156-10-5 Usage
Chemical Properties
Different sources of media describe the Chemical Properties of 156-10-5 differently. You can refer to the following data:
1. dark blue to black powder
2. TKB is a black powder or a green plate-like
material with a bluish luster.
Uses
Different sources of media describe the Uses of 156-10-5 differently. You can refer to the following data:
1. 4-?Nitrosodiphenylamine is used in organic synthesis such as in the preparation of 1-(Phenylamino)pseudo-mauveine water soluble dye. Potential mutagenic compound.Environmental toxin on US EPA Toxic Release Inventory list (TRI) list.
2. Has been used as retardant in vulcanizing rubber.
Synthesis Reference(s)
The Journal of Organic Chemistry, 32, p. 153, 1967 DOI: 10.1021/jo01277a038
General Description
Green plates with bluish luster or a black powder.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
4-NITROSODIPHENYLAMINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. May react with strong oxidizing agents .
Hazard
Questionable carcinogen.
Fire Hazard
Flash point data for 4-NITROSODIPHENYLAMINE are not available; however, 4-NITROSODIPHENYLAMINE is probably combustible.
Safety Profile
Poison by intravenous
route. Suspected carcinogen with
experimental carcinogenic and
neoplastigenic data. Moderately toxic by
ingestion. Mutation data reported. An eye
irritant. When heated to decomposition it
emits toxic fumes of NOx. See also NNITROSO
COMPOUNDS and AMINES.
Potential Exposure
Used as a chemical intermediate for
dyes and pharmaceuticals; in making monomers; and vulcanizing
rubber.
Shipping
UN2811 Toxic solids, organic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials, Technical
Name Required. UN3077 Environmentally hazardous
substances, solid, n.o.s., Hazard Class: 9; Labels:
9-Miscellaneous hazardous material, Technical Name
Required.
Purification Methods
The amine forms dark green crystals from EtOH or *C6H6 (m 143o). It has UV at max 421nm (EtOH) and is used for detecting Pd and Rh. It is highly toxic and a possible carcinogen.[Beilstein 12 H 207, 12 II 122, 12 III 347, 12 IV 1860..]
Incompatibilities
Nitrated organics range from slight to
strong oxidizing agents. If mixed with reducing agents,
including hydrides, sulfides and nitrides, they may begin a
vigorous reaction. Reaction with aliphatic amines can
release carcinogenic nitrosamines. Incompatible with
oxidizers (chlorates, nitrates, peroxides, permanganates,
perchlorates, chlorine, bromine, fluorine, etc.); contact may
cause fires or explosions. Keep away from alkaline
materials, strong bases, strong acids, oxoacids, epoxides.
4-nitrosodiphenylamine neutralizes acids in exothermic
reactions to form salts plus water. May be incompatible
with isocyanates, halogenated organics, peroxides, phenols
(acidic), epoxides, anhydrides, and acid halides. May generate
hydrogen, a flammable gas, in combination with
strong reducing agents such as hydrideds and active metals.
May react with strong oxidizing agents.
Check Digit Verification of cas no
The CAS Registry Mumber 156-10-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,5 and 6 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 156-10:
(5*1)+(4*5)+(3*6)+(2*1)+(1*0)=45
45 % 10 = 5
So 156-10-5 is a valid CAS Registry Number.
InChI:InChI=1/C12H10N2O/c15-14-12-8-6-11(7-9-12)13-10-4-2-1-3-5-10/h1-9,13H
156-10-5Relevant articles and documents
Synthesis method of 4-nitrosodiphenylamine
-
Paragraph 0009; 0010, (2021/04/26)
The invention relates to a synthesis method of p-nitrosodiphenylamine, in particular to a new process for preparing p-nitrosodiphenylamine by reacting N-carbanilide with nitrobenzene in the presence of proper alkali and a solvent. According to the invention, N-carbanilide with excellent reactivity and selectivity is adopted to react with nitrobenzene, and cheap alkali metal, alkaline earth metal and a polar organic solvent are adopted. And the method has the advantages of simple process, no by-product, high yield, no corrosive wastewater and environmental pollution reduction. And no chlorine-containing wastewater is generated, so that factors for corroding equipment can be eliminated.
Preparation of N-phenyl-p-phenylenediamine by coupling of aniline and nitrobenzene in KOH–poly(ethylene glycol) medium
Babkin, Alexander V.,Asachenko, Andrey F.,Uborsky, Dmitry V.,Kononovich, Dmitry S.,Izmer, Vyatcheslav V.,Kudakina, Vera A.,Shnaider, Viktoriya A.,Shevchenko, Nikolay E.,Voskoboynikov, Alexander Z.
, p. 555 - 557 (2016/11/29)
A novel protocol for efficient coupling of nitrobenzene and aniline in poly(ethylene glycol) medium in the presence of KOH giving diphenylamine derivatives has been developed, to enable the exclusion of the toxic tetramethylammonium hydroxide catalyst commonly used in the rubber antidegradant industry.
PROCESS FOR THE PREPARATION OF 4-AMINODIPHENYLAMINE PRECURSORS
-
Page/Page column 5, (2015/07/07)
Process for the preparation of 4-aminodiphenylamine precursors by reacting aniline and nitrobenzene in the presence of water and a base, with controlled amount of water with respect to the base, characterised in that the mole ratio of water to the dosed base, obtained after extraction of organic impurities by an aromatic solvent of an aqueous phase from hydrogenation of a condensation mixture, is between 3.99 and 3:1 at the start of the coupling reaction, and between 0.40 and 0.59:1 at the end of the coupling reaction, and the end of the coupling reaction is indicated by full conversion of nitrobenzene or by achieving the maximum content 2 wt. % of the initial amount of nitrobenzene in the reaction mixture. The ingredients are continuously fed into reactor cascades in the required ratio to the condensation process, the mole ratio of aniline to nitrobenzene is between 1 :1 and 10:1, and hydrogenation of the condensation product in the presence of a hydrogenation catalyst and added water is followed by separation of the hydrogenation catalyst, and an organic phase, containing 4-aminodiphenylamine, is separated from the aqueous phase, containing the released base.