57271-90-6

Basic information

• Product Name: a,a'-dicyano-2,5-dihydroxy-1,4-phenylenediacetate
• Synonyms: a,a'-dicyano-2,5-dihydroxy-1,4-phenylenediacetate;Nsc78843
• CAS NO: 57271-90-6
• Molecular Formula: C₁₆H₁₆N₂O₆
• Molecular Weight: 332.30804
• Mol File: 57271-90-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 581.2ºC at 760 mmHg
• Flash Point: 305.3ºC
• Appearance: /
• Density: 1.349g/cm3
• CAS DataBase Reference: a,a'-dicyano-2,5-dihydroxy-1,4-phenylenediacetate(CAS DataBase Reference)
• NIST Chemistry Reference: a,a'-dicyano-2,5-dihydroxy-1,4-phenylenediacetate(57271-90-6)
• EPA Substance Registry System: a,a'-dicyano-2,5-dihydroxy-1,4-phenylenediacetate(57271-90-6)

Safety Data

• Hazardous Substances Data: 57271-90-6(Hazardous Substances Data)

Upstream product

• 7664-41-7 ammonia 
• 105-56-6 ethyl 2-cyanoacetate 
• 106-51-4 p-benzoquinone 

Downstream Products

• 5488-16-4 2,2′-(2,5-dihydroxy-1,4-phenylene)diacetic acid 
• 64425-63-4 1,4-bis(2-bromoethyl)-2,5-dimethoxybenzene 
• 38439-94-0 2-[4-(2-hydroxyethyl)-2,5-dimethoxyphenyl]ethanol 
• 106591-96-2 methyl 2-[2,5-dimethoxy-4-(2-methoxy-2-oxoethyl)phenyl]acetate 
• 38439-92-8 2-[4-(carboxymethyl)-2,5-dimethoxyphenyl]acetic acid 
• 30272-74-3 3,7-dihydrobenzo[1,2-b:4,5-b′]difuran-2,6-dione 

Relevant articles and documents

Lactone Backbone Density in Rigid Electron-Deficient Semiconducting Polymers Enabling High n-type Organic Thermoelectric Performance

Three lactone-based rigid semiconducting polymers were designed to overcome major limitations in the development of n-type organic thermoelectrics, namely electrical conductivity and air stability. Experimental and theoretical investigations demonstrated that increasing the lactone group density by increasing the benzene content from 0 % benzene (P-0), to 50 % (P-50), and 75 % (P-75) resulted in progressively larger electron affinities (up to 4.37 eV), suggesting a more favorable doping process, when employing (N-DMBI) as the dopant. Larger polaron delocalization was also evident, due to the more planarized conformation, which is proposed to lead to a lower hopping energy barrier. As a consequence, the electrical conductivity increased by three orders of magnitude, to achieve values of up to 12 S cm and Power factors of 13.2 μWm?1 K?2 were thereby enabled. These findings present new insights into material design guidelines for the future development of air stable n-type organic thermoelectrics.

NB 06: From a simple lysosomotropic aSMase inhibitor to tools for elucidating the role of lysosomes in signaling apoptosis and LPS-induced inflammation

Ceramide generation is involved in signal transduction of cellular stress response, in particular during stress-induced apoptosis in response to stimuli such as minimally modified Low-density lipoproteins, TNFalpha and exogenous C6-ceramide. In this paper we describe 48 diverse synthetic products and evaluate their lysosomotropic and acid sphingomyelinase inhibiting activities in macrophages. A stimuli-induced increase of C16-ceramide in macrophages can be almost completely suppressed by representative compound NB 06 providing an effective protection of macrophages against apoptosis. Compounds like NB 06 thus offer highly interesting fields of application besides prevention of apoptosis of macrophages in atherosclerotic plaques in vessel walls. Most importantly, they can be used for blocking pH-dependent lysosomal processes and enzymes in general as well as for analyzing lysosomal dependent cellular signaling. Modulation of gene expression of several prominent inflammatory messengers IL1B, IL6, IL23A, CCL4 and CCL20 further indicate potentially beneficial effects in the field of (systemic) infections involving bacterial endotoxins like LPS or infections with influenza A virus.