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Cas Database

586-78-7

586-78-7

Identification

Synonyms:Benzene,1-bromo-4-nitro-;4-Bromo-1-nitrobenzene;4-Bromonitrobenzene;4-Nitro-1-bromobenzene;4-Nitrobromobenzene;4-Nitrophenyl bromide;NSC 3526;p-Bromonitrobenzene;p-Nitrobromobenzene;p-Nitrophenyl bromide;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn

  • Hazard Codes:Xn,Xi

  • Signal Word:Warning

  • Hazard Statement:H302 Harmful if swallowed

  • 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. Excerpt from ERG Guide 152 [Substances - Toxic (Combustible)]: Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. (ERG, 2016)

  • Fire-fighting measures: Suitable extinguishing media Excerpt from ERG Guide 152 [Substances - Toxic (Combustible)]: SMALL FIRE: Dry chemical, CO2 or water spray. LARGE FIRE: Water spray, fog or regular foam. Move containers from fire area if you can do it without risk. Dike fire-control water for later disposal; do not scatter the material. Use water spray or fog; do not use straight streams. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. For massive fire, use unmanned hose holders or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2016) Excerpt from ERG Guide 152 [Substances - Toxic (Combustible)]: Combustible material: may burn but does not ignite readily. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. (ERG, 2016) 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

Supplier and reference price

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:TRC
  • Product Description:1-Bromo-4-nitrobenzene
  • Packaging:25g
  • Price:$ 55
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:1-Bromo-4-nitrobenzene >99.0%(GC)
  • Packaging:250g
  • Price:$ 149
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:1-Bromo-4-nitrobenzene >99.0%(GC)
  • Packaging:25g
  • Price:$ 27
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:1-Bromo-4-nitrobenzene 99%
  • Packaging:5g
  • Price:$ 24.6
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:1-Bromo-4-nitrobenzene 99%
  • Packaging:25g
  • Price:$ 69.3
  • Delivery:In stock
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  • Manufacture/Brand:Medical Isotopes, Inc.
  • Product Description:1-Bromo-4-nitrobenzene
  • Packaging:10 g
  • Price:$ 640
  • Delivery:In stock
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  • Manufacture/Brand:Frontier Specialty Chemicals
  • Product Description:1-Bromo-4-nitrobenzene 98%
  • Packaging:25g
  • Price:$ 67
  • Delivery:In stock
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  • Manufacture/Brand:Frontier Specialty Chemicals
  • Product Description:1-Bromo-4-nitrobenzene 98%
  • Packaging:100g
  • Price:$ 177
  • Delivery:In stock
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  • Manufacture/Brand:Apolloscientific
  • Product Description:4-Bromonitrobenzene
  • Packaging:25g
  • Price:$ 27
  • Delivery:In stock
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  • Manufacture/Brand:Alfa Aesar
  • Product Description:1-Bromo-4-nitrobenzene, 98%
  • Packaging:100g
  • Price:$ 190
  • Delivery:In stock
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Relevant articles and documentsAll total 140 Articles be found

-

Bunce,Urban

, p. 821,822,823,825,826 (1971)

-

-

Kleene

, p. 866,867 (1948)

-

Selective Mild Oxidation of Anilines into Nitroarenes by Catalytic Activation of Mesoporous Frameworks Linked with Gold-Loaded Mn3O4 Nanoparticles

Armatas, Gerasimos S.,Daikopoulou, Vassiliki,Koutsouroubi, Eirini D.,Lykakis, Ioannis N.,Skliri, Euaggelia

, (2021/11/01)

This work reports the synthesis and catalytic application of mesoporous Au-loaded Mn3O4 nanoparticle assemblies (MNAs) with different Au contents, i. e., 0.2, 0.5 and 1 wt %, towards the selective oxidation of anilines into the corresponding nitroarenes. Among common oxidants, as well as several supported gold nanoparticle platforms, Au/Mn3O4 MNAs containing 0.5 wt % Au with an average particle size of 3–4 nm show the best catalytic performance in the presence of tert-butyl hydroperoxide (TBHP) as a mild oxidant. In all cases, the corresponding nitroarenes were isolated in high to excellent yields (85–97 %) and selectivity (>98 %) from acetonitrile or greener solvents, such as ethyl acetate, after simple flash chromatography purification. The 0.5 % Au/Mn3O4 catalyst can be isolated and reused four times without a significant loss of its activity and can be applied successfully to a lab-scale reaction of p-toluidine (1 mmol) leading to the p-nitrotulene in 83 % yield. The presence of AuNPs on the Mn3O4 surface enhances the catalytic activity for the formation of the desired nitroarene. A reasonable mechanism was proposed including the plausible formation of two intermediates, the corresponding N-aryl hydroxylamine and the nitrosoarene.

Poly-N-bromosulfonamide-melamine as a novel brominating reagent for regioselective ipso-bromination of arylboronic acids

Alavinia, Sedigheh,Ghorbani-Vaghei, Ramin

, p. 1269 - 1276 (2021/08/27)

A practical synthetic method for the synthesis of aryl bromide was developed through regioselective bromination of boronic acid in the presence of poly-N-bromosulfonamide-melamine (PBBSM). In this regard, a novel heterogeneous support, cross-linked poly sulfonamide-melamine, has been successfully synthesized to stabilize bromine with high surface functional group density (6.6?mmol Br+/g). The prepared reagent is a novel brominating reagent that combines the effective functions of N-bromosulfonamide, N-bromosulfonamide-melamine, and melamine groups. The structure of PBBSM was characterized using XRD, FT–IR, 1H NMR, TGA, FE-SEM, EDX, and TGA analysis. Graphic abstract: [Figure not available: see fulltext.]

