1969-73-9

Basic information

• Product Name: 2-(2-NITROPHENYL)ACETALDEHYDE
• Synonyms: 2-(2-NITROPHENYL)ACETALDEHYDE;2-nitrophenylacetaldehyde
• CAS NO: 1969-73-9
• Molecular Formula: C₈H₇NO₃
• Molecular Weight: 165.14608
• Mol File: 1969-73-9.mol
• Article Data: 25

Chemical Properties

• Melting Point: 22.5°C
• Boiling Point: 292.97°C (rough estimate)
• Flash Point: 136.804 °C
• Appearance: /
• Density: 1.3450 (rough estimate)
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.5468 (estimate)
• CAS DataBase Reference: 2-(2-NITROPHENYL)ACETALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-NITROPHENYL)ACETALDEHYDE(1969-73-9)
• EPA Substance Registry System: 2-(2-NITROPHENYL)ACETALDEHYDE(1969-73-9)

Safety Data

• Hazardous Substances Data: 1969-73-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 31, p. 345, 1966 DOI: 10.1021/jo01339a518

InChI:InChI=1/C8H7NO3/c10-6-5-7-3-1-2-4-8(7)9(11)12/h1-4,6H,5H2

Upstream product

• 109-95-5 ethyl nitrite 
• 579-71-5 2-nitrostyrene 
• 624-91-9 methyl nitrite 
• 540-80-7 tert.-butylnitrite 
• 108-05-4 vinyl acetate 
• 119-66-4 2-nitrobenzenediazonium chloride 
• 88-74-4 2-nitro-aniline 
• 109-92-2 ethyl vinyl ether 
• 610-33-3 (2-nitro-phenyl)-glyoxylic acid 
• 88-72-2 1-methyl-2-nitrobenzene 
• 612-41-9 2-nitrocinnamic acid 
• 2001-33-4 o-nitrocinnamamide 
• 39228-29-0 methyl 2-nitrocinnamate 
• 5461-32-5 o-nitrophenylpyruvic acid 

Downstream Products

• 7479-22-3 3,3'-(o-nitrophenethylidene)di-indole 
• 117768-67-9 2,3'-(o-nitrophenethylidene)di-indole 
• 120-72-9 indole 
• 20973-92-6 o-nitrophenylacetaldehyde 2,4-dinitrophenylhydrazone 
• 271-26-1 3H-indole 
• 1969-72-8 (2-nitrophenyl)acetone 
• 3289-82-5 1-hydroxyindole 
• 88-72-2 1-methyl-2-nitrobenzene 
• 95-53-4 o-toluidine 
• 6269-45-0 2-(2-nitrophenyl)benzo[d]thiazole 
• 98-95-3 nitrobenzene 
• 15121-84-3 2-nitro-benzeneethanol 

Relevant articles and documents

Exploring the Potential of 2-(2-Nitrophenyl)ethyl-Caged N-Hydroxysulfonamides for the Photoactivated Release of Nitroxyl (HNO)

The emergence of nitroxyl (HNO) as a biological signaling molecule is attracting increasing attention. HNO-based prodrugs show considerable potential in treating congestive heart failure, with HNO reacting rapidly with metal centers and protein-bound and free thiols. A new class of 2-(2-nitrophenyl)ethyl (2-NPE)-photocaged N-hydroxysulfonamides has been developed, and the mechanisms of photodecomposition have been investigated. Three photodecomposition pathways are observed: The desired concomitant C-O/N-S bond cleavage to generate HNO, sulfinate, and 2-nitrostyrene, C-O bond cleavage to give the parent sulfohydroxamic acid and 2-nitrostyrene, and O-N bond cleavage to release a sulfonamide and 2-nitrophenylacetaldehyde. Laser flash photolysis experiments provide support for a Norrish type II mechanism involving 1,5-hydrogen atom abstraction to generate an aci-nitro species. A mechanism is proposed in which the (Z)-aci-nitro intermediate undergoes either C-O bond cleavage to release RSO2NHO(H), concerted C-O/N-S bond cleavage to generate sulfinate and HNO, or isomerization to the (E)-isomer prior to O-N bond cleavage. The pKa of the N(H) of the N-hydroxysulfonamide plays a key role in determining whether C-O or concerted C-O/N-S bond cleavage occurs. Deprotonating this site favors the desired C-O/N-S bond cleavage at the expense of an increased level of undesired O-N bond cleavage. Triplet state quenchers have no effect on the observed photoproducts.

4H-PYRROLO[3,2-C]PYRIDIN-4-ONE DERIVATIVES

Compounds of formula (I) processes for their production and their use as pharmaceuticals.