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1,1-Dimethylsilacyclohexan-4-one is a silicon-containing heterocyclic compound synthesized via the hydroboration of divinyldimethylsilane followed by conversion of the intermediate silaboracycle, yielding the product in 67% isolated yield. It is part of a broader study that also includes the preparation of its germanium analogue, with spectroscopic data confirming its structural identity. 1,1-Dimethylsilacyclohexan-4-one serves as a key intermediate in organosilicon chemistry, demonstrating the utility of boracyclic precursors in synthesizing functionalized silacyclohexanones.

18276-42-1

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18276-42-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 18276-42-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,2,7 and 6 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 18276-42:
(7*1)+(6*8)+(5*2)+(4*7)+(3*6)+(2*4)+(1*2)=121
121 % 10 = 1
So 18276-42-1 is a valid CAS Registry Number.

18276-42-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,1-dimethylsilinan-4-one

1.2 Other means of identification

Product number -
Other names 1,1-Dimethylsilacyclohexan-4-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18276-42-1 SDS

18276-42-1Relevant articles and documents

Evidence for silicon-directed acid-catalysed ring opening of a β,γ-epoxy silane: Reaction of 1,1-dimethyl-1-silacyclohex-3-ene oxide with p-nitrobenzoic acid

Badali, Fatmir,Karalis, Andrew,Tham, Wai Ying,White, Jonathan M.

, p. 1293 - 1299 (1996)

The ring-opening reaction of the β,γ-epoxy silane (4) with p-nitrobenzoic acid in chloroform occurs regiospecifically to give the two hydroxy esters (14) and (15). The mechanism involves regiospecific ring opening giving the β-silicon-stabilized carbenium ion (18) which is captured by the p-nitrobenzoate counter ion. The solution conformation of (14) provides evidence for the presence of σC-Si-σ*C-O interactions between the ring C-Si bonding orbital and the C-OCOC6H4NO2 antibonding orbital. In acetone, reaction of (4) with p-nitrobenzoic acid takes a different pathway and results in acyclic products from solvent attack at the silicon.

1,1-Dimethyl-1-silacyclohexan-4-one and Its Germanium Analogue via Boracyclic Intermediates

Soderquist, John A.,Shiau, Fuu-Yau,Lemesh, Russell A.

, p. 2565 - 2569 (1984)

The hydroboration of divinyldimethylsilane (3) was examined by using representative hydroborating agents with the finding that 9-borabicyclononane (9-BBN) gives a single 1,5-diboryl adduct.An exchange reaction of this adduct with borane-methyl sulfide complex (BMS) gives, after methanolysis, the corresponding B-methoxy-4-silaborinane product (10) isomerically pure in 80percent isolated yield.Several reactions of this silaboracycle are investigated including its conversion to 1,1-dimethyl-1-silacyclohexan-4-one (1) in 67percent isolated yield.A related method is reported for the preparation of the corresponding germanium compound (22).Spectroscopic data for these heterocyclic derivatives are presented.

Synthesis of Silacyclohexanones from Divinylsilanes and Allylamines by a Rh-Catalyzed Cyclization

Guo, Jiawei,Liu, Song,Pang, Qinjiao,Zhang, Hongyun,Gao, Lu,Chen, Li,Song, Zhenlei

supporting information, p. 726 - 730 (2022/01/20)

An efficient synthesis of silacyclohexanones bearing a variety of silyl substituents has been developed by a [Rh(coe)2Cl]2/PCy3-catalyzed cyclization of divinylsilanes with Jun’s allylamine. The silacyclohexanones can be o

Exploring organosilane amines as potent inhibitors and structural probes of influenza a virus M2 proton channel

Wang, Jun,Ma, Chunlong,Wu, Yibing,Lamb, Robert A.,Pinto, Lawrence H.,Degrado, William F.

supporting information; experimental part, p. 13844 - 13847 (2011/10/31)

We describe the use of organosilanes as inhibitors and structural probes of a membrane protein, the M2 proton channel from influenza A virus. Organosilane amine inhibitors were found to be generally as potent as their carbon analogues in targeting WT A/M2

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