O Compounds;Synthetic Organic Chemistry
• Mol File: 17922-24-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 130-135 °C0.1 mm Hg
• Flash Point: 56°C
• Appearance: /
• Density: 1.076 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.539
• Storage Temp.: −20°C
• Sensitive: Moisture Sensitive
• BRN: 5037778
• CAS DataBase Reference: TERT-BUTOXYCHLORODIPHENYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTOXYCHLORODIPHENYLSILANE(17922-24-6)
• EPA Substance Registry System: TERT-BUTOXYCHLORODIPHENYLSILANE(17922-24-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2986 8/PG 2
• WGK Germany: 3
• F: 10-21
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 17922-24-6(Hazardous Substances Data)

Usage

General Description

Tert-butoxychlorodiphenylsilane is a type of chemical compound primarily used in the field of organic synthesis. It belongs to the group of organosilicon compounds and is commonly known for its reagent properties. This means it's often involved in chemical reactions that create new substances. As indicated by its name, it's made up of silicon, chlorine, and phenyl groups, along with a tert-butoxy group. This chemical is typically handled and stored in a controlled environment due to its reactive nature. It has applications in various industries, including pharmaceuticals and chemical research, thanks to its use as a silylating agent.

Upstream product

• 80-10-4 diphenylsilyl dichloride 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 114058-28-5 2-octyl-tert-butoxydiphenylsilyl ether 
• 114094-30-3 3-(tert-Butoxy-diphenyl-silanyloxymethyl)-heptan-4-ol 
• 195247-42-8 4-N-benzoyl-2'-O-(9-phenylxanthen-9-yl)-5'-O-(tert-butoxydiphenylsilyl)cytidine 
• 195247-52-0 2-N-dimethylaminomethylidene-2'-O-(9-phenylxanthen-9-yl)-5'-O-(tert-butoxydiphenylsilyl)guanosine 
• 195247-38-2 3-N-pivaloyloxymethyl-2'-O-(9-phenylxanthen-9-yl)-5'-O-(tert-butoxydiphenylsilyl)uridine 
• 499992-31-3 (R)-2-((2S,5S,7S)-2-{(S)-(tert-Butoxy-diphenyl-silanyloxy)-[(2R,4R,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-furan-2-yl]-methyl}-1,6-dioxa-spiro[4.5]dec-7-yl)-N-phenyl-propionamide 
• 488791-35-1 4-[(E)-(3S,4S)-3-(tert-Butoxy-diphenyl-silanyloxy)-2,4-dimethyl-hexa-1,5-dienyl]-2-methyl-thiazole 
• 793706-87-3 (1,1-dimethylethoxy)diphenylsilylacetonitrile 
• 149198-47-0 tert-butyl (3R,4S)-2-oxo-4-phenyl-3-(triethylsilyloxy)azetidine-1-carboxylate 

Relevant articles and documents

Stereoselective Synthesis of Z-α,β-Unsaturated Sulfones Using Peterson Reagents

New Peterson reagents were prepared by introducing alkyloxy groups on the silicon atom in order to fix the conformation of the sulfone anion. The reagents 1d and 1e reacted with a variety of aldehydes after the treatment with Li-base to give Z-α,β-unsaturated sulfones with up to >99:1 selectivity in good to excellent yields. For the reaction with aliphatic aldehydes, CPME (cyclopentyl methyl ether) is the choice of solvent, while DME (1,2-dimethoxyethane) gave higher selectivity for the reaction with aromatic aldehydes.

Symmetrical Alkoxysilyl Ethers. A New Class of Alcohol-Protecting Groups. Preparation of tert-Butoxydiphenylsilyl Ethers

The preparation and evaluation of a new class of alcohol-protecting groups, the alkoxydiphenylsilyl ethers, are described.In particular, tert-butoxydiphenylsilyl ethers, which can be formed from primary, secondary, or tertiary alcohols and tert-butoxydiphenylsilyl chloride, offer the useful synthetic properties of acid stability and high fluoride reactivity.Opportunities for selective silyl group cleavage are highlighted.