67483-29-8

Basic information

• Product Name: phenyltrinitromethane
• Synonyms: phenyltrinitromethane
• CAS NO: 67483-29-8
• Molecular Weight: 227.133
• Mol File: 67483-29-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: phenyltrinitromethane(CAS DataBase Reference)
• NIST Chemistry Reference: phenyltrinitromethane(67483-29-8)
• EPA Substance Registry System: phenyltrinitromethane(67483-29-8)

Safety Data

• Hazardous Substances Data: 67483-29-8(Hazardous Substances Data)

Upstream product

• 108-88-3 toluene 
• 873-67-6 benzonitrile oxide 
• 14268-23-6 potassium trinitromethanide 
• 28198-51-8 potassium salt of phenyldinitromethane 
• 509-14-8 tetranitromethane 
• 71-43-2 benzene 
• 20143-63-9 trinitromethanide 
• 75-05-8 acetonitrile 

Downstream Products

• 71156-14-4 m-nitrophenyltrinitromethane 
• 71081-37-3 Dinitromethyl-benzene; compound with methyl-hydrazine 
• 100-47-0 benzonitrile 
• 65-85-0 benzoic acid 
• 7304-92-9 m-nitrophenyldinitromethane 
• 71081-23-7 N,N-Dimethyl-N'-[1-nitro-1-phenyl-meth-(E)-ylidene]-hydrazine 
• 71081-25-9 3-{N-Methyl-N'-[1-nitro-1-phenyl-meth-(E)-ylidene]-hydrazino}-propionitrile 

Relevant articles and documents

Photochemical Nitration by Tetranitromethane. XV. Formation of Adducts and their Secondary Products in the Photochemical Reaction between Benzene and Tetranitromethane

Photolysis of benzene/tetranitromethane in dichloromethane or acetonitrile with light of λ>435 nm gives four main product categories, namely, in dichloromethane at +20 deg C (relative yield, products): adducts 1 of hydroxy/trinitromethyl type (total 54percent, see below), nitro substitution products (total 8percent, nitrobenzene, 1,3-dinitrobenzene and 1,3,5-trinitrobenzene), trinitromethyl substitution products (26percent, trinitromethylbenzene, 1-nitro-4-trinitromethylbenzene, 1,3-dinitro-5-trinitromethylbenzene) and phenols (total 12percent, 2,4- and 2,6-dinitrophenol, 2,4,6-trinitrophenol). In acetonitrile at +20 deg C the same product groups comprised 15, 24, 39 and 18percent, respectively, and, in addition, a low yield (1.7percent) of what is formally a cycloaddition product between 4-nitrobenzonitrile N-oxide and acetonitrile, 5-methyl-3-(4-nitrophenyl)-1,2,4-oxadiazole 2. The structure of 2 was determined by single crystal X-ray analysis. The main adducts were assigned the structures of a cis/trans pair of 1-hydroxy-4-trinitromethylcyclohexa-2,5-diene (NMR). Their formation in both dichloromethane and acetonitrile shows that adduct formation from photolysis of tetranitromethane/aromatics is not only confined to polycyclic aromatics but can occur with a maximally resonance-stabilized system, like benzene itself. The high complexity of the product mixture can be explained partly by elimination reactions of adducts, combined with further thermal and photochemical transformations.

REACTIONS OF NITRILE OXIDES WITH NITROGEN OXIDES. 1. REACTIONS WITH NITROGEN TETROXIDE

We have studied the reaction of nitrile oxides with nitrogen tetroxide.It was shown that the reaction is selective: acetonitrile oxide yields ethylnitrolic acid, α-oximinophenylacetonitrile oxide gives a mixture of isomers of phenylnitrofuroxan, and aromatic nitrile oxides give aryltrinitromethanes.

ELECTROPHILIC PROPERTIES AND ANODICALLY GENERATED POLYNITROALKYL RADICALS IN HOMOLYTIC AROMATIC SUBSTITUTION

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