Diethyl 2-phenylethylmalonate

Base Information

• Chemical Name: Diethyl 2-phenylethylmalonate
• CAS No.: 6628-68-8
• Molecular Formula: C15H20O4
• Molecular Weight: 264.321
• Hs Code.: 2917190090
• European Community (EC) Number: 229-610-7
• NSC Number: 60931
• UNII: B2PBR87FLJ
• DSSTox Substance ID: DTXSID00216482
• Nikkaji Number: J144.613D
• Wikidata: Q83092712
• Mol file: 6628-68-8.mol

Synonyms:6628-68-8;Diethyl 2-phenethylmalonate;Diethyl 2-phenylethylmalonate;diethyl 2-(phenylethyl)malonoate;diethyl 2-(2-phenylethyl)malonoate;diethyl (2-phenylethyl)malonate;diethyl 2-(2-phenylethyl)propanedioate;Propanedioic acid, (2-phenylethyl)-, diethyl ester;diethyl phenethylmalonate;Diethyl 2-(2-phenylethyl)malonate;B2PBR87FLJ;EINECS 229-610-7;MFCD00026887;NSC-60931;2-phenethyl-malonic acid diethyl ester;AI3-02939;Diethyl ester of 2-Phenethylmalonic acid;UNII-B2PBR87FLJ;diethyl phenylethylmalonate;Diethyl2-phenethylmalonate;diethyl benzylmethylmalonate;NCIOpen2_002651;SCHEMBL935980;DTXSID00216482;NSC60931;NSC 60931;Diethyl 2-(2-phenylethyl)malonate #;AKOS005216003;ethyl 2-ethoxycarbonyl-4-phenylbutanoate;(2-Phenylethyl)malonic acid diethyl ester;AS-10526;SY045472;CS-0151878;FT-0636208;N10385;A918135;Propanedioic acid, 2-(2-phenylethyl)-, diethyl ester;Propanedioic acid,2-(2-phenylethyl)-,1,3-diethyl ester;Propanedioic acid, 2-(2-phenylethyl)-, 1,3-diethyl ester

Chemical Property of Diethyl 2-phenylethylmalonate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.495
• Boiling Point: 356.4 °C at 760 mmHg
• PKA: 12.89±0.46(Predicted)
• Flash Point: 171.3 °C
• PSA: 52.60000
• Density: 1.078 g/cm³
• LogP: 2.36160
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 264.13615911
• Heavy Atom Count: 19
• Complexity: 264

Purity/Quality:

98%min ^*data from raw suppliers

Diethyl 2-(2-phenylethyl)malonate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCC1=CC=CC=C1)C(=O)OCC

Technology Process of Diethyl 2-phenylethylmalonate

There total 15 articles about Diethyl 2-phenylethylmalonate 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: 97.0%

1-phenyl-2-bromoethane (103-63-9) + diethyl malonate (105-53-3) → ethyl 2-(ethoxycarbonyl)-4-phenylbutanoate (6628-68-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; Heating;

DOI:10.1021/jm00374a006

Reference yield: 97.0%

diethyl 2-phenylcyclopropane-1,1-dicarboxylate (3092-20-4) → ethyl 2-(ethoxycarbonyl)-4-phenylbutanoate (6628-68-8)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; In tetrahydrofuran; tert-butyl alcohol; for 0.166667h; Ambient temperature;

DOI:10.1248/cpb.43.2075

Reference yield: 50.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + diethyl 2-chloromalonate (14064-10-9) → ethyl 2-(ethoxycarbonyl)-4-phenylbutanoate (6628-68-8)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 0.5h; Ambient temperature; Irradiation;

DOI:10.1021/jo00309a010

upstream raw materials:

phenethyl-oxalacetic acid diethyl ester

sodium diethylmalonate

2-phenylethyl chloride

sodium diethylmalonate

Downstream raw materials:

(2-cyano-ethyl)-phenethyl-malonic acid diethyl ester

2-phenethyl-hexanoic acid

2-phenethyl-glutaric acid

butyl-phenethyl-malonic acid

Refernces

• 1、 Luan, Zi-Hong,Qu, Jian-Ping,Kang, Yan-Biao. "Discovery of Oxygen α-Nucleophilic Addition to α,β-Unsaturated Amides Catalyzed by Redox-Neutral Organic Photoreductant". supporting information. p. 20942 - 20947. Retrieved 2020/12/22.
• 2、 Wang, Xue-Juan,Su, Yan,Li, Rui,Gu, Peiming. "Tf2O-Promoted Intramolecular Schmidt Reaction of the ω-Azido Carboxylic Acids". supporting information. p. 5816 - 5824. Retrieved 2018/05/14.