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Allyl acetate

Base Information Edit
  • Chemical Name:Allyl acetate
  • CAS No.:591-87-7
  • Molecular Formula:C5H8O2
  • Molecular Weight:100.117
  • Hs Code.:29153990
  • European Community (EC) Number:209-734-8
  • NSC Number:7612
  • UN Number:2333
  • UNII:E4U5E5990I
  • DSSTox Substance ID:DTXSID9024437
  • Nikkaji Number:J35.906H
  • Wikipedia:Allyl_acetate
  • Wikidata:Q4488673
  • Metabolomics Workbench ID:125262
  • ChEMBL ID:CHEMBL1890774
  • Mol file:591-87-7.mol
Allyl acetate

Synonyms:allyl acetate

Suppliers and Price of Allyl acetate
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • Allyl Acetate
  • 5g
  • $ 305.00
  • TRC
  • Allyl Acetate
  • 5g
  • $ 45.00
  • TCI Chemical
  • Allyl Acetate >98.0%(GC)
  • 500mL
  • $ 88.00
  • TCI Chemical
  • Allyl Acetate >98.0%(GC)
  • 25mL
  • $ 27.00
  • SynQuest Laboratories
  • Allyl acetate 99%
  • 250 mL
  • $ 95.00
  • SynQuest Laboratories
  • Allyl acetate 99%
  • 100 mL
  • $ 50.00
  • SynQuest Laboratories
  • Allyl acetate 99%
  • 500 mL
  • $ 180.00
  • Sigma-Aldrich
  • Allyl acetate 99%
  • 500ml
  • $ 171.00
  • Sigma-Aldrich
  • Allyl acetate for synthesis. CAS No. 591-87-7, EC Number 209-734-8., for synthesis
  • 8205540500
  • $ 144.00
  • Sigma-Aldrich
  • Allyl acetate for synthesis
  • 500 mL
  • $ 96.20
Total 1 raw suppliers
Chemical Property of Allyl acetate Edit
Chemical Property:
  • Appearance/Colour:Clear colourless liquid 
  • Vapor Pressure:31.4mmHg at 25°C 
  • Melting Point:6 °C 
  • Refractive Index:n20/D 1.404(lit.)  
  • Boiling Point:103.999 °C at 760 mmHg 
  • Flash Point:6.667 °C 
  • PSA:26.30000 
  • Density:0.913 g/cm3 
  • LogP:0.73550 
  • Storage Temp.:Refrigerator (+4°C) + Flammables area 
  • Solubility.:28g/l 
  • Water Solubility.:slightly 
  • XLogP3:1
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:3
  • Exact Mass:100.052429494
  • Heavy Atom Count:7
  • Complexity:76.1
  • Transport DOT Label:Flammable Liquid Poison
Purity/Quality:

95+% *data from raw suppliers

Allyl Acetate *data from reagent suppliers

Safty Information:
  • Pictogram(s): FlammableF,Toxic
  • Hazard Codes:F,T 
  • Statements: 11-21-23/25-36-25 
  • Safety Statements: 16-26-36-45-27 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Other Classes -> Esters, Other
  • Canonical SMILES:CC(=O)OCC=C
  • General Description Allyl acetate is a chemical compound used as a reagent in organic synthesis, particularly in enantioselective carbonyl allylation reactions under iridium-catalyzed transfer hydrogenation conditions. It serves as an allylating agent in the iterative elongation of 1,3-polyols, enabling efficient and stereoselective chain extension directly from the alcohol oxidation level without requiring unstable intermediates or stoichiometric organometallic reagents. This method demonstrates high enantiocontrol and diastereoselectivity, making it a practical tool for constructing optically enriched 1,3-polyol derivatives.
Technology Process of Allyl acetate

There total 84 articles about Allyl acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With acetic anhydride; zinc(II) oxide; at 100 ℃; for 5h;
DOI:10.1016/0040-4020(82)80261-5
Guidance literature:
With bis(trifluoromethane)sulfonimide lithium; at 30 ℃; for 22h; Catalytic behavior;
DOI:10.1080/00397911.2011.589563
Guidance literature:
With triethylamine; In dichloromethane; at 5 - 20 ℃; for 4h;
Refernces Edit

Enantioselective Rhodium-Catalyzed Allylic Alkylation of β,γ-Unsaturated α-Amino Nitriles: Synthetic Homoenolate Equivalents

10.1002/anie.201900442

The study presents an enantioselective rhodium-catalyzed allylic alkylation of β,γ-unsaturated α-amino nitriles, offering a novel approach to construct β-stereogenic carbonyl derivatives. This method leverages the catalytic asymmetric alkylation of a homoenolate equivalent, addressing the challenge of manipulating three modes of selectivity: regio- and enantioselectivity, as well as geometrical control. The g-stereogenic cyanoenamine products, resulting from the reaction, can be readily hydrolyzed to yield β-substituted carboxylic acids, providing a convenient pathway to various related carbonyl derivatives. The study underscores the critical role of the E-cyanoenamine products' selective formation, facilitated by the chiral rhodium-allyl intermediate, in achieving high enantiocontrol. The methodology not only provides a practical process but also highlights the utility of molecular dynamics simulation in guiding experimental research for the development of small-molecule inhibitors targeting toxic amyloidogenic protein oligomers.

Elongation of 1,3-polyols via iterative catalyst-directed carbonyl allylation from the alcohol oxidation level

10.1021/ol901136w

The research explores a method for chain elongation of 1,3-polyols through iterative enantioselective carbonyl allylation under iridium-catalyzed transfer hydrogenation conditions. The purpose is to develop a more efficient and step-economical approach to synthesizing 1,3-polyols by performing carbonyl allylation directly from the alcohol oxidation level, avoiding the use of stoichiometric organometallic reagents and unstable intermediates. Key chemicals used include allyl acetate, various alcohols such as O-benzyl 1,3-propylene glycol and neopentyl glycol, and chiral iridium catalysts modified with ligands like (R)- or (S)-Cl,MeO-BIPHEP. The study concludes that high levels of catalyst-directed enantioselectivity and diastereoselectivity can be achieved, allowing for the iterative synthesis of higher 1,3-polyols with exceptional optical enrichment. This method circumvents the need for multistep preparation of chiral allylmetal reagents and the generation of unstable α-alkoxy aldehydes, demonstrating a concise and efficient route for the synthesis of 1,3-polyols. Future work will focus on developing related C-C bond forming transfer hydrogenations, including imine additions from the amine oxidation level.

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