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Cas Database

1155-00-6

1155-00-6

Identification

  • Product Name:Disulfide,bis(2-nitrophenyl)

  • CAS Number: 1155-00-6

  • EINECS:214-581-5

  • Molecular Weight:308.339

  • Molecular Formula: C12H8N2O4S2

  • HS Code:29309099

  • Mol File:1155-00-6.mol

Synonyms:Disulfide,bis(o-nitrophenyl) (7CI,8CI);2,2'-Dinitrodiphenyl disulfide;Bis(o-nitrophenyl) disulfide;NSC 203;NSC646126;o,o'-Dinitrodiphenyl disulfide;o-Nitrophenyl disulfide;

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Safety information and MSDS view more

  • Signal Word:No signal word.

  • Hazard Statement:none

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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  • Manufacture/Brand:TRC
  • Product Description:Bis(o-Nitrophenyl)Disulfide
  • Packaging:50g
  • Price:$ 305
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  • Manufacture/Brand:TRC
  • Product Description:Bis(o-Nitrophenyl)Disulfide
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Bis(2-nitrophenyl) Disulfide >98.0%(GC)(N)
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Bis(2-nitrophenyl) Disulfide >98.0%(GC)(N)
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Bis(2-nitrophenyl) disulfide 99%
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  • Manufacture/Brand:Crysdot
  • Product Description:1,2-Bis(2-nitrophenyl)disulfane 97%
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:Bis(2-nitrophenyl) disulfide
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  • Manufacture/Brand:Biosynth Carbosynth
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  • Manufacture/Brand:Biosynth Carbosynth
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  • Manufacture/Brand:Biosynth Carbosynth
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Relevant articles and documentsAll total 58 Articles be found

Bromonitromethane, a Versatile Electrophile: Reactions with Thiolates

Fishwick, Brian R.,Rowles, David K.,Stirling, Charles J. M.

, p. 834 - 835 (1983)

Thiolate ions react with bromonitromethane to give nitronate ion and, initially, sulphenyl bromide which reacts with further thiolate ion to give disulphide; when the disulphide bears an appropriately placed nitrile function, intramolecular attack by the nitronate ion at this function and subsequent intramolecular displacement of thiolate ion yields aminothiophenes.

Orthanilic acid from the reaction of o-nitrobenzenesulfinic acid with sodium iodide

Wagenaar,Engberts, Jan B.F.N.

, p. 4601 - 4602 (1973)

-

Synthesis and structural study of 1-(N,N-diethylamino)-2,2-bis(2-nitrophenylthio)ethene

Aupers, John H.,Skakle, Janet M.S.,Wardell, James L.,Wardell, Solange M.S.V.

, p. 435 - 443 (2001)

The synthesis, variable temperature NMR spectra, and crystal structures of two crystalline forms, 2a and 2b, of the enamine 1-(N,N-diethylamino)-2,2-bis(2-nitrophenylthio)ethene have been obtained. Both forms crystallize in the monoclinic space group P21/a. The two phases have similar molecular structures but possess different intermolecular C - H ... O hydrogen bonding interactions. Both forms exhibit disorder within the NEt2 fragment at 298 K: sufficient disorder persisted with 2a (orange needles) down to 100 K to make the geometric parameters pertaining to the enamine fragment unreliable. The disorder was effectively eliminated on cooling 2b down (red colored blocks) to 150 K. Cell dimensions for the 2a-phase are at 100 K: a = 11.1030(4) A, b = 15.1325(7) A, c = 12.4504(7) A, β = 114.606(3)°, while for the 2b-phase at 150 K, a = 15.5206(4) A, b = 7.6958(2) A, c = 15.7137(3) A, β = 92.580(7)°. The C - N bond length in the β-form at 150 K of 1.335(3) A indicates considerable double bond character: the rotational barrier of the C - N bond in CDCl3 was calculated to be 52.4 kJ mol-1.

Brown,C.,Hogg,D.R.

, p. 38 - 39 (1967)

-

Milligan,Swan

, p. 2172,2174 (1962)

-

-

Dougherty,Haas

, p. 2469,2470 (1937)

-

-

Zeifman,Yu.V. et al.

, (1978)

-

Using Solid Catalysts in Disulfide-Based Dynamic Combinatorial Solution- and Mechanochemistry

Belenguer, Ana M.,Lampronti, Giulio I.,Michalchuk, Adam A. L.,Sanders, Jeremy K. M.

, (2021/12/27)

It was shown for the first time that solid amines can act as catalysts for disulfide-based dynamic combinatorial chemistry (DCC) by ball mill grinding. The mechanochemical equilibrium for the two disulfide reactions studied was reached within 1–3 h using ten different amine catalysts. This contrasts with the weeks to months to achieve solution equilibrium for most solid amine catalysts at 2 %mol mol?1 concentration in a 2 mMolar disulfide dynamic combinatorial library in a suitable solvent. The final mechanochemical equilibrium was independent of the catalyst used but varied with other ball mill grinding factors such as the presence of traces of solvent. The different efficiencies of the amines tested were discussed.

