Diethyl nitromalonate

Base Information

• Chemical Name: Diethyl nitromalonate
• CAS No.: 603-67-8
• Molecular Formula: C7H11NO6
• Molecular Weight: 205.167
• Hs Code.: 2917190090
• European Community (EC) Number: 210-052-8
• NSC Number: 140874
• UNII: R8KBC6QY33
• DSSTox Substance ID: DTXSID20209058
• Nikkaji Number: J60.786J
• Wikidata: Q72462046
• Mol file: 603-67-8.mol

Synonyms:Diethyl nitromalonate;Diethyl 2-nitromalonate;603-67-8;diethyl 2-nitropropanedioate;Propanedioic acid, nitro-, diethyl ester;1,3-diethyl 2-nitropropanedioate;R8KBC6QY33;EINECS 210-052-8;NSC-140874;Propanedioic acid, 2-nitro-, 1,3-diethyl ester;Diethyl2-nitromalonate;DIETHYLNITROMALONATE;Diethyl 2-nitromalonate #;UNII-R8KBC6QY33;2-Nitromalonic acid diethyl;Diethyl nitromalonate, 97%;Nitromalonic acid diethyl ester;SCHEMBL1226242;DAKKWKYIQGMKOS-UHFFFAOYSA-;DTXSID20209058;Malonic acid, nitro-, diethyl ester;MFCD00009142;NSC140874;AKOS015915619;AKOS016010095;NSC 140874;2-nitro-propanedioic acid diethyl ester;AS-57481;AM20080888;CS-0151898;FT-0632504;A832708;1-(4-FLUORO-BENZYLAMINO)-CYCLOHEXANECARBOXYLICACIDHYDROCHLORIDE

Chemical Property of Diethyl nitromalonate

Chemical Property:

• Appearance/Colour: COLORLESS TO YELLOW LIQUID
• Vapor Pressure: 0.00247mmHg at 25°C
• Refractive Index: n20/D 1.428(lit.)
• Boiling Point: 287.5 °C at 760 mmHg
• PKA: 6.46±0.59(Predicted)
• Flash Point: 102.6 ºC
• PSA: 98.42000
• Density: 1.249 g/cm³
• LogP: 0.28110
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 205.05863707
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

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

Diethyl2-Nitromalonate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)OCC)[N+](=O)[O-]
• Uses: Diethyl nitromalonate has been used in the preparation of 5,5-diethoxycarbonyl-1-pyrroline N-oxide (DECPO).

Technology Process of Diethyl nitromalonate

There total 20 articles about Diethyl nitromalonate 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: 42.0%

Trifluoromethylsulfenyl chloride (421-17-0) + nitromalonic ester sodium salt → diethyl nitromalonate (603-67-8) + trifluoromethylsulfenylnitromalonic ester

Guidance literature:

In tetrachloromethane; Yields of byproduct given; 1.) 20 deg C, 6 h, 2.) 48 h;

DOI:10.1007/BF00956158

Reference yield: 40.0%

diethyl malonate (105-53-3) → diethyl nitromalonate (603-67-8)

Guidance literature:

With C₃FSO₂Cl; potassium tert-butylate; silver nitrate; In tetrahydrofuran; for 3h;

DOI:10.1002/hlca.19840670332

Reference yield:

diethyl oximinomalonate (6829-41-0) → diethyl nitromalonate (603-67-8)

Guidance literature:

With dihydrogen peroxide; trifluoroacetic acid;

DOI:10.1021/ja01622a036

upstream raw materials:

ethanol

1-cyano-1-methylethylnitrate

sodium diethylmalonate

diethyl oximinomalonate

Downstream raw materials:

2-(2-Nitroethyl)cyclohexanone

nitroacetic acid ethyl ester

aminomalonic acid diethyl ester

2-acetylaminomalonic acid diethyl ester

Refernces

• 1、 -. "Process for making 5-introbarbituric acid and salts thereof". . . Retrieved 2008/06/13.
• 2、 Cherkasova, T. I.,Khutoretskii, V. M.,Okhlobystina, L. V.. "SYNTHESIS OF SEVERAL DERIVATIVES OF TRIFLUOROMETHYL ALKYL SULFONES". . p. 1016 - 1020. Retrieved 2007/10/02.