10256-01-6

Basic information

• Product Name: 1,3-DI-MORPHOLIN-4-YL-PROPANE-1,3-DIONE
• Synonyms: Morpholine,4,4'-malonyldi- (7CI); Malonic acid dimorpholide; NSC 93941
• CAS NO: 10256-01-6
• Molecular Formula: C₁₁H₁₈N₂O₄
• Molecular Weight: 242.27
• Mol File: 10256-01-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 483.7°Cat760mmHg
• Flash Point: 246.3°C
• Appearance: /
• Density: 1.245g/cm³
• Vapor Pressure: 1.64E-09mmHg at 25°C
• Refractive Index: 1.518
• CAS DataBase Reference: 1,3-DI-MORPHOLIN-4-YL-PROPANE-1,3-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DI-MORPHOLIN-4-YL-PROPANE-1,3-DIONE(10256-01-6)
• EPA Substance Registry System: 1,3-DI-MORPHOLIN-4-YL-PROPANE-1,3-DIONE(10256-01-6)

Safety Data

• Hazardous Substances Data: 10256-01-6(Hazardous Substances Data)

Usage

General Description

1,3-DI-MORPHOLIN-4-YL-PROPANE-1,3-DIONE, also known as DMPD, is a chemical compound with the molecular formula C10H16N2O3. It is a synthetic organic compound that is commonly used as a reactant in the production of various pharmaceuticals and agrochemicals. DMPD has two morpholine rings and a central carbon chain with a propane-1,3-dione group, giving it unique chemical properties and reactivity. Its structure and functional groups make it useful in the synthesis of complex organic molecules. DMPD is considered a versatile and valuable building block in organic chemistry due to its ability to participate in a variety of chemical reactions to produce a wide range of compounds.

InChI:InChI=1/C11H18N2O4/c14-10(12-1-5-16-6-2-12)9-11(15)13-3-7-17-8-4-13/h1-9H2

Upstream product

• 110-91-8 morpholine 
• 105-53-3 diethyl malonate 
• 117410-74-9 4,4'-<2-<(2-nitrofenil)tio>malonil>dimorfolina 
• 1663-67-8 malonoyl dichloride 
• 100626-07-1 4,4',4''-(2-oxo-propane-1,1,3-tricarbonyl)-tris-morpholine 

Downstream Products

• 108401-64-5 4,4'-<2-(2-nitrofenossi)malonil>dimorfolina 
• 108401-68-9 4,4'-<2-(2-amminofenossi)malonil>dimorfolina 
• 117378-57-1 4,4'-<2-<(2-amminofenil)tio>malonil>dimorfolina 
• 27759-71-3 Dithiomalonsaeuredimorpholid 
• 117410-74-9 4,4'-<2-<(2-nitrofenil)tio>malonil>dimorfolina 

Relevant articles and documents

Kinetic and Mechanistic Study of the Reaction between Dithiomalonamides and Diiodine. Crystal Structure of the Compounds 3,5-Bis(ethylamino)-1,2-dithiolylium Triiodide and 3,5-Bis(morpholino)-1,2-dithiolylium Iodide Monohydrate

The reaction of N,N'-diethyldithiomalonamide with I2 has been investigated spectrophotometrically.A kinetic study carried out with the stopped-flow technique has shown the transient formation of a 1:1 N,N'-diethyldithiomalonamide*I2 charge-transfer complex having a formation constant K1 = 2.3(3) x 103 dm3 mol-1 at 25 deg C.This is followed by an oxidation-reduction reaction leading to 3,5-bis(ethylamino)-1,2-dithiolylium iodide and HIn (n = 1 or 3), through a first- and a second-order process with respective rate constants at 25 deg C k1 = 0.84(7) s-1and k2 = 2.0(3) x 103 dm3 mol-1 s-1, consisting of an unassisted or I2 assisted heterolytic fission of the I-I bond as the slow step.Further associative equilibria of 3,5-bis(ethylamino)-1,2-dithiolylium iodide and HI with free I2 leading to the corresponding triiodides have also been observed, having formation constants, respectively, K2 = 6.2(7) x 105 dm3 mol-1 and K3 = 8.9(5) x 106 dm3 mol-1.All the kinetic and thermodynamic parameters were obtained by an expressly devised computational method based on nonlinear least-squares procedures.An X-ray crystal structure analysis of the title compounds, obtained as products of the reaction between I2 and RNR'C(S)CH2C(S)R'NR, showed that the crystals obtained in the RNR' = EtNH and I2 excess case are monoclinic, space group C2/m, with a = 13.643(6), b = 9.749(5), c = 11.879(6) Angstroem, β = 99.76(2) deg and Z = 4.The structure consists of chains running parallel to , where the 3,5-bis(ethylamino)-1,2-dithiolylium cations and triiodide anions are connected through two strong interactions involving the terminal iodide atom of the unsymmetrical I3- (I2...I- anion) and both the sulphur atoms of the disulphide group.In the RNR' = OC4H8N and 1:1 reagents ratio case the crystals are monoclinic, space group P21/c, with a = 9.256(4), b = 20.257(6), c = 8.483(4) Angstroem, β = 90.91(2) deg and Z = 4.The structure consists of layers, approximately parallel to (201), determined by contacts involving cations, iodide anions and water molecules.

TRANSFORMATION OF MALONIC ACID DIAMIDE DERIVATIVES UNDER CONDITIONS OF

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