9,10-Anthracenedione, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-

Base Information

• Chemical Name: 9,10-Anthracenedione, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-
• CAS No.: 108562-19-2
• Molecular Formula: C31H28O3Si
• Molecular Weight: 476.647
• DSSTox Substance ID: DTXSID80433630
• Wikidata: Q82247824
• Mol file: 108562-19-2.mol

Synonyms:108562-19-2;2-(((tert-Butyldiphenylsilyl)oxy)methyl)anthracene-9,10-dione;9,10-Anthracenedione, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-;DTXSID80433630;2-{[(TERT-BUTYLDIPHENYLSILYL)OXY]METHYL}-9,10-DIHYDROANTHRACENE-9,10-DIONE

Chemical Property of 9,10-Anthracenedione, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 476.18077129
• Heavy Atom Count: 35
• Complexity: 740

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C1=CC=CC=C1)(C2=CC=CC=C2)OCC3=CC4=C(C=C3)C(=O)C5=CC=CC=C5C4=O

Technology Process of 9,10-Anthracenedione, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-

There total 1 articles about 9,10-Anthracenedione, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]- 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: 96.0%

2-Hydroxymethylanthraquinone (17241-59-7) + tert-butylchlorodiphenylsilane (58479-61-1) → 2-<((tert-butyldiphenylsilyl)oxy)methyl>antraquinone (108562-19-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 55 ℃; for 48h;

DOI:10.1021/jo00389a061

Reference yield: 93.0%

dimethyl (1,3-dithiol-2-yl)phosphonate (133113-76-5) + 2-<((tert-butyldiphenylsilyl)oxy)methyl>antraquinone (108562-19-2) → 9,10-bis(1,3-dithiol-2-ylidene)-2-(tercbutyldiphenylsilyloxymethyl)-9,10-dihydroanthracene (500003-85-0)

Guidance literature:

dimethyl (1,3-dithiol-2-yl)phosphonate; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

2-<((tert-butyldiphenylsilyl)oxy)methyl>antraquinone; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1021/jo020412l

Reference yield: 90.0%

(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-yl)-phosphonic acid dimethyl ester (133186-66-0) + 2-<((tert-butyldiphenylsilyl)oxy)methyl>antraquinone (108562-19-2) → 9,10-bis(1,3-dithiol-4,5-ethylenedithio-2-ylidene)-2-(tercbutyldiphenylsilyloxymethyl)-9,10-dihydroanthracene (500003-86-1)

Guidance literature:

(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-yl)-phosphonic acid dimethyl ester; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

2-<((tert-butyldiphenylsilyl)oxy)methyl>antraquinone; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1021/jo020412l

upstream raw materials:

2-Hydroxymethylanthraquinone

tert-butylchlorodiphenylsilane

Downstream raw materials:

9,10-bis(4,5-dimethylthio-1,3-dithiol-2-ylidene)-2-(tercbutyldiphenylsilyloxymethyl)-9,10-dihydroanthracene

9,10-bis(1,3-dithiol-2-ylidene)-2-(tercbutyldiphenylsilyloxymethyl)-9,10-dihydroanthracene

9,10-bis(1,3-dithiol-4,5-ethylenedithio-2-ylidene)-2-(tercbutyldiphenylsilyloxymethyl)-9,10-dihydroanthracene