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Cas Database

583-68-6

583-68-6

Identification

  • Product Name:2-Bromo-4-methylaniline

  • CAS Number: 583-68-6

  • EINECS:209-515-7

  • Molecular Weight:186.051

  • Molecular Formula: C7H8BrN

  • HS Code:29214300

  • Mol File:583-68-6.mol

Synonyms:2-Bromo-4-methylbenzenamine;2-Bromo-4-aminotoluene;4-Amino-3-bromotoluene;2-Bromo-p-toluidine;4-Methyl-2-bromoaniline;3-Bromo-4-aminotoluene;2-Bromo-4-methyl-aniline;Benzenamine, 2-bromo-4-methyl-;

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Safety information and MSDS view more

  • Pictogram(s):ToxicT,IrritantXi

  • Hazard Codes:T,Xi,Hazard

  • Signal Word:Danger

  • Hazard Statement:H301 Toxic if swallowedH311 Toxic in contact with skin H331 Toxic if inhaled

  • 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

Supplier and reference price

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:TRC
  • Product Description:2-Bromo-4-methylaniline
  • Packaging:5g
  • Price:$ 45
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:2-Bromo-4-methylaniline
  • Packaging:50g
  • Price:$ 85
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-Bromo-4-methylaniline >98.0%(GC)
  • Packaging:25g
  • Price:$ 78
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-Bromo-4-methylaniline >98.0%(GC)
  • Packaging:5g
  • Price:$ 28
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2-Bromo-4-methylaniline
  • Packaging:25 g
  • Price:$ 21
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2-Bromo-4-methylaniline
  • Packaging:100 g
  • Price:$ 55
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2-Bromo-4-methylaniline 98%
  • Packaging:25g
  • Price:$ 105
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2-Bromo-4-methylaniline 98%
  • Packaging:10g
  • Price:$ 48.3
  • Delivery:In stock
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:2-Bromo-4-methylaniline 95+%
  • Packaging:10g
  • Price:$ 47
  • Delivery:In stock
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:2-Bromo-4-methylaniline 95+%
  • Packaging:100g
  • Price:$ 221
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Relevant articles and documentsAll total 56 Articles be found

Selective Thiocyanation and Aromatic Amination to Achieve Organized Annulation of Enaminone with Thiocyanate

Feng, Xukai,Leng, Xin,Li, Jianli,Li, Yao,Liu, Hua,Liu, Lang,Liu, Ping,She, Mengyao,Zhang, Jun,Zhang, Shengyong,Zheng, Tingting

supporting information, p. 8396 - 8401 (2021/11/17)

A tandem insertion of thiocyanate to enamine was performed for the regioselective synthesis of multisubstituted benzoimidazo[2,1-b]thiazoles. This method was shown to be effective in addressing the issue of isomerization encountered in common strategies. With a change made to the leading group on the aniline fragment of enamine, the reaction achieved different transformations, thus enabling multisubstituted benzo[4,5]imidazo[2,1-b]thiazoles and thiazoles in satisfactory yields.

Ni-NiO heterojunctions: a versatile nanocatalyst for regioselective halogenation and oxidative esterification of aromatics

Bhardwaj, Nivedita,Goel, Bharat,Indra, Arindam,Jain, Shreyans K.,Singh, Ajit Kumar,Tripathi, Nancy

, p. 14177 - 14183 (2021/08/16)

Herein, we report a facile method for the synthesis of Ni-NiO heterojunction nanoparticles, which we utilized for the nuclear halogenation reaction of phenol and substituted phenols usingN-bromosuccinimide (NBS). A remarkablepara-selectivity was achieved for the halogenated products under semi-aqueous conditions. Interestingly, blocking of thepara-position of phenol offeredortho-selective halogenation. In addition, the Ni-NiO nanoparticles catalyzed the oxidative esterification of carbonyl compounds with alcohol, diol or dithiol in the presence of a catalytic amount of NBS. It was observed that the aromatic carbonyls substituted with an electron-donating group favoured nuclear halogenation, whereas an electron-withdrawing group substitution in carbonyl compounds facilitated the oxidation reaction. In addition, the catalyst was magnetically separated and recycled 10 times. The tuned electronic structure at the Ni-NiO heterojunction controlled selectivity and activity as no suchpara-selectivity was observed with commercially available NiO or Ni nanoparticles.

5, 10-dihydroindolo [3, 2-b] indole derivative and synthesis method and application thereof

-

Paragraph 0051; 0053-0054, (2021/07/17)

The invention discloses a synthesis method of a 5, 10-dihydroindolo [3, 2-b] indole derivative, the method comprises the following steps: mixing a 2-((2-halogen phenyl) ethynyl)-N, N-dimethylaniline derivative (II), N, N-di-tert-butyl diazacycloketone (III), a palladium catalyst, a monophosphine ligand, alkali and a first organic solvent, and carrying out a diamidation reaction under the protection of inert gas to realize the synthesis of the 5, 10-dihydroindolo [3, 2-b] indole derivative(I). The method is easy to operate, mild in reaction condition and high in reaction yield, and the synthesized 5, 10-dihydroindolo [3, 2-b] indole derivative can be used for preparing an organic light-emitting device.

