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20156-49-4

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20156-49-4 Usage

Physical properties

Colorless liquid, boiling point of 130-131°C, molecular weight of 106.61 g/mol

Structure

Four-membered silicon ring with a chlorine atom attached to one of the carbon atoms

Uses

Intermediate in the synthesis of other organosilicon compounds, used in the production of various silicone products

Reactivity

Capable of undergoing a variety of chemical reactions, including metal catalyzed coupling reactions and rearrangements, making it a versatile building block in organic synthesis

Safety

Potentially harmful if inhaled, swallowed, or if it comes into contact with the skin, should be handled with caution.

Check Digit Verification of cas no

The CAS Registry Mumber 20156-49-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,1,5 and 6 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 20156-49:
(7*2)+(6*0)+(5*1)+(4*5)+(3*6)+(2*4)+(1*9)=74
74 % 10 = 4
So 20156-49-4 is a valid CAS Registry Number.

20156-49-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-chloro-1-methylsilacyclobutane

1.2 Other means of identification

Product number -
Other names 1-chlorosilacyclobutane

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:20156-49-4 SDS

20156-49-4Downstream Products

20156-49-4Relevant articles and documents

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Aleksanyan et al.

, p. 397 (1969)

-

Structural and conformational analysis of 1-monofluorosilacyclobutane and 1-monochlorosilacyclobutane. A gas-phase electron diffraction and ab initio investigation

Dakkouri,Grosser

, p. 7 - 24 (2001)

The structures of numerous 1,1-disubstituted silacyclobutanes have been investigated thoroughly, but none of the monosubstituted representatives have been studied as yet. In the present work the geometric structures and conformational equilibria of 1-monofluorosilacyclobutane (MFSCB) and 1-monochlorosilacyclobutane (MCSCB) have been investigated by means of gas-phase electron diffraction and ab initio calculations. The conformational analysis reveals that both molecules are present with both equatorial and axial conformations. Consistent with one another, the electron diffraction data and the ab initio results show that the equatorial conformers of MFSCB and MCSCB are more stable than the higher energy axial forms. The experiments demonstrate that the equatorial conformers of MFSCB and MCSCB are lower in energy than the axial conformers by 4.30 (0.21) kJ/mol (corresponding to eq: ax = 85: 15 (5)) and 3.92 (0.23) kJ/mol, (eq: ax = 83: 17 (6)), respectively. For comparison, ab initio calculations at the MP/6-31G(d,p) level predict energy differences of 6.04 and 3.43 kJ/mol, respectively, in favor of the equatorial forms of MFSCB and MCSCB. During the structural refinement it was assumed that all of the structural parameters except the puckering angle Θ for both the equatorial and axial conformers are equal. This assumption was supported by the ab initio calculations. The major (ra) bond distances and bond angles which were obtained from the final refinement of the experimental data are (with uncertainties of 3σ) for MFSC: r(Si-C) = 1.855(1) A?, r(Si-F) = 1.592(2) A?, r(C-H) = 1.089(3) A?, ∠(H-Si-F) = 106.8(6)°, ∠(C-Si-C) = 80.8(6)°, ∠(C-C-C) = 98.6(19)° and the puckering angles Θeq = 37.4(20)° and Θax = 23.5(70)°. For MCSCB the following structural parameters were obtained: r(Si-C) = 1.864(2) A?, r(Si-Cl) = 2.059(3) A?, r(Si-H) = 1.470(12) A?, r(C-C) = 1.591(5) A?, r(C-H) = 1.112(4) A?, ∠(H-Si-Cl = 106.0(6)°, ∠(C-Si-C) = 80.7(14)°, ∠(C-C-C) = 98.7(22)°. The puckering angles were found to be Θeq = 34.2(25)° and Θax = 21.5(50)°. The observed simultaneous reduction of the Si-C and the Si-F(Cl) bonds can be examined by electrostatic arguments and other concepts such as bond polarity, negative hyperconjugation and carbon(2pπ)-silicon(3pπ) orbital overlap. By applying various ab initio methods such as HF/6-31G(d,p), MP2/6-31G(d,p) and DFT/b3pw91/6-31G(p) the structures and conformations of mono- and dihalogenated silacyclobutanes of the type (CH2)3SiY (Y = HF, HCl, HBr, HI, H2, F2, Cl2, Br2 and I2) have been investigated. Our results show that there is a regular increase of the preferability of the equatorial conformer with the increase of the electronegativity of the halogen atom. This finding is consistent with the correlation which was postulated earlier by Jonvik and Boggs [4-7] for monosubstituted cyclobutanes. In order to gain more insight regarding the influence of the electronegativity of the substituent on the degree of strain in silacyclobutanes and for the purpose of comparison of the structures of different mono- and dihalogenated acyclic silanes and silacyclic compounds of larger size, as silacyclopentane and silacyclohexane have been also computed.

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