139-65-1 Usage
Description
4,4'-Thiodianiline, also known as 4,4'-Diaminodiphenyl sulfide, is a chemical compound with the chemical formula C12H10N2S. It is a brown-purple powder or needles and is classified as a carcinogenic aromatic amine. It has been used as a chemical intermediate in the production of various dyes and has applications in the textile industry, solar cells, and the fabrication of quantum wires and quantum dots.
Uses
Used in Textile Industry:
4,4'-Thiodianiline is used as a chemical intermediate for the production of three dyes: C.I. mordant yellow 16, milling red G, and milling red FR. Mordant yellow 16, in particular, had commercial significance in the United States and was used to dye wool and for printing on wool, silk, and cotton.
Used in Nerve Gas Detection:
Mordant yellow 16, derived from 4,4'-thiodianiline, has been used as an indicator in the U.S. government's nerve gas detector program.
Used in Solar Cells:
4,4'-Thiodianiline can be used to modify electrodes in solar cells, potentially enhancing their performance and efficiency.
Used in Environmental Testing:
The compound is also utilized in environmental testing, particularly for the detection of dyes and their metabolites in various samples.
Used in Electronics:
4,4'-Diaminodiphenyl sulfide may be employed for the fabrication of quantum wires and quantum dots by chemical vapor deposition, which are essential components in the development of advanced electronic devices and technologies.
Used in Polymer Synthesis:
The compound is used for the preparation of various polymers, including polypyromellitimides, sulfur-containing copolyimides, and polyamides, which have a wide range of applications in different industries due to their unique properties.
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.
DIAMINE COMPOUND, AND POLYIMIDE PRECURSOR AND POLYIMIDE FILM PREPARED BY USING THE SAME
-
Paragraph 0271; 0272; 0275; 0276, (2020/11/03)
The present invention disclosed a novel diamine compound including a structure in which a phenylene linker (L) connecting an intramolecular imide ring and the imide ring is bonded to a phenyl ring substituted with -NH-(C=O)- or -O-(C=O)-. A polyimide film prepared by polymerizing the novel diamine compound has not only improved mechanical and thermal properties, but also an excellent refractive index.COPYRIGHT KIPO 2021
Flavin/I2 catalyzed aerobic oxidative C–H sulfenylation of anilines
Jiang, Xinpeng,Shen, Zhifeng,Zheng, Cong,Fang, Liyun,Chen, Keda,Yu, Chuanming
supporting information, (2020/07/24)
A flavin/I2 catalyzed aerobic oxidative C–H sulfenylation of anilines with thiols under mild reaction conditions is presented for the first time. This metal-free reaction provides an atom-economic pathway to prepare various aryl sulfides with outstanding functional group compatibility. Moreover, it consumes molecular oxygen as the only terminal oxidant and produces environmentally-friendly H2O as the only byproduct.