Palladium-Catalyzed Picolinamide-Directed Benzylic C(sp3)?H Chalcogenation with Diaryl Disulfides and Diphenyl Diselenide

Wang, Kai,Hou, Jiahao,Zhang, Changjun,Cheng, Ke,Bai, Renren,Xie, Yuanyuan

supporting information, p. 2947 - 2952 (2020/06/17)

The first palladium-catalyzed direct benzylic C(sp3)?H chalcogenation with diaryl disulfides and diphenyl diselenide has been established. The coupling reaction proceeds between the thioether radical and palladiumcycle intermediate. Picolinamide serves as an excellent directing group for the C?H activation of benzylic C(sp3)?H and can be easily removed. The current protocol exhibits a relatively broad substrate scope and high functional group compatibility. A mechanistic study indicates that palladium(IV) intermediate is probably formed during the course of the reaction. (Figure presented.).

Biocatalytic synthesis of diaryl disulphides and their bio-evaluation as potent inhibitors of drug-resistant Staphylococcus aureus

Saima,Soni, Isha,Lavekar, Aditya G.,Shukla, Manjulika,Equbal, Danish,Sinha, Arun K.,Chopra, Sidharth

, p. 171 - 178 (2019/01/04)

Staphylococcus aureus is a WHO Priority II pathogen for its capability to cause acute to chronic infections and to resist antibiotics, thus severely impacting healthcare systems worldwide. In this context, it is urgently desired to discover novel molecules to thwart the continuing emergence of antimicrobial resistance. Disulphide containing small molecules has gained prominence as antibacterials. As their conventional synthesis requires tedious synthetic procedure and sometimes toxic reagents, a green and environmentally benign protocol for their synthesis has been developed through which a series of molecules were obtained and evaluated for antibacterial activity against ESKAPE pathogen panel. The hit compound was tested for cytotoxicity against Vero cells to determine its selectivity index and time-kill kinetics was determined. The activity of hit was determined against a panel of S. aureus multi-drug resistant clinical isolates. Also, its ability to synergize with FDA approved drugs was tested as was its ability to reduce biofilm. We identified bis(2-bromophenyl) disulphide (2t) as possessing equipotent antimicrobial activity against S. aureus including MRSA and VRSA strains. Further, 2t exhibited a selectivity index of 25 with concentration-dependent bactericidal activity, synergized with all drugs tested and significantly reduced preformed biofilm. Taken together, 2t exhibits all properties to be positioned as novel scaffold for anti-staphylococcal therapy.

Synthesis and nano-Pd catalyzed chemoselective oxidation of symmetrical and unsymmetrical sulfides

Li, Xing,Du, Jia,Zhang, Yongli,Chang, Honghong,Gao, Wenchao,Wei, Wenlong

, p. 3048 - 3055 (2019/03/21)

A highly chemoselective, efficient and nano-Pd catalyzed protocol for the rapid construction of sulfoxides and sulfones via the oxidation of symmetrical and unsymmetrical sulfides using H2O2 as an oxidant has been developed, respectively. The ready availability of starting materials, easy recovery and reutilization of the catalyst, wide substrate scope, and high yields make this protocol an attractive alternative. The process also involves the metal-free and microwave-promoted synthesis of symmetrical diarylsulfides, and FeCl3-mediated preparation of symmetrical diaryldisulfides through the reaction of arenediazonium tetrafluoroborates with Na2S·9H2O as a sulfur source. In addition, unsymmetrical sulfides were generated via the K2CO3-mediated reaction of arenediazonium tetrafluoroborates with symmetrical disulfides.

Orthanilic acid synthesizing method

-

Paragraph 0053; 0054; 0065; 0075; 0096; 0107, (2018/03/25)

The invention discloses an orthanilic acid synthesizing method. The method includes steps: step one, taking water as a reaction medium, mixing ortho-nitrochlorobenzene and sodium disulfide solution, and stirring at 60-90 DEG C until reaction is finished, so that bis(dinitrophenyl)disulfide is obtained; step two, taking water as a reaction medium, adding the bis(dinitrophenyl)disulfide while addingan oxidant into a reaction system, stirring at 60-90 DEG C until reaction is finished, so that aqueous solution of o-nitrobenzenesulphonic acid is obtained; step three, taking water as a reaction medium and o-nitrobenzenesulphonic acid as a reaction substrate, adding or not adding auxiliary agents, adding catalysts under conditions of 90-120 DEG C and 0.8-2.0MPa, stirring until reaction is finished, and acidizing to obtain orthanilic acid. The orthanilic acid yield of the method reaches 90% or above and increased by 20% or above as compared with that of an old process, product purity is higher than 99.5%, and great crystal form and freeness of metal ion residues are realized. The method has advantages of high economic benefits, environmental friendliness and the like.

