Propargyl acetate

Base Information

• Chemical Name: Propargyl acetate
• CAS No.: 627-09-8
• Molecular Formula: C5H6 O2
• Molecular Weight: 98.1014
• Hs Code.: 29153900
• European Community (EC) Number: 628-780-3
• DSSTox Substance ID: DTXSID20211757
• Nikkaji Number: J100.707F
• Wikidata: Q72434402
• Mol file: 627-09-8.mol

Synonyms:Propargyl acetate;627-09-8;prop-2-ynyl acetate;3-Acetoxypropyne;2-Propyn-1-ol, acetate;2-Propynyl acetate;propargylacetate;Prop-2-yn-1-yl acetate;Propargyl alcohol acetate;BRN 1742046;AI3-21789;MFCD00041601;4-02-00-00197 (Beilstein Handbook Reference);1-acetoxy-2-propyne;3-Acetoxy-1-propyne;Propargyl acetate, 98%;Acetic acid propargyl ester;2-Propyn-1-ol, 1-acetate;acetic acid prop-2-ynyl ester;DTXSID20211757;AKOS005068092;AM90264;LS-125780;CS-0158541;FT-0693874;EN300-748825

Chemical Property of Propargyl acetate

Chemical Property:

• Vapor Pressure: 14mmHg at 25°C
• Refractive Index: n20/D 1.417(lit.)
• Boiling Point: 27-28 °C(lit.)
• Flash Point: 91 °F
• PSA: 26.30000
• Density: 0.989 g/mL at 25 °C(lit.)
• LogP: 0.18270
• Storage Temp.: Flammables area
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 98.036779430
• Heavy Atom Count: 7
• Complexity: 107

Purity/Quality:

98%,99%, ^*data from raw suppliers

prop-2-ynylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.; R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: Xn
• Statements: 10-20/21/22
• Safety Statements: 16-23-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OCC#C
• Uses: Propargyl acetate may be used to synthesize:optically active γ-hydroxy α,β-unsaturated aldehydeshomopropargyl alcoholspoly(propargyl acetate)

Technology Process of Propargyl acetate

There total 14 articles about Propargyl 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:

Reference yield: 100.0%

acetic anhydride (108-24-7) + propargyl alcohol (107-19-7) → Propargyl acetate (627-09-8)

Guidance literature:

zeolite HSZ-360; In neat (no solvent); at 60 ℃; for 1h;

DOI:10.1016/S0040-4039(98)01244-1

Reference yield: 99.0%

propargyl alcohol (107-19-7) + acetyl chloride (75-36-5) → Propargyl acetate (627-09-8)

Guidance literature:

With aluminum oxide; at 25 ℃; for 0.25h;

DOI:10.1021/jo035412f

Reference yield: 88.0%

3-(tetrahydropyran-2'-yloxy)propyne (6089-04-9) + acetic anhydride (108-24-7) → Propargyl acetate (627-09-8)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; bismuth (III) nitrate pentahydrate; for 0.05h; Microwave irradiation;

DOI:10.1134/S1070428009070215

upstream raw materials:

acetic anhydride

propargyl alcohol

acetyl chloride

prop-1-yne

Downstream raw materials:

3-acetoxy-1-acetylsulfanyl-propene

1-acetoxy-2,3-bis-acetylsulfanyl-propane

acetic acid (3-phenyl-5-isoxazolyl)methyl ester

3-phenylprop-2-ynyl acetate

Refernces

• 1、 Hill et al.. "". . p. 1244,1247. Retrieved 1975.
• 2、 Bian, Qinghua,Li, Fengqi,Li, Shuoning,Ma, Sijie,Walsh, Patrick J.,Wang, Lifeng,Wang, Min,Zhong, Jiangchun,Zhou, Yun. "Enantioselective Addition of Alkynyl Esters and Ethers to Aldehydes Catalyzed by a Cyclopropyl Amino Alcohol Based Zinc Catalyst". supporting information. p. 60 - 64. Retrieved 2019/12/30.
• 3、 Pradhan, Tapas R.,Mohapatra, Debendra K.. "Neighboring Carbonyl Group Assisted Oxyacetoxylation of Propargylic Carboxylates with Retention of Chirality under Metal Free Condition". supporting information. p. 3605 - 3611. Retrieved 2019/07/04.