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1-Ethoxy-2-methyl-1-(trimethylsiloxy)-1-propene is a complex organic compound that is a derivative of propene. It has been modified by the addition of a trimethylsiloxy group, an ethoxy group, and an additional methyl group, which gives it a more intricate structure. This chemical is primarily used in the field of synthetic organic chemistry.

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  • 31469-16-6 Structure
  • Basic information

    1. Product Name: 1-Ethoxy-2-methyl-1-(trimethylsiloxy)-1-propene
    2. Synonyms: 1-Ethoxy-2-methyl-1-(trimethylsiloxy)-1-propene;Ethyl trimethylsilyl dimethyl ketene acetal;((1-Ethoxy-2-methylprop-1-en-1-yl)oxy)trimethylsilane;Silane,[(1-ethoxy-2-Methyl-1-propen-1-yl)oxy]triMethyl;[(1-ethoxy-2-methyl-1-propen-1-yl)oxy]trimethyl-Silane;(1-ethoxy-2-methylprop-1-enoxy)-trimethylsilane
    3. CAS NO:31469-16-6
    4. Molecular Formula: C9H20O2Si
    5. Molecular Weight: 188.34
    6. EINECS: 1312995-182-4
    7. Product Categories: N/A
    8. Mol File: 31469-16-6.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 182.377 °C at 760 mmHg
    3. Flash Point: 50.231 °C
    4. Appearance: /
    5. Density: 0.861 g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: 1-Ethoxy-2-methyl-1-(trimethylsiloxy)-1-propene(CAS DataBase Reference)
    10. NIST Chemistry Reference: 1-Ethoxy-2-methyl-1-(trimethylsiloxy)-1-propene(31469-16-6)
    11. EPA Substance Registry System: 1-Ethoxy-2-methyl-1-(trimethylsiloxy)-1-propene(31469-16-6)
  • 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: 31469-16-6(Hazardous Substances Data)

31469-16-6 Usage

Uses

Used in Synthetic Organic Chemistry:
1-Ethoxy-2-methyl-1-(trimethylsiloxy)-1-propene is used as a reagent for the synthesis of more complex organic compounds. Its reactivity makes it a valuable component in the creation of various chemical products.
Used as a Precursor:
In the field of synthetic organic chemistry, 1-Ethoxy-2-methyl-1-(trimethylsiloxy)-1-propene is also used as a precursor to other, more elaborate compounds. Its unique structure allows for further chemical reactions and modifications, leading to the development of new substances with specific properties and applications.
Safety Considerations:
Due to its potentially hazardous nature, 1-Ethoxy-2-methyl-1-(trimethylsiloxy)-1-propene should be handled with caution. Its exact properties can be influenced by external conditions such as temperature, pressure, and the presence of other chemicals, which may affect its reactivity and safety profile. Proper safety measures and protocols should be followed when working with 1-Ethoxy-2-methyl-1-(trimethylsiloxy)-1-propene.

Check Digit Verification of cas no

The CAS Registry Mumber 31469-16-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,1,4,6 and 9 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 31469-16:
(7*3)+(6*1)+(5*4)+(4*6)+(3*9)+(2*1)+(1*6)=106
106 % 10 = 6
So 31469-16-6 is a valid CAS Registry Number.

31469-16-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name (1-ethoxy-2-methylprop-1-enoxy)-trimethylsilane

1.2 Other means of identification

Product number -
Other names 1-ethoxy-2-methyl-1-trimethylsiloxyprop-1-ene

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:31469-16-6 SDS

31469-16-6Relevant articles and documents

Total synthesis of (-)-rhizopodin

Dalby, Stephen M.,Goodwin-Tindall, Jake,Paterson, Ian

, p. 6517 - 6521 (2013)

Core assembly: The total synthesis of the myxobacterial metabolite rhizopodin, a potent actin-binding anticancer agent, has been achieved. The modular synthesis utilizes a common C1-C22 monomeric unit to assemble the dimeric 38-membered macrodiolide core, which was elaborated by a bidirectional boron-mediated aldol reaction to install the characteristic side-chains. The final global deprotection was critically dependent on the correct choice of silyl protecting groups at C16/C16′. Copyright

Construction of Vicinal Quaternary Centers via Iridium-Catalyzed Asymmetric Allenylic Alkylation of Racemic Tertiary Alcohols

Isomura, Mayuko,Petrone, David A.,Carreira, Erick M.

supporting information, p. 3323 - 3329 (2021/04/07)

Enantioselective bond formation between sterically hindered fragments to furnish acyclic products with vicinal quaternary centers is a formidable challenge. We report a solution that involves cocatalysis between a chiral Ir-(phosphoramidite,olefin) complex and La(OTf)3. This robust catalytic system effects highly enantioconvergent and regioselective alkylation of racemic tertiary α-allenyl alcohols with tetrasubstituted silyl ketene acetals. The transformation displays broad functional group tolerance for both reaction components and allows efficient generation of β-allenyl ester products in good yield and with excellent enantioselectivity. Furthermore, both the allene and ester functionalities were leveraged to upgrade the structural complexity of the products via a series of stereoselective metal-catalyzed functionalization reactions.

C?Boron Enolates Enable Palladium Catalyzed Carboboration of Internal 1,3-Enynes

Wang, Ziyong,Wu, Jason,Lamine, Walid,Li, Bo,Sotiropoulos, Jean-Marc,Chrostowska, Anna,Miqueu, Karinne,Liu, Shih-Yuan

supporting information, p. 21231 - 21236 (2021/09/02)

A new family of carbon-bound boron enolates, generated by a kinetically controlled halogen exchange between chlorocatecholborane and silylketene acetals, is described. These C?boron enolates are demonstrated to activate 1,3-enyne substrates in the presence of a Pd0/Senphos ligand complex, resulting in the first examples of a carboboration reaction of an alkyne with enolate-equivalent nucleophiles. Highly substituted dienyl boron building blocks are produced in excellent site-, regio-, and diastereoselectivity by the described catalytic cis-carboboration reaction.