Ipso Nitration of Aryl Boronic Acids Using Fuming Nitric Acid

Baucom, Kyle D.,Brown, Derek B.,Caille, Seb,Murray, James I.,Quasdorf, Kyle,Silva Elipe, Maria V.

supporting information, (2021/06/30)

The ipso nitration of aryl boronic acid derivatives has been developed using fuming nitric acid as the nitrating agent. This facile procedure provides efficient and chemoselective access to a variety of aromatic nitro compounds. While several activating agents and nitro sources have been reported in the literature for this synthetically useful transformation, this report demonstrates that these processes likely generate a common active reagent, anhydrous HNO3. Kinetic and mechanistic studies have revealed that the reaction order in HNO3 is >2 and indicate that the ?NO2 radical is the active species.

The graphite-catalyzed: ipso -functionalization of arylboronic acids in an aqueous medium: metal-free access to phenols, anilines, nitroarenes, and haloarenes

Badgoti, Ranveer Singh,Dandia, Anshu,Parewa, Vijay,Rathore, Kuldeep S.,Saini, Pratibha,Sharma, Ruchi

, p. 18040 - 18049 (2021/05/29)

An efficient, metal-free, and sustainable strategy has been described for the ipso-functionalization of phenylboronic acids using air as an oxidant in an aqueous medium. A range of carbon materials has been tested as carbocatalysts. To our surprise, graphite was found to be the best catalyst in terms of the turnover frequency. A broad range of valuable substituted aromatic compounds, i.e., phenols, anilines, nitroarenes, and haloarenes, has been prepared via the functionalization of the C-B bond into C-N, C-O, and many other C-X bonds. The vital role of the aromatic π-conjugation system of graphite in this protocol has been established and was observed via numerous analytic techniques. The heterogeneous nature of graphite facilitates the high recyclability of the carbocatalyst. This effective and easy system provides a multipurpose approach for the production of valuable substituted aromatic compounds without using any metals, ligands, bases, or harsh oxidants.

Nitration of deactivated aromatic compounds via mechanochemical reaction

Wu, Jian-Wei,Zhang, Pu,Guo, Zhi-Xin

supporting information, (2021/05/05)

A variety of deactivated arenes were nitrated to their corresponding nitro derivatives in excellent yields under high-speed ball milling condition using Fe(NO3)3·9H2O/P2O5 as nitrating reagent. A radical involved mechanism was proposed for this facial, eco-friendly, safe, and effective nitration reaction.

Process route upstream and downstream products

Process route

4-nitro-aniline
100-01-6,104810-17-5

4-nitro-aniline

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

Conditions
Conditions Yield
With sulfuric acid; acetic acid; Behandlung der Diazoniumsalz-Loesung mit CuCl und wss. HBr;
4-nitrophenyl 4-methylbenzenesulfonate
1153-45-3

4-nitrophenyl 4-methylbenzenesulfonate

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

Conditions
Conditions Yield
With dodecyltributylphosphonium iodide; at 100 ℃; Rate constant; various substituents on benzene ring and on the leaving group, in various molten phosphonium halides;
p-nitrobenzene diazonium nitrate

p-nitrobenzene diazonium nitrate

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

Conditions
Conditions Yield
With copper(II) nitrate; sodium bromide; lithium chloride; tin(ll) chloride; In 1,4-dioxane; water; for 0.0833333h; Product distribution; Ambient temperature; other reagent;
54 % Chromat.
25 % Chromat.
sulfuric acid
7664-93-9

sulfuric acid

4-nitrobenzenediazonium tetrafluoroborate
456-27-9

4-nitrobenzenediazonium tetrafluoroborate

para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

Conditions
Conditions Yield
at 75 ℃; Geschwindigkeit der Reaktion;
hydrogen bromide
10035-10-6,12258-64-9

hydrogen bromide

4-nitrobenzenediazonium tetrafluoroborate
456-27-9

4-nitrobenzenediazonium tetrafluoroborate

para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

Conditions
Conditions Yield
at 75 ℃; Geschwindigkeit der Reaktion;
hydrogen bromide
10035-10-6,12258-64-9

hydrogen bromide

4-nitro-benzenediazonium; tetrachloroferrate(III)

4-nitro-benzenediazonium; tetrachloroferrate(III)

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

Conditions
Conditions Yield
4-nitrobenzenediazonium chloride
100-05-0

4-nitrobenzenediazonium chloride

hydrogen bromide
10035-10-6,12258-64-9

hydrogen bromide

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

Conditions
Conditions Yield
p-nitrobenzene diazonium sulphate

p-nitrobenzene diazonium sulphate

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

Conditions
Conditions Yield
p-nitrobenzene diazonium sulphate

p-nitrobenzene diazonium sulphate

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

Conditions
Conditions Yield
p-nitrobenzene diazonium sulphate

p-nitrobenzene diazonium sulphate

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

Conditions
Conditions Yield

Global suppliers and manufacturers

Global( 83) Suppliers
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  • Hangzhou Dingyan Chem Co., Ltd
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  • Simagchem Corporation
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  • Main Products:110
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  • Chemwill Asia Co., Ltd.
  • Business Type:Manufacturers
  • Contact Tel:021-51086038
  • Emails:sales@chemwill.com
  • Main Products:56
  • Country:China (Mainland)
  • Kono Chem Co.,Ltd
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  • GIHI CHEMICALS CO.,LIMITED
  • Business Type:Lab/Research institutions
  • Contact Tel:571-86217390
  • Emails:info@gihichem.com
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