Diethyl 2-(prop-2-yn-1-yl)malonate

Base Information

• Chemical Name: Diethyl 2-(prop-2-yn-1-yl)malonate
• CAS No.: 17920-23-9
• Molecular Formula: C10H14O4
• Molecular Weight: 198.219
• Hs Code.: 2917190090
• European Community (EC) Number: 605-851-7
• NSC Number: 28575
• DSSTox Substance ID: DTXSID90170781
• Nikkaji Number: J41.613D
• Wikidata: Q72502301
• Mol file: 17920-23-9.mol

Synonyms:17920-23-9;Diethyl 2-(prop-2-yn-1-yl)malonate;Diethyl propargylmalonate;diethyl 2-prop-2-ynylpropanedioate;2-Propynylmalonic acid diethyl ester;USAF KF-9;Diethyl (mono) propargyl malonate;Propargylmalonic Acid Diethyl Ester;NSC 28575;Diethyl 2-Propynylmalonate;MALONIC ACID, 2-PROPYNYL-, DIETHYL ESTER;BRN 1103668;Propanedioic acid, 2-propynyl-, diethyl ester;Malonic acid, 2-(2-propynyl)-, diethyl ester;1,3-diethyl 2-(prop-2-yn-1-yl)propanedioate;4-02-00-02303 (Beilstein Handbook Reference);2-(Propargyl)malonic acid diethyl ester;diethyl propargyl-malonate;diethyl (2-propynyl)malonate;SCHEMBL5804056;diethyl prop-2-yn-1-ylmalonate;DTXSID90170781;ethyl 2-carboethoxy-4-pentynoate;Propanedioic acid, 2-(2-propyn-1-yl)-, 1,3-diethyl ester;NSC28575;Diethyl2-(prop-2-yn-1-yl)malonate;MFCD00091967;NSC-28575;AKOS016012258;AS-70260;LS-88833;CS-0045252;D4616;Malonic acid, (2-propynyl)-, diethyl ester;S11870;A881271

Chemical Property of Diethyl 2-(prop-2-yn-1-yl)malonate

Chemical Property:

• Vapor Pressure: 0.0128mmHg at 25°C
• Melting Point: 178℃
• Refractive Index: 1.4405 (20℃)
• Boiling Point: 259.7°Cat760mmHg
• PKA: 11.79±0.59(Predicted)
• Flash Point: 121.3°C
• PSA: 52.60000
• Density: 1.073g/cm³
• LogP: 0.75210
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 198.08920892
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

97% ^*data from raw suppliers

Diethyl2-(prop-2-yn-1-yl)malonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC#C)C(=O)OCC

Technology Process of Diethyl 2-(prop-2-yn-1-yl)malonate

There total 15 articles about Diethyl 2-(prop-2-yn-1-yl)malonate 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: 95.0%

2-ethoxycarbonyl-2-(2-propynyl)malonic acid diethyl ester (491862-29-4) → diethyl propargylmalonate (17920-23-9)

Guidance literature:

With sodium ethanolate; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/ja027588p

Reference yield: 91.0%

propargyl bromide (106-96-7) + diethyl malonate (105-53-3) → diethyl propargylmalonate (17920-23-9)

Guidance literature:

diethyl malonate; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 2h;

propargyl bromide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 24h;

DOI:10.1002/anie.201812702

Reference yield: 47.0%

propargyl bromide (106-96-7) + diethyl malonate (105-53-3) → diethyl propargylmalonate (17920-23-9) + diethyl 2,2-di(prop-2-yn-1-yl)malonate (2689-88-5)

Guidance literature:

diethyl malonate; With sodium ethanolate; In ethanol; for 1h;

propargyl bromide; In ethanol; toluene; at 0 - 20 ℃; for 21h;

DOI:10.1021/ja0656705

upstream raw materials:

sodium diethylmalonate

2-propynyl chloride

propargyl bromide

diethyl malonate

Downstream raw materials:

diethyl 2,2-di(prop-2-yn-1-yl)malonate

3-(3-phenyl-isoxazol-5-yl)-propionic acid

Propin-⁽²⁾-yl-malonsaeure-di-(o-anisidid)

ethyl 4-pentynoate