1,1-Dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole

Base Information

• Chemical Name: 1,1-Dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole
• CAS No.: 321903-29-1
• Molecular Formula: C9H12OSi
• Molecular Weight: 164.279
• Hs Code.: 2934999090
• European Community (EC) Number: 805-554-4
• DSSTox Substance ID: DTXSID901345931
• Nikkaji Number: J47.911J
• Wikidata: Q63393421
• Mol file: 321903-29-1.mol

Synonyms:321903-29-1;1,1-Dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole;1,1-dimethyl-1,3-dihydro-2,1-benzoxasilole;1,1-DIMETHYL-3H-2,1-BENZOXASILOLE;SCHEMBL12572300;DTXSID901345931;MFCD20922818;AKOS025392267;AS-2213;D4243;1,3-Dihydro-1,1-dimethyl-2,1-benzoxasilole;T70769;A918172;Q63393421;1,1-Dimethyl-1,3-Dihydrobenzo[C][1,2]Oxasilole, 97%;2,2-DIMETHYL-3,4-BENZO-1-OXA-2-SILACYCLOPENT-3-ENE

Chemical Property of 1,1-Dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole

Chemical Property:

• Refractive Index: 1.5140-1.5180
• Boiling Point: 45°C/2mmHg(lit.)
• PSA: 9.23000
• Density: 1.01±0.1 g/cm3(Predicted)
• LogP: 1.62890
• Solubility.: generally sol most organic solvents.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 164.065741536
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

98% ^*data from raw suppliers

1,1-Dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si]1(C2=CC=CC=C2CO1)C
• Physical properties: bp 45°C/2.0 mmHg.
• Uses: 2,1-Benzoxasilole, 1,3-dihydro-1,1- dimethyl-?1 can reaction with Alkenyl and Aryl Nucleophiles. This reagent reacts with various alkenyl- and arylmetallic reagents such as Grignard reagents and organolithium reagents through cleavage/ formation of the Si–O/Si–C bonds to give alkenyl- or aryl[2- (hydroxymethyl)phenyl]dimethylsilanes in good yields after conventional aqueous workup (eq 2).

Technology Process of 1,1-Dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole

There total 64 articles about 1,1-Dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole 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%

[2-(hydroxymethyl)phenyl]dimethyl(phenyl)silane (853955-69-8) + para-nitrophenyl bromide (586-78-7) → 1-phenyl-4-nitrobenzene (92-93-3) + 1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole (321903-29-1)

Guidance literature:

With potassium carbonate; copper(l) iodide; bis(η3-allyl-μ-chloropalladium(II)); ruphos; In tetrahydrofuran; N,N-dimethyl-formamide; at 75 ℃; for 26h; Product distribution / selectivity;

Reference yield: 97.0%

(4-cyanophenyl)[2-(hydroxymethyl)phenyl]dimethylsilane + bromobenzene (108-86-1,52753-63-6) → 4-cyano-1,1'-biphenyl (2920-38-9) + 1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole (321903-29-1)

Guidance literature:

With copper(l) iodide; bis(η3-allyl-μ-chloropalladium(II)); potassium carbonate; ruphos; In tetrahydrofuran; N,N-dimethyl-formamide; at 75 ℃; for 22h; Inert atmosphere;

DOI:10.1246/bcsj.20090325

Reference yield: 95.0%

[2-(hydroxymethyl)phenyl]dimethyl(4-fluorophenyl)silane (853955-70-1) + bromobenzene (108-86-1,52753-63-6) → 4-fluoro-biphenyl (324-74-3) + 1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole (321903-29-1)

Guidance literature:

With copper(l) iodide; bis(η3-allyl-μ-chloropalladium(II)); potassium carbonate; ruphos; In tetrahydrofuran; N,N-dimethyl-formamide; at 75 ℃; for 25h; Inert atmosphere;

DOI:10.1246/bcsj.20090325

upstream raw materials:

cyclohexenone

o-pentamethyldisilylbenzyl alcohol

o-bromobenzyloxypentamethyldisilane

benzyl bromide

Downstream raw materials:

[2-(hydroxymethyl)phenyl]-dimethyl-(2-methyl-1-propenyl)-silane

(Z)-[2-(hydroxymethyl)phenyl]dimethyl(propen-1-yl)silane

[2-(hydroxymethyl)phenyl]dimethyl(phenyl)silane

[2-(hydroxymethyl)phenyl]dimethyl(vinyl)silane

Refernces

• 1、 Chen, Jinshui,Tanaka, Masaaki,Sahoo, Akhila K.,Takeda, Masahide,Yada, Akira,Nakao, Yoshiaki,Hiyama, Tamejiro. "Synthesis of biaryls and oligoarenes using aryl[2-(hydroxymethyl)phenyl] dimethylsilanes". experimental part. p. 554 - 569. Retrieved 2010/07/02.
• 2、 -. "Silicon-Based Cross-Coupling Reagent and Production Method of Organic Compound Using the Same". Page/Page column 21; 24. . Retrieved 2009/04/24.