Process route upstream and downstream products

Process route

ethanol
64-17-5

ethanol

o-nitrothiophenol
4875-10-9

o-nitrothiophenol

4-chloro-benzenethiosulfonic acid <i>S</i>-(2-nitro-phenyl ester)
112071-03-1

4-chloro-benzenethiosulfonic acid S-(2-nitro-phenyl ester)

bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

4-chlorobenzenesulfinic acid
100-03-8

4-chlorobenzenesulfinic acid

Conditions
Conditions Yield
(4-chloro-benzenesulfonyl)-(2-nitro-phenyl)-disulfane

(4-chloro-benzenesulfonyl)-(2-nitro-phenyl)-disulfane

sodium ethanolate
141-52-6

sodium ethanolate

acetylacetone
123-54-6,81235-32-7

acetylacetone

bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

4-chlorobenzenesulfinic acid
100-03-8

4-chlorobenzenesulfinic acid

3-(2-nitro-phenylsulfanyl)-pentane-2,4-dione
22805-28-3

3-(2-nitro-phenylsulfanyl)-pentane-2,4-dione

Conditions
Conditions Yield
4-chloro-benzenethiosulfonic acid <i>S</i>-(2-nitro-phenyl ester)
112071-03-1

4-chloro-benzenethiosulfonic acid S-(2-nitro-phenyl ester)

hydrogen iodide
10034-85-2

hydrogen iodide

sodium hydrogensulfite

sodium hydrogensulfite

acetic acid
64-19-7,77671-22-8

acetic acid

bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

4-chlorobenzenesulfinic acid
100-03-8

4-chlorobenzenesulfinic acid

Conditions
Conditions Yield
at 25 ℃;
ethanol
64-17-5

ethanol

sodium acetylacetonate
15435-71-9,1118-67-8

sodium acetylacetonate

bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

4-chlorobenzenesulfinic acid
100-03-8

4-chlorobenzenesulfinic acid

3-(2-nitro-phenylsulfanyl)-pentane-2,4-dione
22805-28-3

3-(2-nitro-phenylsulfanyl)-pentane-2,4-dione

Conditions
Conditions Yield
2-nitrophenyl 4-nitrophenyl disulfide
408351-60-0

2-nitrophenyl 4-nitrophenyl disulfide

bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

di(p-nitrophenyl) disulfide
100-32-3

di(p-nitrophenyl) disulfide

Conditions
Conditions Yield
With 1,4,8,11-Tetraazacyclotetradecane; In ethyl acetate; acetonitrile; for 730.5h; Reagent/catalyst; Milling; Sealed tube;
4-[(2-nitrophenyl)sulfanyl]morpholine
7257-62-7

4-[(2-nitrophenyl)sulfanyl]morpholine

S-(2-nitrophenyl)-3-pyridinecarbothioate
78966-71-9

S-(2-nitrophenyl)-3-pyridinecarbothioate

bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

nicopholine
492-85-3

nicopholine

Conditions
Conditions Yield
With triphenylphosphine; at 18 - 20 ℃;
100%
ethanol
64-17-5

ethanol

o-nitrothiophenol
4875-10-9

o-nitrothiophenol

S-(2-nitrophenyl) 4-toluenethiosulfonate
34158-66-2

S-(2-nitrophenyl) 4-toluenethiosulfonate

bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

Conditions
Conditions Yield
S-(2-nitrophenyl) 4-toluenethiosulfonate
34158-66-2

S-(2-nitrophenyl) 4-toluenethiosulfonate

hydrogen iodide
10034-85-2

hydrogen iodide

sodium hydrogensulfite

sodium hydrogensulfite

acetic acid
64-19-7,77671-22-8

acetic acid

bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

Conditions
Conditions Yield
o-nitrothiophenol
4875-10-9

o-nitrothiophenol

bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
Conditions Yield
With water; In 1,4-dioxane; at 87 ℃; for 8h;
7%
87%
In 1,4-dioxane; water; at 87 ℃; for 6.25h;
16.7%
20.4%
With water; In 1,4-dioxane; at 81 - 87 ℃; Rate constant; Mechanism; Product distribution; various water conc; different reaction times;
ethyl 4-(((2-nitrophenyl)thio)amino)benzoate
72848-38-5

ethyl 4-(((2-nitrophenyl)thio)amino)benzoate

bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

(E)-diethyl 4,4′-(diazene-1,2-diyl)dibenzoate
7250-68-2,122045-06-1

(E)-diethyl 4,4′-(diazene-1,2-diyl)dibenzoate

p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

Conditions
Conditions Yield
With pyridine; In acetonitrile; Ambient temperature; electrolysis, electrolyte: 0.1 M EtBu3(1+)*F3CSO3(1-), 1.45 V;
11%
16.9 mg
10.4%

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