ChemicalBook > CAS DataBase List > 3-Bromo-2-methylaniline
3-Bromo-2-methylaniline
Application- Product Name
- 3-Bromo-2-methylaniline
- CAS No.
- 55289-36-6
- Chemical Name
- 3-Bromo-2-methylaniline
- Synonyms
- 3-Bromo-2-methylbenzenamine;3-Bromo-2-toluidine;3-bromo-o-toluidine;3-Bromo-2-methylanil;3-Bromo-2-methylanilin;2-BROMO-6-AMINOTOLUENE;2-AMINO-6-BROMOTOLUENE;2-bromo-diaminotoluene;3-BROMO-2-METHYLANILINE;2-methyl-3-bronoaniline
- CBNumber
- CB2463195
- Molecular Formula
- C7H8BrN
- Formula Weight
- 186.05
- MOL File
- 55289-36-6.mol
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3-Bromo-2-methylaniline Property
- Boiling point:
- 248 °C (lit.)
- Density
- 1.51 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.619(lit.)
- Flash point:
- 230 °F
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- pka
- 3.38±0.10(Predicted)
- form
- Liquid
- color
- Clear colorless to yellow to pale brown
- Sensitive
- Light Sensitive
- BRN
- 2354213
- InChI
- InChI=1S/C7H8BrN/c1-5-6(8)3-2-4-7(5)9/h2-4H,9H2,1H3
- InChIKey
- IILVSKMKMOJHMA-UHFFFAOYSA-N
- SMILES
- C1(N)=CC=CC(Br)=C1C
- CAS DataBase Reference
- 55289-36-6(CAS DataBase Reference)
- NIST Chemistry Reference
- 3-Bromo-2-methylaniline(55289-36-6)
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
P501Dispose of contents/container to..…
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- 530018
- Product name
- 3-Bromo-2-methylaniline
- Purity
- 97%
- Packaging
- 5ml
- Price
- $132
- Updated
- 2023/06/20
TCI Chemical
- Product number
- B3482
- Product name
- 3-Bromo-2-methylaniline
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $153
- Updated
- 2025/07/31
TCI Chemical
- Product number
- B3482
- Product name
- 3-Bromo-2-methylaniline
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $522
- Updated
- 2025/07/31
TRC
- Product number
- B696953
- Product name
- 3-Bromo-2-methylaniline
- Packaging
- 1g
- Price
- $55
- Updated
- 2021/12/16
TRC
- Product number
- B696953
- Product name
- 3-Bromo-2-methylaniline
- Packaging
- 2.5g
- Price
- $65
- Updated
- 2021/12/16
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3-Bromo-2-methylaniline Chemical Properties,Usage,Production
Application
3-Bromo-2-methylaniline is a 3-halo-2-methylaniline derivative. 3-bromo-2-methylaniline is an important organic intermediate (building block) to synthetize substituted aniline products. 3-Bromo-2-methylaniline may be used in the preparation of 3,4-dibromo-2-methylaniline, racemic 3,9-dibromo-4,10-dimethyl-6H,12H,5,11-methanodibenzodiazocine, a racemic derivative of Tröger’s base, 4-bromo-1H-indazole, and so on.
Chemical Properties
Colorless to pale brown liquid
Uses
3-Bromo-2-methylaniline may be used in the preparation of :
- 3,4-dibromo-2-methylaniline
- racemic 3,9-dibromo-4,10-dimethyl-6H,12H,5,11-methanodibenzodiazocine, a racemic derivative of Tr?ger′s base
- 4-bromo-1H-indazole
General Description
3-Bromo-2-methylaniline is a 3-halo-2-methylaniline derivative.
Synthesis
55289-35-5
55289-36-6
General procedure for the synthesis of 3-bromo-2-methylaniline from 2-bromo-6-nitrotoluene: 2-bromo-6-nitrotoluene (500 mg, 2.32 mmol) and stannous dichloride hydrate (2.62 g, 11.63 mmol) were dissolved in ethanol, and the reaction was stirred for 3 hours at 80°C. After completion of the reaction, ethanol was removed by rotary evaporation. Subsequently, the pH of the reaction mixture was adjusted with saturated aqueous sodium bicarbonate to about 8. The mixture was filtered through diatomaceous earth and the filter cake was washed with ethyl acetate. The filtrates were combined and extracted three times with ethyl acetate. Finally, the combined organic phases were dried by rotary evaporation to give 3-bromo-2-methylaniline (410 mg, 2.20 mmol) in 95% yield.
References
[1] Tetrahedron, 2008, vol. 64, # 13, p. 2938 - 2950
[2] Synlett, 2009, # 15, p. 2483 - 2486
[3] Chemical Communications, 2003, # 10, p. 1170 - 1171
[4] Organic Letters, 2011, vol. 13, # 19, p. 5220 - 5223
[5] Patent: EP3412657, 2018, A1. Location in patent: Paragraph 0104; 0108
3-Bromo-2-methylaniline Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-Bromo-2-methylaniline manufacturers
Hebei Chuanghai Biotechnology Co., Ltd
- Product
- 3-Bromo-2-methylaniline 55289-36-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 mt
- Release date
- 2024-11-25
Henan Fengda Chemical Co., Ltd
- Product
- 3-Bromo-2-methylaniline 55289-36-6
- Price
- US $122.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-01-11
Henan Bao Enluo International TradeCo.，LTD
- Product
- 3-Bromo-2-methylaniline 55289-36-6
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99.99%
- Supply Ability
- 50000tons
- Release date
- 2023-08-04
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