1,3,2-Dioxaborinane, 5,5-dimethyl-2-[4-(trimethylsilyl)phenyl]-

Base Information

• Chemical Name: 1,3,2-Dioxaborinane, 5,5-dimethyl-2-[4-(trimethylsilyl)phenyl]-
• CAS No.: 574755-28-5
• Molecular Formula: C14H23BO2Si
• Molecular Weight: 262.232
• DSSTox Substance ID: DTXSID30473809
• Nikkaji Number: J1.908.694A
• Wikidata: Q82303444
• Mol file: 574755-28-5.mol

Synonyms:574755-28-5;1,3,2-Dioxaborinane, 5,5-dimethyl-2-[4-(trimethylsilyl)phenyl]-;(4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)trimethylsilane;starbld0012059;DTXSID30473809;[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]-trimethylsilane;2-(4-(Trimethylsilyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane

Chemical Property of 1,3,2-Dioxaborinane, 5,5-dimethyl-2-[4-(trimethylsilyl)phenyl]-

Chemical Property:

• PSA: 18.46000
• LogP: 2.00000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 262.1560367
• Heavy Atom Count: 18
• Complexity: 270

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OCC(CO1)(C)C)C2=CC=C(C=C2)[Si](C)(C)C

Technology Process of 1,3,2-Dioxaborinane, 5,5-dimethyl-2-[4-(trimethylsilyl)phenyl]-

There total 12 articles about 1,3,2-Dioxaborinane, 5,5-dimethyl-2-[4-(trimethylsilyl)phenyl]- 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: 100.0%

2,2-Dimethyl-1,3-propanediol (126-30-7) + (4-(trimethylsilyl)phenyl)boronic acid (17865-11-1) → (4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)trimethylsilane (574755-28-5)

Guidance literature:

With magnesium sulfate; In diethyl ether; at 20 ℃; Inert atmosphere; Molecular sieve;

DOI:10.1002/anie.201806427

Reference yield: 92.0%

2-methoxy-5,5,-dimethy-1,3,2-dioxaborinane (57186-57-9) + 1-bromo-4-(trimethylsilyl)benzene (6999-03-7) → (4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)trimethylsilane (574755-28-5)

Guidance literature:

With trichlorotris(tetrahydrofuran)chromium(III); chloro-trimethyl-silane; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium chloride; cobalt(II) bromide; zinc; In tetrahydrofuran; at 60 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c6cc03086f

Reference yield: 85.0%

2,6-dimethylphenyl 4-(trimethylsilyl)phenyl sulfoxide + 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane (201733-56-4) → (4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)trimethylsilane (574755-28-5)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; C₁₅H₂₄N₂*H⁽¹⁺⁾*BF₄^(1-); sodium t-butanolate; In 1,4-dioxane; at 110 ℃; for 20h; Inert atmosphere; Glovebox;

DOI:10.1002/chem.202100342

upstream raw materials:

2,2-Dimethyl-1,3-propanediol

(4-(trimethylsilyl)phenyl)boronic acid

2-(4-cyanophenyl)-5,5-dimethyl[1,3,2]dioxaborinane

1,1,1,2,2,2-hexamethyldisilane