Eosin Y- and Copper-Catalyzed Dark Reaction to Construct Ene-γ-Lactams

Lei, Wen-Long,Feng, Kai-Wen,Wang, Tao,Wu, Li-Zhu,Liu, Qiang

supporting information, p. 7220 - 7224 (2018/11/25)

Eosin Y, a common organo-photocatalyst in visible-light photoredox processes, was found to show excellent catalytic activities for thermal redox reactions under a catalytic amount of Cu(OAc)2. With this catalytic system, vinyl azides and ketene silyl acetals combine to form formal [3 + 2] cycloadducts by α-ester radical addition without light irradiation. This method provides a mild and straightforward paradigm to prepare important synthons of five-membered ene-γ-lactams and bridge ring lactams. It is the first example of an eosin Y-catalyzed redox reaction in the dark.

Gallium trihalide catalyzed sequential addition of two different carbon nucleophiles to esters by using silyl cyanide and ketene silyl acetals

Inamoto, Yoshihiro,Kaga, Yuta,Nishimoto, Yoshihiro,Yasuda, Makoto,Baba, Akio

supporting information, p. 11664 - 11668 (2014/10/15)

A sequential addition of silyl cyanide and ketene silyl acetals to esters was achieved by a gallium trihalide catalyst to produce β-cyano-β- siloxy esters. This is the first example of the sequential addition of two different carbon nucleophiles to esters. The employment of lactones provided α,α-disubstituted cyclic ethers with a cyano group and an ester moiety. A variety of esters and lactones are applicable to this reaction system.

Synthetic studies on the pederin family of antitumour agents. Syntheses of mycalamide B, theopederin D and pederin

Kocienski, Philip,Narquizian, Robert,Raubo, Piotr,Smith, Christopher,Farrugia, Louis J.,Muir, Kenneth,Boyle, F. Thomas

, p. 2357 - 2384 (2007/10/03)

The synthesis of mycalamide B, theopederin D and pederin, which are antitumour agents was discussed. All three compounds were prepared from 6-lithio-2,3-dimethyl-4-phenylselenomethyl-3,4-dihydro-2H-pyran and 2-(3-chloropropyl)-3,3-dimethyl-3,4-dihydro-2H-pyran-4-one. Ground state conformational models were proposed to explain the stereoselectivity of the reactions. The absolute and relative stereochemistry of the compounds has been established by X-ray crystallography and NMR studies.

A synthesis of mycalamide B

Kocienski, Philip J.,Narquizian, Robert,Raubo, Piotr,Smith, Christopher,Boyle, F. Thomas

, p. 869 - 872 (2007/10/03)

Mycalamide B, a potent antitumour agent, was synthesised from cheap, readily available starting materials: ethyl lactate, ethyl isobutyrate, 4-chlorobutanal, and 4-chlorobutanoyl chloride. The trioxabicyclo[4.4.0]decane ring system was created by reaction of a methoxymethyl ether with a silyloxyoxirane induced by phosphorus pentoxide.

The Synthesis of O-Silyl Ketene Acetals from α-Haloesters

Schulz, William J.,Speier, John L.

, p. 163 - 166 (2007/10/02)

α-Haloesters of the general structure R1R2CXCO2R3 1 have been shown to react with sodium in the presence of a halosilane 2 to yield the corresponding O-silyl ketene acetals 3 (SKAs) according to equation 4.The factor that most influences the yields in these reactions is the concentration of halosilane; if there is a deficiency of halosilane, then acyloin condensation products will detract from the yield of SKAs.The reaction is quite general, and often gives yields in excess of 90percent of the desired SKAs.

NOUVELLES METHODES DE DESHALOGENATION ET DE FORMATION D'ALKYLTRIMETHYLACETALS DE CETENE PAR ACTION DE iPr2NLi SUR QUELQUES α-BROMOESTERS

Lion, Claude,Lebbar, Kadija,Boukou-Poba, Jean-Paul

, p. 227 - 234 (2007/10/02)

A previously described method consisting in reacting LDA with α-bromoketones has been extended to α-bromoesters.Deshalogenation (after hydrolysis) and formation of ketene alkyltrimethylsilyl acetals (after SiMe3Cl addition) occur and show the generality of the method.

Synthesis and Conformation of 4,4,5,5-Tetramethyl-1,2-dithiane Mono-S-oxide

Juaristi, Eusebio,Cruz-Sanchez, J. Samuel

, p. 3334 - 3338 (2007/10/02)

The synthesis of the title compound (6), an interesting subject for the study of anomeric and other conformational effects, was attained from ethyl isobutyrate in eight steps, with an overall yield of 11percent.The synthetic route described herein involved the crucial displacement of both neopentylic tosylate groups in 2,2,3,3-tetramethyl-1,4-butanediol ditosylate; while several standard procedures led to the formation of unexpected products, purified potassium thioacetate in hexamethylphosphoramide afforded the required dithioacetate derivative.The mechanistic implications of the well- and bad-behaved reactions are discussed.From the results of variable-temperature NMR experiments it is concluded that the axial conformer of 6 dominates the equilibrium to such an extent that no contribution of the equatorial isomer is recorded.This result sudggests a ΔG0 3.0 kcal/mol for the conformational equilibrium of the parent 1,2-dithiane mono-S-oxide.

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