217300-17-9

Basic information

• Product Name: (TRIISOPROPYLSILOXY)METHYL CHLORIDE
• Synonyms: (Chloromethoxy)triisopropylsilane, TOMCl;TOMCl;Silane, (chloroMethoxy)tris(1-Methylethyl)-;(chloroMethoxy)tris(1-Methylethyl)silane;chloromethoxy-tri(propan-2-yl)silane;(Triisopropylsiloxy)methyl chloride >=95.0% (GC);chloromethoxy-tri(propan-2-yl)silane (ToMCl)
• CAS NO: 217300-17-9
• Molecular Formula: C₁₀H₂₃ClOSi
• Molecular Weight: 222.83
• Mol File: 217300-17-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 217.065°C at 760 mmHg
• Flash Point: 72.018°C
• Appearance: /
• Density: 0.96 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.199mmHg at 25°C
• Refractive Index: 1.426
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: (TRIISOPROPYLSILOXY)METHYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (TRIISOPROPYLSILOXY)METHYL CHLORIDE(217300-17-9)
• EPA Substance Registry System: (TRIISOPROPYLSILOXY)METHYL CHLORIDE(217300-17-9)

Safety Data

• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 217300-17-9(Hazardous Substances Data)

Usage

General Description

(TRIISOPROPYLSILOXY)METHYL CHLORIDE is a chemical compound with the formula C10H23ClOSi. It is commonly used as a reactive intermediate in the production of various silicon-based polymers and resins. (TRIISOPROPYLSILOXY)METHYL CHLORIDE is known for its ability to impart water repellency and adhesion promoting properties when used as a surface treatment agent. It is also utilized in the manufacturing of adhesives, sealants, and coatings due to its high reactivity and compatibility with organic solvents. Additionally, (TRIISOPROPYLSILOXY)METHYL CHLORIDE is often employed in the synthesis of specialty chemicals and pharmaceuticals. Its unique structure and chemical properties make it a versatile and valuable compound in various industrial applications.

InChI:InChI=1/C10H23ClOSi/c1-8(2)13(9(3)4,10(5)6)12-7-11/h8-10H,7H2,1-6H3

Upstream product

• 50-00-0 formaldehyd 
• 17877-23-5 triisopropylsilanol 
• 13154-24-0 triisopropylsilyl chloride 
• 253586-28-6 triisopropylsilyl (ethylthio)methyl ether 

Downstream Products

• 253586-22-0 N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}adenosine 
• 415707-13-0 N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-3'-O-{[(triisopropylsilyl)oxy]methyl}adenosine 
• 415707-14-1 N²-acetyl-5'-O-(4,4'-dimethoxytrityl)-3'-O-{[(triisopropylsilyl)oxy]methyl}guanosine 
• 253586-23-1 5'-O-(4,4'-dimethoxytrityl)-N²-acetyl-2'-O-{[(triisopropylsilyl)oxy]methyl}guanosine 
• 847605-63-4 1-[6,7-dideoxy-5-O-(4,4'-dimethoxytrityl)-7-C-(triethylsilyl)-2-O-{[(triisopropylsilyl)oxy]methyl}-β-D-allo-hept-6-ynofuranosyl]uracil 
• 847605-72-5 1-[6,7-dideoxy-5-O-(4,4'-dimethoxytrityl)-7-C-(triethylsilyl)-2-O-{[(triisopropylsilyl)oxy]methyl}-α-L-talo-hept-6-ynofuranosyl]uracil 
• 911468-85-4 3'-O-acetyl-1-deoxy-1-(2,4-difluorophenyl)-5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}-β-D-ribofuranose 
• 1219827-37-8 C₃₁H₄₃N₃O₅Si 
• 1373621-10-3 5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-¹³C-uridine 
• 415707-15-2 5'-O-(4,4'-dimethoxytrityl)-3'-O-{[(triisopropylsilyl)oxy]methyl}uridine 

Relevant articles and documents

Total Synthesis of Leiodermatolide A via Transfer Hydrogenative Allylation, Crotylation, and Propargylation: Polyketide Construction beyond Discrete Allyl- or Allenylmetal Reagents

The total synthesis of leiodermatolide A was accomplished in 13 steps (LLS). Transfer hydrogenative variants of three carbonyl additions that traditionally rely on premetalated reagents (allylation, crotylation, and propargylation) are deployed together i

Synthesis of the C(1)-C(13) Fragment of Leiodermatolide via Hydrogen-Mediated C-C Bond Formation

The C(1)-C(13) fragment of the antimitotic marine macrolide leiodermatolide is prepared in seven steps via hydrogenative and transfer-hydrogenative reductive C-C couplings. A hydrogen-mediated reductive coupling of acetylene with a Roche-type aldehyde is used to construct C(7)-C(13). A 2-propanol-mediated reductive coupling of allyl acetate with (E)-2-methylbut-2-enal at a low loading of iridium (1 mol %) is used to construct C(1)-C(6), which is converted to an allylsilane using Oestereich's copper-catalyzed allylic substitution of Si-Zn reagents. The union of the C(1)-C(6) and C(7)-C(13) fragments is achieved via stereoselective Sakurai allylation.

Fast and reliable automated synthesis of RNA and partially 2'-O- protected precursors ('caged RNA') based on two navel, orthogonal 2'-O- protecting groups. Preliminary communication

Two sets of RNA phosphoramidites, carrying the (fluoride-labile) 2'-O- [(triisopropylsilyl)oxy]methyl (=tom) group and the (photolabile) [(R)-1-(2- nitrophenyl)ethoxy]methyl (= (R)-npeom) group, were prepared (see 1-4 and 5- 8, resp.). The two protecting groups were completely orthogonal to each other. Three ribozyme-substrate constructs, protected each by a (R)-npeom group, were synthesized; on photolysis, efficient cleavage of this remaining protecting group occurred (Scheme 3). It could be demonstrated that the presence of one (R)-npeom group within a RNA strand has only a minor influence on the pairing properties of corresponding duplexes.