A metal-free aerobic oxidative bromination of anilines and aryl ketones with 2-methylpyridinium nitrate as a reusable ionic liquid

Li, Ming-Fang,Wang, Jian,Ke, Yong-Xin,Pan, Song-Cheng,Yin, Hong,Du, Wenting,Li, Jing-Hua

, p. 267 - 270 (2020/01/08)

An aerobic oxidative bromination of anilines and aryl ketones catalyzed by recyclable 2-methylpyridinium nitrate ionic liquid is achieved in water using hydrobromic acid as the bromine source and molecular oxygen as the oxidant. The catalytic system shows good efficiency and atom economy.

Nitromethane as a reagent for the synthesis of 3-nitroindoles from 2-haloarylamine derivatives

Chesnokov,Ageshina,Maryanova,Rzhevskiy,Gribanov,Topchiy,Nechaev,Asachenko

, p. 2370 - 2377 (2020/12/31)

A new approach to the synthesis of 3-nitroindoles using palladium-catalyzed arylation of nitromethane with N-(2-bromoaryl)imidates was developed. A convenient and rapid method for cyclization of ethyl N-(2-nitromethylaryl)acetimidates to 2-methyl-3-nitro-1H-indoles was proposed.

Process route upstream and downstream products

Process route

2-bromo-p-toluidine
583-68-6

2-bromo-p-toluidine

2,6-Dibromo-4-methylaniline
6968-24-7

2,6-Dibromo-4-methylaniline

Conditions
Conditions Yield
With N-Bromosuccinimide; In chloroform; at 20 ℃; for 0.5h; Temperature; Solvent;
75%
20%
With dihydrogen peroxide; ammonium bromide; acetic acid; at 20 ℃; for 2.5h;
3-bromo-4-nitrotoluene
40385-54-4

3-bromo-4-nitrotoluene

2-bromo-p-toluidine
583-68-6

2-bromo-p-toluidine

Conditions
Conditions Yield
With indium; iron(III) chloride; In methanol; water; at 20 ℃; for 2h;
84%
With carbon monoxide; triethylamine; In tetrahydrofuran; water; at 125 ℃; for 24h; Autoclave;
82%
C<sub>9</sub>H<sub>10</sub>BrNO*ClH

C9H10BrNO*ClH

2-bromo-p-toluidine
583-68-6

2-bromo-p-toluidine

Conditions
Conditions Yield
With sodium hydroxide; In water; at 122 ℃;
1-azido-2-bromo-4- methylbenzene

1-azido-2-bromo-4- methylbenzene

2-bromo-p-toluidine
583-68-6

2-bromo-p-toluidine

Conditions
Conditions Yield
With dicobalt octacarbonyl; In water; at 20 ℃; for 4h;
89%
(2-bromo-4-methylphenyl)boronic acid
854636-01-4

(2-bromo-4-methylphenyl)boronic acid

2-bromo-p-toluidine
583-68-6

2-bromo-p-toluidine

Conditions
Conditions Yield
With sodium hydroxide; hydroxylamine-O-sulfonic acid; In acetonitrile; at 20 ℃; for 16h;
81%
methyl N-(2-bromo-4-methylphenyl)carbamate
540797-44-2

methyl N-(2-bromo-4-methylphenyl)carbamate

2-bromo-p-toluidine
583-68-6

2-bromo-p-toluidine

Conditions
Conditions Yield
With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 3h; regioselective reaction; Reflux;
83%
2-bromo-N-methylaniline
6832-87-7

2-bromo-N-methylaniline

2-bromo-p-toluidine
583-68-6

2-bromo-p-toluidine

Conditions
Conditions Yield
With aluminum oxide; aluminium trichloride; for 0.0833333h; microwave irradiation;
92%
4-Methylacetanilide
103-89-9

4-Methylacetanilide

2-bromo-p-toluidine
583-68-6

2-bromo-p-toluidine

Conditions
Conditions Yield
With water; bromine; man verseift das Acetylderivat durch Erhitzen mit alkoh. Kali;
Multi-step reaction with 2 steps
1: bromine / acetic acid
2: sodium hydroxide; hydrogenchloride / water
With hydrogenchloride; bromine; sodium hydroxide; In water; acetic acid;
2-bromo-4-methylacetanilide
614-83-5

2-bromo-4-methylacetanilide

2-bromo-p-toluidine
583-68-6

2-bromo-p-toluidine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: conc.HCl / aq. ethanol / 4 h / Heating
2: NaOH / H2O / 0.5 h / Ambient temperature
With hydrogenchloride; sodium hydroxide; In ethanol; water;
With hydrogenchloride; sodium hydroxide; In water;
1,1,1-trimethyl-N-(4-methylphenyl)silanamine
63911-83-1

1,1,1-trimethyl-N-(4-methylphenyl)silanamine

2-bromo-p-toluidine
583-68-6

2-bromo-p-toluidine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: N-bromosuccinimide / CCl4 / 24 h / Ambient temperature
2: CH3OH / 0.02 h
With methanol; N-Bromosuccinimide; In tetrachloromethane;

Global suppliers and manufacturers

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  • Simagchem Corporation
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  • Chemwill Asia Co., Ltd.
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  • Contact Tel:021-51086038
  • Emails:sales@chemwill.com
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  • Amadis Chemical Co., Ltd.
  • Business Type:Lab/Research institutions
  • Contact Tel:86-571-89925085
  • Emails:sales@amadischem.com
  • Main Products:29
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  • Shaanxi BLOOM TECH Co.,Ltd
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  • Contact Tel:+86-29-86470566
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  • Main Products:80
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  • Shanghai Upbio Tech Co.,Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-21-52196435
  • Emails:upbiocn@hotmail.com
  • Main Products:88
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