18514-52-8

Basic information

• Product Name: 2,3-DIAMINOBUT-2-ENEDINITRILE
• Synonyms: 2,3-DIAMINOBUT-2-ENEDINITRILE;2,3-Diaminomaleonitrile;2,3-DIAMINBUT-2-ENEDINITRILE;2,3-Diaminobut-2-en-1,4-dinitrile;2,3-Diamino-1,4-dicyanobut-2-ene;2,3-Diaminobut-2-ene-1,4-dinitrile
• CAS NO: 18514-52-8
• Molecular Formula: C₄H₄N₄
• Molecular Weight: 108.1
• EINECS: 214-697-6
• Product Categories: Aliphatics
• Mol File: 18514-52-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 178 °C
• Boiling Point: 444.7 °C at 760 mmHg
• Flash Point: 222.7 °C
• Appearance: /
• Density: 1.319 g/cm³
• Vapor Pressure: 4.2E-08mmHg at 25°C
• Refractive Index: 1.579
• PKA: -2.77±0.70(Predicted)
• CAS DataBase Reference: 2,3-DIAMINOBUT-2-ENEDINITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIAMINOBUT-2-ENEDINITRILE(18514-52-8)
• EPA Substance Registry System: 2,3-DIAMINOBUT-2-ENEDINITRILE(18514-52-8)

Safety Data

• Hazard Codes: T,F
• Hazardous Substances Data: 18514-52-8(Hazardous Substances Data)

Usage

General Description

2,3-Diaminobut-2-enedinitrile is a chemical compound with the molecular formula C4H6N4. It is a yellow to brownish crystalline solid that is soluble in water and polar solvents. 2,3-DIAMINOBUT-2-ENEDINITRILE is used as a precursor in the synthesis of various pharmaceuticals and biologically active molecules. It is also known for its potential applications in materials science, such as in the production of polymer films and coatings. Additionally, 2,3-Diaminobut-2-enedinitrile exhibits interesting chemical reactivity, making it an important building block in organic synthesis. However, due to its potential toxicity and health hazards, proper safety precautions should be observed when handling and using this chemical.

InChI:InChI=1/C4H4N4/c5-1-3(7)4(8)2-6/h7-8H2

Upstream product

• 74-90-8 hydrogen cyanide 
• 1726-32-5 (E/Z)-α-iminoacetonitrile 
• 57-12-5 cyanide^(1-) 
• 77287-34-4 formamide 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 75-05-8 acetonitrile 

Downstream Products

• 215611-93-1 2,3-dicyanodipyrido<3,2-f:2',3'-h>quinoxaline 
• 55408-49-6 2,3-dicyanopyrazino phenanthrene 
• 34604-60-9 5-hydroxypyrazinoic acid 
• 866263-02-7 5-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-6-phenyl-2,3-pyrazinedicarbonitrile 
• 40114-84-9 (9-oxo-9H-indeno[1,2-b]pyrazine-2,3-dicarbonitrile) 
• 53817-16-6 2H-1,2,3-triazole-4,5-dicarbonitrile 
• 56-40-6 glycine 
• 389090-45-3 N-(2-amino-1,2-dicyanovinyl)-N'-benzylurea 
• 1022157-24-9 (Z)-1-(2-amino-1,2-dicyanovinyl)-3-(4-methoxyphenyl)urea 
• 1022158-22-0 (Z)-1-(2-amino-1,2-dicyanovinyl)-3-(biphenyl-2-yl)urea 
• 1022157-31-8 (Z)-1-(2-amino-1,2-dicyanovinyl)-3-(2,4-dichlorophenyl)urea 
• 1022157-23-8 (Z)-1-(2-amino-1,2-dicyanovinyl)-3-(2-methoxyphenyl)urea 
• 28321-79-1 diiminosuccinonitrile 
• 33420-37-0 pyrazine-2,3,5,6-tetracarbonitrile 

Relevant articles and documents

Conditions for purine synthesis: did prebiotic synthesis occur at low temperatures?

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HCN on Tap: On-Demand Continuous Production of Anhydrous HCN for Organic Synthesis

A continuous process for the on-demand generation, separation, and reaction of hydrogen cyanide (HCN) using membrane separation technology was developed. The inner tube of the reactor is manufactured from a gas-permeable, hydrophobic fluoropolymer (Teflon AF-2400) membrane. HCN is formed from aqueous reagents within the inner tube and then diffuses through the membrane into an outer tubing containing organic solvent. This technique enabled the safe handling of HCN for three different organic transformations without the need for distillation.

A Global Scale Scenario for Prebiotic Chemistry: Silica-Based Self-Assembled Mineral Structures and Formamide

The pathway from simple abiotically made organic compounds to the molecular bricks of life, as we know it, is unknown. The most efficient geological abiotic route to organic compounds results from the aqueous dissolution of olivine, a reaction known as serpentinization (Sleep, N.H., et al. (2004) Proc. Natl. Acad. Sci. USA 101, 12818-12822). In addition to molecular hydrogen and a reducing environment, serpentinization reactions lead to high-pH alkaline brines that can become easily enriched in silica. Under these chemical conditions, the formation of self-assembled nanocrystalline mineral composites, namely silica/carbonate biomorphs and metal silicate hydrate (MSH) tubular membranes (silica gardens), is unavoidable (Kellermeier, M., et al. In Methods in Enzymology, Research Methods in Biomineralization Science (De Yoreo, J., Ed.) Vol. 532, pp 225-256, Academic Press, Burlington, MA). The osmotically driven membranous structures have remarkable catalytic properties that could be operating in the reducing organic-rich chemical pot in which they form. Among one-carbon compounds, formamide (NH2CHO) has been shown to trigger the formation of complex prebiotic molecules under mineral-driven catalytic conditions (Saladino, R., et al. (2001) Biorganic & Medicinal Chemistry, 9, 1249-1253), proton irradiation (Saladino, R., et al. (2015) Proc. Natl. Acad. Sci. USA, 112, 2746-2755), and laser-induced dielectric breakdown (Ferus, M., et al. (2015) Proc Natl Acad Sci USA, 112, 657-662). Here, we show that MSH membranes are catalysts for the condensation of NH2CHO, yielding prebiotically relevant compounds, including carboxylic acids, amino acids, and nucleobases. Membranes formed by the reaction of alkaline (pH 12) sodium silicate solutions with MgSO4 and Fe2(SO4)3·9H2O show the highest efficiency, while reactions with CuCl2·2H2O, ZnCl2, FeCl2·4H2O, and MnCl2·4H2O showed lower reactivities. The collections of compounds forming inside and outside the tubular membrane are clearly specific, demonstrating that the mineral self-assembled membranes at the same time create space compartmentalization and selective catalysis of the synthesis of relevant compounds. Rather than requiring odd local conditions, the prebiotic organic chemistry scenario for the origin of life appears to be common at a universal scale and, most probably, earlier than ever thought for our planet.