Triisopropylsilanol

Base Information

• Chemical Name: Triisopropylsilanol
• CAS No.: 17877-23-5
• Molecular Formula: C9H22 O Si
• Molecular Weight: 174.359
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID70339192
• Nikkaji Number: J725.259E
• Wikidata: Q82108042
• Mol file: 17877-23-5.mol

Synonyms:Triisopropylsilanol;17877-23-5;hydroxy-tri(propan-2-yl)silane;Silanol, 1,1,1-tris(1-methylethyl)-;TRIISOPROPYLSILANOL 98;TRIISOPROPYLSILANOL 98;TRIISOPROPYLSILANOL, 98%;MFCD01863576;Silanol, tris(1-methylethyl)-;triisopropyl silanol;triisopropyl-silanol;Triisopropylsilanol #;Silanol,1,1,1-tris(1-methylethyl)-;tris(propan-2-yl)silanol;SCHEMBL29804;DTXSID70339192;AMY18698;AC8240;AS-75689;SY248725;CS-0448899;FT-0700695;A881370;J-011400

Chemical Property of Triisopropylsilanol

Chemical Property:

• Vapor Pressure: 0.0627mmHg at 25°C
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 196 °C750 mm Hg(lit.)
• PKA: 14.87±0.53(Predicted)
• Flash Point: 162 °F
• PSA: 20.23000
• Density: 0.878 g/mL at 25 °C(lit.)
• LogP: 3.15420
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 174.143991855
• Heavy Atom Count: 11
• Complexity: 97

Purity/Quality:

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

Triisopropylsilanol 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Triisopropylsilanol

There total 11 articles about Triisopropylsilanol 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: 68.0%

chlorotriisopropylsilane (6485-79-6) + paracetaldehyde (123-63-7) → triisopropylsilanol (17877-23-5) + ethoxytriisopropylsilane (18023-46-6) + isobutyraldehyde (78-84-2)

Guidance literature:

With (pentamethylcyclopentadienyl)Ge(II)⁺B(ArF)₄^-; In dichloromethane-d2; at 50 ℃; Catalytic behavior;

DOI:10.1021/acs.oprd.0c00214

Reference yield: 53.0%

chlorotriisopropylsilane (6485-79-6) → triisopropylsilanol (17877-23-5) + hydrogen (1333-74-0)

Guidance literature:

With water; silver nitrate; at 24.84 ℃; for 0.666667h;

DOI:10.1039/c4ra05669h

Reference yield: 42.0%

(cyclopropylmethyl)triisopropylsilane + glyoxylic acid ethyl ester (924-44-7) → triisopropylsilanol (17877-23-5) + triisopropylsilyl chloride (13154-24-0) + ethyl (±)-trans-2-[(triisopropylsilyl)methyl]tetrahydrofuran-5-carboxylate

Guidance literature:

glyoxylic acid ethyl ester; With tin(IV) chloride; In dichloromethane; at -78 ℃; Inert atmosphere;

(cyclopropylmethyl)triisopropylsilane; In dichloromethane; at -78 - 0 ℃; Inert atmosphere;

With water; In dichloromethane; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2015.05.007

upstream raw materials:

triisopropylsilyl chloride

(S)-1-[(4R,6S)-6-Allyl-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-pent-4-en-2-ol

benzyl alcohol

(benzyloxy)triisopropylsilane

Downstream raw materials:

tetramethyldivinyldisiloxane

1,1-dimethyl-3,3,3-triisopropyl-1-vinyldisiloxane

N¹-(tert-butyl)benzene-1,2-diamine

triiso-propyl(mesityloxy)silane

Refernces

• 1、 Fritz-Langhals, Elke,Kneissl, Sotirios,Piroutek, Phillip,Werge, Sven. "Novel Si(II)+and Ge(II)+Compounds as Efficient Catalysts in Organosilicon Chemistry: Siloxane Coupling Reaction ?". . . Retrieved 2020/09/02.
• 2、 Dunn, Jonathan,Dobbs, Adrian P.. "Synthesis and reactions of donor cyclopropanes: efficient routes to cis- and trans-tetrahydrofurans". supporting information. p. 7386 - 7414. Retrieved 2015/08/24.