139-65-1 Usage
Chemical Properties
4,40-Thiodianiline is a brown-purple powder or needles.
Uses
Different sources of media describe the Uses of 139-65-1 differently. You can refer to the following data:
1. 4,4′-Thiodianiline was used almost exclusively as a chemical intermediate in the production of three dyes: C.I. mordant yellow 16, milling red G, and milling red FR. However, only mordant yellow 16 had any commercial significance in the United States (IARC 1982, HSDB 2009); it was used to dye wool and for printing on wool, silk, and cotton (SDC 1971). Mordant yellow 16 has been used as an indicator in the U.S. government’s nerve gas detector program (SOCMA 2002). However, no uses of either 4,4′-thiodianiline or mordant yellow 16 since the early 1990s have been reported.
2. 4,4''-Thiodianiline is a carcinogenic aromatic amine used in the textile industry. It can also be used to modify electrodes in solar cells. Dyes and metabolites, Environmental Testing.
3. 4,4′-Diaminodiphenyl sulfide may be employed for the fabrication of quantum wires and quantum dots by chemical vapor deposition. It may be used for the preparation of the following:polypyromellitimidessulfur-containing copolyimidespolyamides
General Description
Needles or brown powder.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
4,4'-THIODIANILINE is incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. May generate heat with these materials and hydrogen gas or hydrogen sulfide gas. May liberate hydrogen sulfide if heated to decomposition or mixed with an acid. Also incompatible with peroxides, phenols (acidic), epoxides, anhydrides, and acid halides.
Health Hazard
ACUTE/CHRONIC HAZARDS: When heated to decomposition 4,4'-THIODIANILINE emits very toxic fumes.
Fire Hazard
Flash point data for 4,4'-THIODIANILINE are not available, however 4,4'-THIODIANILINE is probably combustible.
Safety Profile
Confirmed carcinogen
with experimental carcinogenic and
tumorigenic data. Poison by intravenous
route. Moderately toxic by ingestion.
Experimental reproductive effects. Mutation
data reported. When heated to
decomposition it emits very toxic fumes of
NOx and SOx. See also SULFIDES.
Potential Exposure
4,40-Thiodianiline is used as a dye intermediate; in organic sythesis; as a lab reagent. Antiplatyhelmintic agents; Carcinogens
Carcinogenicity
4,4′-Thiodianiline is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.
Shipping
UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9Miscellaneous hazardous material, Technical Name Required. UN3143 dye intermediates, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
Purification Methods
The free base is used for the detection of NO3 ions. The diacetate crystallises from aqueous AcOH with m 182o and the sulfoxide, m 184o, forms prisms from EtOH or H2O. [Fuson & Melamed J Org Chem 13 690 I1948, Beilstein 1 3 III 1246, 13, IV 1246.]
Incompatibilities
This material may be combustible. 4,40-Thiodianiline is incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. May generate heat with these materials and hydrogen gas or hydrogen sulfide gas. May liberate hydrogen sulfide if heated to decomposition or mixed with an acid. Also incompatible with peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Light and moisture sensitive
Waste Disposal
It is inappropriate and possibly dangerous to the environment to dispose of expired or waste drugs and pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.
Check Digit Verification of cas no
The CAS Registry Mumber 139-65-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 9 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 139-65:
(5*1)+(4*3)+(3*9)+(2*6)+(1*5)=61
61 % 10 = 1
So 139-65-1 is a valid CAS Registry Number.
139-65-1Relevant articles and documents
Efficient synthesis of diaryl sulfides by copper-catalysed coupling of aryl halides and thioacetate in water
Zhang, Yimin,Liu, Li,Chen, Junmin
, p. 19 - 21 (2013)
A simple economical, and highly efficient catalytic system for the synthesis of diaryl sulfides by a copper-catalysed coupling of aryl halides and thioacetate in water has been developed. A variety of aryl halides reacted with thioacetate to give the desired products in high yields up to 95%. The present catalysis protocol tolerated a wide range of functional groups, including amino, fluoro, and carboxyl moieties.
Solid-State C-S Coupling in Nickel Organochalcogenide Frameworks as a Route to Hierarchical Structure Transfer to Binary Nanomaterials
Ananikov, Valentine P.,Degtyareva, Evgeniya S.,Galushko, Alexey S.,Kashin, Alexey S.
, (2020/08/12)
In this work, the transfer of the flexible and easily tunable hierarchical structure of nickel organochalcogenides to different binary Ni-based nanomaterials via selective coupling of organic units was developed. We suggested the use of substituted aryl groups in organosulfur ligands (SAr) as traceless structure-inducing units to prepare nanostructured materials. At the first step, it was shown that the slight variation of the type of SAr units and synthetic procedures allowed us to obtain nickel thiolates [Ni(SAr)2]n with diverse morphologies after a self-assembly process in solution. This feature opened the way for the synthesis of different nanomaterials from a single type of precursor using the phenomenon of direct transfer of morphology. This study revealed that various nickel thiolates undergo selective C-S coupling under high-temperature conditions with the formation of highly demanding nanostructured NiS particles and corresponding diaryl sulfides. The in situ oxidation of the formed nickel sulfide in the case of reaction in an air atmosphere provided another type of valuable nanomaterial, nickel oxide. The high selectivity of the transformation allowed the preservation of the initial organochalcogenide morphologies in the resulting products.
Magnetically recoverable ferromagnetic 3D hierarchical core-shell Fe3O4@NiO/Co3O4 microspheres as an efficient and ligand-free catalyst for C–S bond formation in poly (ethylene glycol)
Vatandoust Namanloo, Ahad,Akhlaghinia, Batool,Mohammadinezhad, Arezou
, p. 446 - 461 (2020/05/13)
A simple and efficient protocol for the synthesis of diaryl thioethers from the reaction of thiourea with a wide variety of aryl halides, including aryl iodides, aryl bromides and aryl chlorides in the presence of 3D hierarchical core-shell Fe3O4@NiO/Co3O4 microspheres has been described. This reaction enables the one-pot synthesis of diaryl thioethers in good to high yields using a non-toxic and magnetically separable catalyst in PEG-400 as an eco-friendly, safe, inexpensive and thermally stable solvent. Magnetic separation and reusability of catalyst for eight times without any significant loss of activity, the use of a commercially available, eco-friendly, cheap and chemically stable sulfur transfer agent and solvent, operational simplicity, environmentally benign, easier work-up procedure and cost efficiency make this method a promising candidate for potential applications in some organic reactions. The catalytic activity of Fe3O4@NiO/Co3O4 as a novel and inexpensive catalyst was investigated in the C-S cross coupling reaction.
