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ALLYL VINYL ETHER is an organic compound used as a substrate in asymmetric Claisen rearrangements, where it is activated by chiral organoaluminum reagents to achieve high enantioselectivity. The study highlights its role in the synthesis of optically pure acylsilanes and acylgermanes, with the bulky t-butyldiphenylsilyl group on the chiral reagent proving most effective for enantiomeric discrimination. This method provides a general route for stereoselective synthesis of valuable organic compounds.

3917-15-5

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3917-15-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 3917-15-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,9,1 and 7 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 3917-15:
(6*3)+(5*9)+(4*1)+(3*7)+(2*1)+(1*5)=95
95 % 10 = 5
So 3917-15-5 is a valid CAS Registry Number.
InChI:InChI=1/C5H8O/c1-3-5-6-4-2/h3-4H,1-2,5H2

3917-15-5 Well-known Company Product Price

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  • Alfa Aesar

  • (L13320)  Allyl vinyl ether, 95% stab. with 0.1% potassium hydroxide   

  • 3917-15-5

  • 10g

  • 915.0CNY

  • Detail
  • Alfa Aesar

  • (L13320)  Allyl vinyl ether, 95% stab. with 0.1% potassium hydroxide   

  • 3917-15-5

  • 50g

  • 3671.0CNY

  • Detail

3917-15-5SDS

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 3-ethenoxyprop-1-ene

1.2 Other means of identification

Product number -
Other names Allyl ethenyl ether

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:3917-15-5 SDS

3917-15-5Relevant academic research and scientific papers

Mild and efficient reductive deoxygenation of epoxides to olefins with tin(II) chloride/sodium iodide as a novel reagent

Pathe, Gulab Khushalrao,Ahmed, Naseem

supporting information, p. 3542 - 3552 (2015/11/17)

A highly efficient and green protocol is reported for the reductive deoxygenation of organic epoxides to olefins using tin(II) chloride/sodium iodide as a novel reagent. The reaction gives an excellent yield (85-96%) in ethanol under reflux within 2-10 minutes, without affecting other functional groups. The advantages of our method are the use of inexpensive reagents, the eco-friendly and green reaction conditions, and the short reaction times and high yields.

Synthesis of allyl and alkyl vinyl ethers using an in situ prepared air-stable palladium catalyst. Efficient transfer vinylation of primary, secondary, and tertiary alcohols

Bosch, Martin,Schlaf, Marcel

, p. 5225 - 5227 (2007/10/03)

An air-stable palladium catalyst formed in situ from commercially available components efficiently catalyzed the transfer vinylation between butyl vinyl ether and various allyl and alkyl alcohols to give the corresponding allyl and alkyl vinyl ethers in 61-98% yield in a single step.

Byrostatin analogues, synthetic methods and uses

-

, (2008/06/13)

Biologically active compounds related to the bryostatin family of compounds, having simplified spacer domains and/or improved recognition domains are disclosed, including methods of preparing and utilizing the same.

Byrostatin analogues, synthetic methods and uses

-

, (2008/06/13)

Biologically active compounds related to the bryostatin family of compounds, having simplified spacer domains and/or imroved recognition domains are disclosed, including methods of preparing and utilizing the same.

Thermal rearrangement of allyl vinyl ether: Heavy-atom kinetic isotope effects and the transition structure

Kupczyk-Subotkowska, Lidia,Saunders Jr., William H.,Shine, Henry J.,Subotkowski, Witold

, p. 5957 - 5961 (2007/10/02)

Kinetic isotope effects (KIE) in the rearrangement of allyl vinyl ether (1, 3-oxa-1,5-hexadiene) to 4-pentenal (2) were measured for labeling with 14C at the 2-, 4-, and 6-positions and with 18O at the 3-position. BEBOVIB modeling calculations were applied successfully to the heavy-atom KIE and previously reported KIE for deuterium substitution at positions 4 and 6. From the calculations, it is deduced that the C4-O bond is 50-70% broken and the C1-C6 bond 10-30% formed in the transition structure. Further, there is strong coupling between the allyl and vinyloxy fragments, strong bonding within the allyl but relatively weak bonding within the vinyloxy fragment.

VINYLATION OF ALLYL ALCOHOL BY ACETYLENE AND VINYL CHLORIDE IN SUPERBASIC MEDIA

Trofimov, B. A.,Oparina, L. A.,Lavrov, V. I.,Parshina, L. N.

, p. 623 - 625 (2007/10/02)

The reactions of allyl alcohol with acetylene or vinyl chloride in MOH-DMSO (M = Na, K) systems lead to mixtures of allyl vinyl and vinyl Z-1-propenyl ethers.The conditions for the selective production of allyl vinyl and vinyl Z-1-propenyl ethers were determined.Under the best conditions with vinyl chloride the selectivity with respect to vinyl Z-1-propenyl ether amounts to 95percent with an overall yield of 65percent.

CONVENIENT SYNTHESIS OF ALLYL VINYL ETHER.

Sokolyanskaya,Mal'kina,Skvortsov,Trofimov

, p. 216 - 217 (2007/10/02)

Allyl vinyl ether, which contains double bonds differing in reactivity, is a promising monomer and synthon. The authors aim was to devise a method for synthesis of allyl vinyl ether with the use of nontoxic catalysts. The authors studied acid-catalytic pyrolysis of diallylacetal, easily obtainable from allyl alcohol and acetaldehyde. It was noticed in the course of the investigation that acid phosphates, and in particular (NH//4) H//2PO//4 are fairly effective and give the most favorable ratio of allyl vinyl ether to allyl alcohol in the reaction mixture. The best results were obtained with monosubstituted ammonium orthophosphate, which was used in the form of a mixture with finely ground activated carbon in 1:1 ratio (5-10% of the mass of the reaction mixture.

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