Diethyl phthalimidomalonate

Base Information

• Chemical Name: Diethyl phthalimidomalonate
• CAS No.: 5680-61-5
• Molecular Formula: C15H15NO6
• Molecular Weight: 305.287
• European Community (EC) Number: 227-138-6
• NSC Number: 165971,12023
• UNII: OG2E8O4WBR
• DSSTox Substance ID: DTXSID2063975
• Nikkaji Number: J225.089F
• Wikidata: Q81991139
• Mol file: 5680-61-5.mol

Synonyms:5680-61-5;Diethyl 2-phthalimidomalonate;Diethyl phthalimidomalonate;Ethyl phthalimidomalonate;Diethyl 2-(1,3-dioxoisoindolin-2-yl)malonate;Phthalimidomalonic Acid Diethyl Ester;Propanedioic acid, (1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-, diethyl ester;OG2E8O4WBR;diethyl 2-(1,3-dioxoisoindol-2-yl)propanedioate;2-Isoindolinemalonic acid, 1,3-dioxo-, diethyl ester;EINECS 227-138-6;NSC 12023;NSC-12023;AI3-18227;Propanedioic acid, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-, 1,3-diethyl ester;1,3-diethyl 2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanedioate;UNII-OG2E8O4WBR;diethyl phthalimido-malonate;SCHEMBL3625848;DTXSID2063975;Diethyl phthalimidomalonate, 98%;NSC12023;MFCD00065025;NSC165971;STK279557;AKOS005426242;NSC-165971;AS-66219;CS-0314693;FT-0624907;FT-0642098;P1180;Diethyl2-(1,3-dioxoisoindolin-2-yl)malonate;D92084;2-Isoindolinemalonic acid,3-dioxo-, diethyl ester;1,3-Dioxo-2-isoindolinemalonic acid, diethyl ester;diethyl 2-(1,3-dioxoisoindolin-2-yl)propanedioate;2-(1,3-Dioxoisoindoline-2-yl)malonic acid diethyl ester;diethyl (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanedioate;Diethyl 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)malonate #;Propanedioic acid,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-, diethyl ester;29097-77-6

Chemical Property of Diethyl phthalimidomalonate

Chemical Property:

• Vapor Pressure: 1.67E-18mmHg at 25°C
• Melting Point: 73-76 °C(lit.)
• Refractive Index: 1.64
• Boiling Point: 682.9°C at 760 mmHg
• PKA: 9.88±0.20(Predicted)
• Flash Point: 366.8°C
• PSA: 89.98000
• Density: 1.48g/cm³
• LogP: 0.71530
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 305.08993720
• Heavy Atom Count: 22
• Complexity: 446

Purity/Quality:

99.5% ^*data from raw suppliers

Diethyl Phthalimidomalonate >96.0%(N) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)OCC)N1C(=O)C2=CC=CC=C2C1=O
• Uses: Diethyl phthalimidomalonate (diethyl 2-phthalimidomalonate) may be employed as suitable neutral carrier in the new poly(vinyl chloride) membrane sensor, for the determination of Cr3+ ions in sample solutions.

Technology Process of Diethyl phthalimidomalonate

There total 6 articles about Diethyl phthalimidomalonate 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: 98.0%

potassium phtalimide (1074-82-4) + Diethyl 2-bromomalonate (685-87-0) → diethyl 2-phthalimidomalonate (5680-61-5)

Guidance literature:

With tetrabutylammomium bromide; In toluene; at 20 - 25 ℃; for 10h;

Reference yield:

diethyl malonate (105-53-3) → diethyl 2-phthalimidomalonate (5680-61-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Br₂ / CCl₄ / 1 h / Heating; Irradiation

2: 80 percent / hexadecyltri-n-butyl phosphonium bromide / toluene / 20 h

With bromine; cetyltributylphosphonium bromide; In tetrachloromethane; toluene;

DOI:10.1016/S0040-4020(01)88659-2

Reference yield:

diethyl malonate (105-53-3) → diethyl 2-phthalimidomalonate (5680-61-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / Br₂ / CCl₄ / 1 h / Heating; irradiation

2: 78 percent / acetonitrile / 2 h

With bromine; In tetrachloromethane; acetonitrile;

DOI:10.1016/j.jfluchem.2005.07.013

upstream raw materials:

phthalimide

Diethyl 2-bromomalonate

N-bromophthalimide

diethyl ether

Downstream raw materials:

alpha-aminopimelic acid

Glutamic acid

5-amino-2-thio-barbituric acid

(R,S)-2-aminoadipic acid

Refernces

• 1、 -. "Synthesis method of ticagrelor intermediate". Paragraph 0044-0046. . Retrieved 2020/06/16.
• 2、 Martinkus,Tann,Gould. "The biosynthesis of the streptolidine moiety in streptothricin F". . p. 3493 - 3505. Retrieved 2007/10/02.