(Triisopropylsiloxy)methyl chloride

Base Information

• Chemical Name: (Triisopropylsiloxy)methyl chloride
• CAS No.: 217300-17-9
• Molecular Formula: C10H23 Cl O Si
• Molecular Weight: 222.831
• European Community (EC) Number: 893-803-8
• DSSTox Substance ID: DTXSID80585022
• Wikidata: Q72453553
• Mol file: 217300-17-9.mol

Synonyms:(Triisopropylsiloxy)methyl chloride;217300-17-9;(chloromethoxy)tris(1-methylethyl)silane;chloromethoxy-tri(propan-2-yl)silane;(Chloromethoxy)triisopropylsilane;Silane, (chloromethoxy)tris(1-methylethyl)-;SCHEMBL1066246;(Triisopropylsiloxy)methylchloride;DTXSID80585022;SYZFQLUYDBIQCR-UHFFFAOYSA-N;MFCD05865265;[(triisopropylsilyl)oxy]methylchloride;(Chloromethoxy)tri(propan-2-yl)silane;AKOS015904446;s11878;(Chloromethoxy)triisopropylsilane, TOMCl;WS-00130;CS-0188241;J-014258;(Triisopropylsiloxy)methyl chloride, >=95.0% (GC)

Chemical Property of (Triisopropylsiloxy)methyl chloride

Chemical Property:

• Vapor Pressure: 0.199mmHg at 25°C
• Refractive Index: 1.426
• Boiling Point: 217.065°C at 760 mmHg
• Flash Point: 72.018°C
• PSA: 9.23000
• Density: 0.96 g/mL at 20 °C(lit.)
• LogP: 4.37480
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 222.1206696
• Heavy Atom Count: 13
• Complexity: 124

Purity/Quality:

98%,99%, ^*data from raw suppliers

(Triisopropylsiloxy)methyl chloride ≥95.0% (GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)[Si](C(C)C)(C(C)C)OCCl

Technology Process of (Triisopropylsiloxy)methyl chloride

There total 4 articles about (Triisopropylsiloxy)methyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + triisopropylsilanol (17877-23-5) → chloromethoxy-triisopropyl-silane (217300-17-9)

Guidance literature:

With hydrogenchloride; at -10 - 0 ℃; Concentration;

Reference yield: 95.0%

triisopropylsilyl (ethylthio)methyl ether (253586-28-6) → chloromethoxy-triisopropyl-silane (217300-17-9)

Guidance literature:

With sulfuryl dichloride; In dichloromethane; at 4 - 20 ℃; for 1h;

DOI:10.1002/1522-2675(20011219)84:12<3773::AID-HLCA3773>3.0.CO;2-E

Reference yield: 90.0%

→ chloromethoxy-triisopropyl-silane (217300-17-9)

Guidance literature:

upstream raw materials:

triisopropylsilyl (ethylthio)methyl ether

triisopropylsilyl chloride

formaldehyd

triisopropylsilanol

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-3'-O-{[(triisopropylsilyl)oxy]methyl}uridine

5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}uridine

N⁴-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}cytidine

N⁴-acetyl-5'-O-(4,4'-dimethoxytrityl)-3'-O-{[(triisopropyl)silyloxy]methyl}cytidine

Refernces

• 1、 Roane, James,Wippich, Julian,Ramgren, Stephen D.,Krische, Michael J.. "Synthesis of the C(1)-C(13) Fragment of Leiodermatolide via Hydrogen-Mediated C-C Bond Formation". supporting information. p. 6634 - 6637. Retrieved 2017/12/26.
• 2、 Pitsch, Stefan,Weiss, Patrick A.,Jenny, Luzi,Stutz, Alfred,Wu, Xiaolin. "Reliable chemical synthesis of oligoribonucleotides (RNA) with 2′-O-[(triisopropylsilyl)oxy]methyl(2′-O-tom)-protected phosphoramidites". . p. 3773 - 3795. Retrieved 2007/10/03.