321903-29-1

Basic information

• Product Name: 1,1-DiMethyl-1,3-dihydrobenzo[c][1,2]oxasilole
• Synonyms: 1,1-DiMethyl-1,3-dihydrobenzo[c][1,2]oxasilole;1,1-Dimethyl-1,3-dihydro-2,1-benzoxasilole;1,1-Dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole
• CAS NO: 321903-29-1
• Molecular Formula: C₉H₁₂OSi
• Molecular Weight: 164.27648
• EINECS: -0
• Mol File: 321903-29-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 45°C/2mmHg(lit.)
• Appearance: /
• Density: 1.01±0.1 g/cm3(Predicted)
• Refractive Index: 1.5140-1.5180
• Solubility: generally sol most organic solvents.
• CAS DataBase Reference: 1,1-DiMethyl-1,3-dihydrobenzo[c][1,2]oxasilole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-DiMethyl-1,3-dihydrobenzo[c][1,2]oxasilole(321903-29-1)
• EPA Substance Registry System: 1,1-DiMethyl-1,3-dihydrobenzo[c][1,2]oxasilole(321903-29-1)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 321903-29-1(Hazardous Substances Data)

Usage

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).

Preparation

by the halogen–lithium exchange reaction of 2-(2-tetrahydro-2H-pyranoxymethyl)bromobenzene followed by treatment with chlorodimethylsilane and subsequently with a catalytic amount of p-toluenesulfonic acid in MeOH (eq 1). The reagent is isolated by distillation under reduced pressure. Large quantities can be prepared and stored in a refrigerator.

Upstream product

• 853955-69-8 [2-(hydroxymethyl)phenyl]dimethyl(phenyl)silane 
• 623-12-1 4-chloromethoxybenzene 
• 108-86-1 bromobenzene 
• 1217863-38-1 [2-(hydroxymethyl)phenyl]dimethyl(4-methylphenyl)silane 
• 953413-03-1 C₂₂H₂₇BrO₂Si 
• 1239354-43-8 5-(4-{[2-(acetoxymethyl)phenyl]dimethylsilyl}phenyl)-2-{[2-(hydroxymethyl)phenyl]dimethylsilyl}thiophene 
• 953413-02-0 C₃₆H₄₉BrO₂Si₂ 
• 1239354-39-2 2-{[2-(acetoxymethyl)phenyl]dimethylsilyl}-5-(4-{[2-(hydroxymethyl)phenyl]dimethylsilyl}phenyl)thiophene 
• 953412-86-7 [4-(diphenylamino)phenyl][2-(hydroxymethyl)phenyl]dimethylsilane 
• 953412-96-9 [2-(acetoxymethyl)phenyl](3-bromo-9-ethyl-9H-6-carbazolyl)dimethysilane 
• 953412-93-6 [2-(acetoxymethyl)phenyl](2-bromo-5-thienyl)dimethylsilane 
• 953412-92-5 C₁₈H₂₃BrO₂SSi 
• 853955-70-1 [2-(hydroxymethyl)phenyl]dimethyl(4-fluorophenyl)silane 
• 853955-63-2 (E)-[2-(hydroxymethyl)phenyl]-dimethyl-(2-phenylethenyl)-silane 

Downstream Products

• 853955-70-1 [2-(hydroxymethyl)phenyl]dimethyl(4-fluorophenyl)silane 
• 913621-65-5 [2-(hydroxymethyl)phenyl]dimethyl(vinyl)silane 
• 201050-01-3 o-(allyldimethylsilyl)benzyl alcohol 
• 853955-69-8 [2-(hydroxymethyl)phenyl]dimethyl(phenyl)silane 
• 853955-72-3 [2-(hydroxymethyl)phenyl]dimethyl(2-thienyl)silane 
• 853955-64-3 (Z)-[2-(hydroxymethyl)phenyl]dimethyl(propen-1-yl)silane 
• 853955-66-5 (2-(hydroxymethyl)phenyl)-dimethyl(1-phenylethenyl)-silane 
• 1239354-47-2 5-bromothienyl[2-(hydroxymethyl)phenyl]dimethylsilane 
• 1239354-34-7 2-{dimethyl[2-(tetrahydro-2H-pyranyloxymethyl)phenyl]silyl}-5-{[2-(hydroxymethyl)phenyl]dimethylsilyl}thiophene 
• 1239354-32-5 {dimethyl[2-(tetrahydro-2H-pyranyloxymethyl)phenyl]silyl}-4-{[2-(hydroxymethyl)phenyl]dimethylsilyl}benzene 
• 1239354-53-0 1-bromo-3-{dimethyl[2-(tetrahydro-2H-pyranyloxymethyl)phenyl]silyl}-5-{[2-(hydroxymethyl)phenyl]dimethylsilyl}benzene 
• 1239354-49-4 (3,5-dibromophenyl)[2-(hydroxymethyl)phenyl]dimethylsilane 
• 1398044-33-1 [2-{dimethyl(phenanthren-9-yl)silyl}phenyl]methanol 
• 1217863-49-4 [2-{dimethyl(naphthalen-1-yl)silyl}phenyl]methanol 

Relevant articles and documents

Nickel-catalysed cross-coupling reaction of aryl(trialkyl)silanes with aryl chlorides and tosylates

Using highly stable, readily accessible, and recyclable 2-(2-hydroxyprop-2-yl)cyclohexyl-substituted arylsilanes activated by a mild carbonate base, nickel-catalysed silicon-based aryl-aryl cross-coupling reaction proceeds for the first time with inexpensive aryl chlorides and tosylates in a highly chemoselective manner.

Copper-free palladium-catalyzed Sonogashira and Hiyama cross-couplings using aryl imidazol-1-ylsulfonates

Aryl imidazylates are effective electrophilic partners in copper-free palladium-catalyzed Hiyama and Sonogashira cross-coupling reactions. The Sonogashira cross-coupling of estron-3-yl imidazylate afforded the corresponding phenylacetylene derivative in e

Rhodium-catalyzed hydroarylation and hydroalkenylation of alkynes using organo [2-(hydroxymethyl)phenyl]dimethylsilanes

The title reaction was found to proceed in the presence of a rhodium/1,2-bis(diphenylphosphino)benzene catalyst. Variously substituted arylethenes and 1,3-dienes were obtained in good yields. Georg Thieme Verlag Stuttgart.