24171-84-4

Basic information

• Product Name: Benzonitrile, 4-(hydroxyamino)-
• CAS NO: 24171-84-4
• Molecular Formula: C7H6N2O
• Molecular Weight: 134.137
• Mol File: 24171-84-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzonitrile, 4-(hydroxyamino)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 4-(hydroxyamino)-(24171-84-4)
• EPA Substance Registry System: Benzonitrile, 4-(hydroxyamino)-(24171-84-4)

Safety Data

• Hazardous Substances Data: 24171-84-4(Hazardous Substances Data)

Upstream product

• 619-72-7 4-nitrobenzonitrile 

Downstream Products

• 122799-76-2 α-(4-(diethylamino)phenyl)-N-(4-cyanophenyl)nitrone 
• 873-74-5 4-Aminobenzonitrile 
• 175278-19-0 N-(4-cyano-2-(trifluoromethoxy)phenyl)acetamide 
• 88730-39-6 C₁₀H₁₀N₂O₄S 
• 534556-64-4 α-phenyl-N-(4-cyanophenyl)nitrone 
• 267412-39-5 N-hydroxy-N-(4-cyanophenyl)-carbamic acid methyl ester 
• 31125-07-2 4-cyanonitrosobenzene 

Relevant articles and documents

Pd-catalyzed silicon hydride reductions of aromatic and aliphatic nitro groups

(Chemical Equation Presented) Room-temperature reduction of aromatic nitro groups to amines can be accomplished in high yield, with wide functional group tolerance and short reaction times (30 min) using a combination of palladium(II) acetate, aqueous potassium fluoride, and polymethylhydrosiloxane (PMHS). Replacing PMHS/KF with triethylsilane allows aliphatic nitro groups to be reduced to their hydroxylamines.

Selective Photoinduced Reduction of Nitroarenes to N-Arylhydroxylamines

We report the selective photoinduced reduction of nitroarenes to N-arylhydroxylamines. The present methodology facilitates this transformation in the absence of catalyst or additives and uses only light and methylhydrazine. This noncatalytic photoinduced transformation proceeds with a broad scope, excellent functional-group tolerance, and high yields. The potential of this protocol reflects on the selective and straightforward conversion of two general antibiotics, azomycin and chloramphenicol, to the bioactive hydroxylamine species.

Palladium-catalyzed silane/siloxane reductions in the one-pot conversion of nitro compounds into their amines, hydroxylamines, amides, sulfonamides, and carbamates

A combination of palladium(II) acetate, aqueous potassium fluoride, and polymethylhydrosiloxane (PMHS) facilitates the room-temperature reduction of aromatic nitro compounds to anilines. These reactions tend to be quick (30 min), high-yielding, and tolerate a range of other functional groups. Replacement of PMHS/KF with triethylsilane allows for the reduction of aliphatic nitro compounds to their corresponding hydroxylamines. Depending on the substrate, both conditions can allow for the in situ conversion of the product amines into amides, sulfonamides, and carbamates. Georg Thieme Verlag Stuttgart.