2-Bromo-4-tert-butylaniline
- Product Name
- 2-Bromo-4-tert-butylaniline
- CAS No.
- 103273-01-4
- Chemical Name
- 2-Bromo-4-tert-butylaniline
- Synonyms
- BUTTPARK 83\07-24;2-BROMO-4-TERT-BUTYLANILINE;2-BROMO-4-TERT-BUTYL-PHENYLAMINE;1-Amino-2-brom-4-tert-butylbenzol;1-Amino-2-bromo-4-(tert-butyl)benzene;2-Bromo-4-(1,1-dimethylethyl)benzenamine;Benzenamine,2-bromo-4-(1,1-dimethylethyl)-
- CBNumber
- CB6186926
- Molecular Formula
- C10H14BrN
- Formula Weight
- 228.13
- MOL File
- 103273-01-4.mol
2-Bromo-4-tert-butylaniline Property
- Boiling point:
- 265°C(lit.)
- Density
- 1.306±0.06 g/cm3(Predicted)
- refractive index
- 1.5680 to 1.5720
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- pka
- 2.86±0.10(Predicted)
- form
- clear liquid
- color
- Colorless to Red to Green
- InChI
- InChI=1S/C10H14BrN/c1-10(2,3)7-4-5-9(12)8(11)6-7/h4-6H,12H2,1-3H3
- InChIKey
- OLKYFBNIFKQRIZ-UHFFFAOYSA-N
- SMILES
- C1(N)=CC=C(C(C)(C)C)C=C1Br
- CAS DataBase Reference
- 103273-01-4(CAS DataBase Reference)
Safety
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39
- HS Code
- 2921490090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
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.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- B5325
- Product name
- 2-Bromo-4-(tert-butyl)aniline
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $77
- Updated
- 2025/07/31
- Product number
- B5325
- Product name
- 2-Bromo-4-(tert-butyl)aniline
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $227
- Updated
- 2025/07/31
- Product number
- B681998
- Product name
- 2-Bromo-4-tert-butylaniline
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- B681998
- Product name
- 2-Bromo-4-tert-butylaniline
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 023849
- Product name
- 2-Bromo-4-tert-butylaniline
- Packaging
- 1g
- Price
- $12
- Updated
- 2021/12/16
2-Bromo-4-tert-butylaniline Chemical Properties,Usage,Production
Chemical Properties
Yellow liquid
Uses
2-Bromo-4-tert-butylaniline is commonly employed in organic synthesis for the production of various compounds, including 8-Bromo-6-tert-butylquinoline. It can also be used in the production of dyes and pigments, pharmaceutical intermediates, and agrochemicals.
Preparation
4-(tert-butyl)aniline (50.0 g, 335.1 mmol), dissolved in 1.1 L of acetonitrile, was added to a flask. After cooling the mixture to 0 ℃, NBS (59.6 g, 335.1 mmol) was added and the temperature was raised to room temperature for 12 hours. After that, water (800 mL) was added, extracted with dichloromethane, and the solvent was concentrated under reduced pressure. The dichloromethane (700 mL) was added to the mixture, washed with 400 mL of 2N NaOH, filtered through a silica pad, and the solvent was concentrated under reduced pressure to obtain 2-Bromo-4-tert-butylaniline.
Hazard
H302 (33.33%): Harmful if swallowed [Warning Acute toxicity, oral]
H312 (33.33%): Harmful in contact with skin [Warning Acute toxicity, dermal]
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H332 (33.33%): Harmful if inhaled [Warning Acute toxicity, inhalation]
H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Synthesis
769-92-6
103273-01-4
Under strict light protection, 4-tert-butylaniline (10 g, 68 mmol) was dissolved in DMF (150 mL) and cooled to 0 °C. To this solution, N-bromosuccinimide (NBS, 12.1 g, 68 mmol) was slowly added and stirred continuously at 0 °C for 30 min. Subsequently, the ice bath was removed to bring the reaction mixture to room temperature and stirring was continued for 18 hours. Upon completion of the reaction, the mixture was poured into water (300 mL) and extracted with dichloromethane (CH2Cl2). The organic phases were combined, dried with anhydrous magnesium sulfate (MgSO4) and filtered. The filtrate was evaporated under reduced pressure to give a dark brown tarry crude product. Purification by column chromatography (eluent: petroleum ether/ethyl acetate=20:1) afforded the colorless oily target product 2-bromo-4-(tert-butyl)aniline (13.5 g, 87% yield). Thin-layer chromatography (TLC) analysis showed an Rf value of 0.69 (unfolding agent: petroleum ether/ethyl acetate=5:1).1H-NMR (CDCl3, 300 MHz) data were as follows: δ 7.43 (t, J=1.2 Hz, 1H), 7.14 (m, 1H), 6.72 (d, J=8.1 Hz, 1H), 3.96 (br, 2H). 1.30 (s, 9H).
References
[1] Heterocycles, 2006, vol. 68, # 12, p. 2635 - 2645
[2] Angewandte Chemie - International Edition, 2014, vol. 53, # 1, p. 178 - 183
[3] Angew. Chem., 2014, vol. 126, # 1, p. 182 - 187,6
[4] Tetrahedron Letters, 2012, vol. 53, # 39, p. 5248 - 5252
[5] Journal of Fluorine Chemistry, 2015, vol. 180, p. 33 - 39
2-Bromo-4-tert-butylaniline Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Bromo-4-tert-butylaniline manufacturers
- Product
- 2-BROMO-4-TERT-BUTYLANILINE 103273-01-4
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%+
- Supply Ability
- 1000kg
- Release date
- 2023-04-20