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((E)-3-CHLORO-1-METHYLPROPENYL)TRIMETHYLSILANE is an organic compound that serves as an alkylative equivalent of 3-buten-2-one (methyl vinyl ketone). It is a vinylsilane that can be converted into a 3-oxobutyl moiety through the corresponding α,β-epoxy silane. ((E)-3-CHLORO-1-METHYLPROPENYL)TRIMETHYLSILANE is characterized by its physical property of boiling point, which is 92–94°C at 74 mmHg.

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  • 116399-78-1 Structure
  • Basic information

    1. Product Name: ((E)-3-CHLORO-1-METHYLPROPENYL)TRIMETHYLSILANE
    2. Synonyms: ((E)-3-CHLORO-1-METHYLPROPENYL)TRIMETHYLSILANE;(E)-(3-Chloro-1-methyl-1-propenyl)trimethylsilane
    3. CAS NO:116399-78-1
    4. Molecular Formula: C7H15ClSi
    5. Molecular Weight: 162.7325
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 116399-78-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 167.7°C at 760 mmHg
    3. Flash Point: 49.1°C
    4. Appearance: /
    5. Density: 0.881g/cm3
    6. Vapor Pressure: 2.22mmHg at 25°C
    7. Refractive Index: 1.432
    8. Storage Temp.: N/A
    9. Solubility: freely sol organic solvents.
    10. CAS DataBase Reference: ((E)-3-CHLORO-1-METHYLPROPENYL)TRIMETHYLSILANE(CAS DataBase Reference)
    11. NIST Chemistry Reference: ((E)-3-CHLORO-1-METHYLPROPENYL)TRIMETHYLSILANE(116399-78-1)
    12. EPA Substance Registry System: ((E)-3-CHLORO-1-METHYLPROPENYL)TRIMETHYLSILANE(116399-78-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 116399-78-1(Hazardous Substances Data)

116399-78-1 Usage

Uses

Used in Organic Synthesis:
((E)-3-CHLORO-1-METHYLPROPENYL)TRIMETHYLSILANE is used as an alkylative agent for regiospecific enolate alkylation under nonequilibrating conditions. This application is particularly useful in organic synthesis, allowing for precise control over the reaction and the formation of specific products.
Used in Robinson Annulation:
In the field of organic chemistry, ((E)-3-CHLORO-1-METHYLPROPENYL)TRIMETHYLSILANE is used as an alkylative equivalent in Robinson annulation. This method is employed in the preparation of bicyclodecenones, as demonstrated by the alkylation of dihydrocarvone with this reagent.
Used in Combination with Potassium Iodide:
((E)-3-CHLORO-1-METHYLPROPENYL)TRIMETHYLSILANE has also been used in combination with potassium iodide for specific applications in organic chemistry, although these uses have been limited so far.
Overall, ((E)-3-CHLORO-1-METHYLPROPENYL)TRIMETHYLSILANE is a versatile compound in the field of organic synthesis, particularly for enolate alkylation and Robinson annulation reactions. Its applications are mainly focused on the synthesis of complex organic molecules and the development of novel chemical methodologies.

Check Digit Verification of cas no

The CAS Registry Mumber 116399-78-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,6,3,9 and 9 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 116399-78:
(8*1)+(7*1)+(6*6)+(5*3)+(4*9)+(3*9)+(2*7)+(1*8)=151
151 % 10 = 1
So 116399-78-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H15ClSi/c1-7(5-6-8)9(2,3)4/h5H,6H2,1-4H3/b7-5+

116399-78-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-chlorobut-3-en-2-yl(trimethyl)silane

1.2 Other means of identification

Product number -
Other names -

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 -
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More Details:116399-78-1 SDS

116399-78-1Relevant articles and documents

A succinct method for preparing the Stork-Jung vinylsilane Robinson annulation reagent

Singletary, Jeananne A.,Lam, Hubert,Dudley, Gregory B.

, p. 739 - 741 (2005)

(Chemical Equation Presented) The Stork-Jung vinylsilane reagent (1) is prepared in two steps and in good overall yield. This provides rapid and efficient access to a useful methyl vinyl ketone surrogate.

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