Malonamide

Base Information

• Chemical Name: Malonamide
• CAS No.: 108-13-4
• Molecular Formula: C3H6N2O2
• Molecular Weight: 102.093
• Hs Code.: 29241900
• European Community (EC) Number: 203-553-8
• NSC Number: 2134
• UNII: QVQ8CNG255
• DSSTox Substance ID: DTXSID1040116
• Nikkaji Number: J2.415E
• Wikidata: Q27287520
• Mol file: 108-13-4.mol

Synonyms:malonamide;malonic acid diamide;malonic diimidate

Chemical Property of Malonamide

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 1.13E-08mmHg at 25°C
• Melting Point: 172-175 °C(lit.)
• Refractive Index: 1.491
• Boiling Point: 460.9 °C at 760 mmHg
• PKA: 7.00±0.70(Predicted)
• Flash Point: 232.5 °C
• PSA: 86.18000
• Density: 1.281 g/cm³
• LogP: -0.25230
• Storage Temp.: Store below +30°C.
• Solubility.: Soluble in HCl.
• Water Solubility.: 180 g/L (20 ºC)
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 102.042927438
• Heavy Atom Count: 7
• Complexity: 87.1

Purity/Quality:

99% ^*data from raw suppliers

Malonamide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Amides, Other
• Canonical SMILES: C(C(=O)N)C(=O)N
• Description: Malonamide is a dicarboxylic acid diamide that is malonic acid in which both carboxy groups have been replaced by carbamoyl groups. It is functionally related to a malonic acid.
• Uses: Malonamide is used in the synthesis of malonamic acid, malonamate and malonamide derivative of some heterocyclic compounds with antiinflammatory activity. Malonamide is a reagent for fluorimetric determination of reducing carbohydrates. The malonamide-based ionic liquid extractant was used in the extraction of europium(iii) and other trivalent rare earth elements from nitric acid medium. The malonamide-based ionic liquid extractant was used in the extraction of europium(iii) and other trivalent rare-earth ions from nitric acid medium.

Technology Process of Malonamide

There total 43 articles about Malonamide 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%

malononitrile (109-77-3) → malonodiamide (108-13-4)

Guidance literature:

With Acetaldehyde oxime; In methanol; at 65 ℃; for 4h;

DOI:10.1016/j.tetlet.2011.09.012

Reference yield: 91.0%

cyanoacetic acid amide (107-91-5) → malonodiamide (108-13-4)

Guidance literature:

With sodium hydroxide;

DOI:10.1080/00397911.2014.987352

Reference yield:

1,3-Dihydro-3-oxo-2-isobenzofuranylidenmalonsaeurediethylester (897-38-1) + ammonia (7664-41-7) → malonodiamide (108-13-4) + phthalamide (88-96-0)

Guidance literature:

upstream raw materials:

carbon suboxide

ethyl malonamate

methanetricarboxylic acid triethyl ester

methanetetracarboxylic acid tetraethyl ester

Downstream raw materials:

2-hydroxy-4,6-dimethyl-nicotinic acid amide

BARBITURIC ACID

2-(Benzyl)malonoamide

dibenzyl-malonic acid diamide

Refernces

• 1、 Ramachandran, Gunasekar,Sathiyanarayanan, Kulathu Iyer. "Domino Reaction for the Synthesis of Highly Functionalized Triazatricyclo[6.2.2.01,6]dodecane". . p. 760 - 767. Retrieved 2015.
• 2、 Cheng, Zhongyi,Cui, Wenjing,Xia, Yuanyuan,Peplowski, Lukasz,Kobayashi, Michihiko,Zhou, Zhemin. "Modulation of Nitrile Hydratase Regioselectivity towards Dinitriles by Tailoring the Substrate Binding Pocket Residues". . p. 449 - 458. Retrieved 2017/12/15.
• 3、 -. "Corresponding amine nitrile and method of manufacturing thereof (by machine translation)". Paragraph 0124; 0125; 0126; 0127. . Retrieved 2018/07/15.