N-(TERT-BUTOXYCARBONYL)-2-BROMOANILINE
- Product Name
- N-(TERT-BUTOXYCARBONYL)-2-BROMOANILINE
- CAS No.
- 78839-75-5
- Chemical Name
- N-(TERT-BUTOXYCARBONYL)-2-BROMOANILINE
- Synonyms
- tert-butyl (2-broMophenyl)carbaMate;N-Boc 2-broMoaniline;tert-Butyl (2-bromophenyl);ert-butylN-(2-bromophenyl)carbamate;TERT-BUTYL N-(2-BROMOPHENYL)CARBAMATE;2-Bromo-N-(tert-butoxycarbonyl) aniline;N-(tert-Butoxycarbonyl)-2-bromoaniline 97%;N-(tert-Butoxycarbonyl)-2-bromoaniline;Carbamic acid, N-(2-bromophenyl)-, 1,1-dimethylethyl ester
- CBNumber
- CB8504605
- Molecular Formula
- C11H14BrNO2
- Formula Weight
- 272.14
- MOL File
- 78839-75-5.mol
N-(TERT-BUTOXYCARBONYL)-2-BROMOANILINE Property
- Boiling point:
- 110 °C0.3 mm Hg(lit.)
- Density
- 1.342 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.54(lit.)
- Flash point:
- >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 12.93±0.70(Predicted)
- Appearance
- Light yellow to light brown Liquid
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.
P271Use only outdoors or in a well-ventilated area.
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.
N-Bromosuccinimide Price
- Product number
- 531316
- Product name
- N-(tert-Butoxycarbonyl)-2-bromoaniline
- Purity
- 97%
- Packaging
- 10g
- Price
- $216.5
- Updated
- 2025/07/31
- Product number
- B643980
- Product name
- N-Boc2-Bromoaniline
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 1291BB
- Product name
- N-(Tert-Butoxycarbonyl)-2-bromoaniline
- Packaging
- 1g
- Price
- $99
- Updated
- 2021/12/16
- Product number
- 150267
- Product name
- tert-Butyl (2-bromophenyl)carbamate
- Purity
- 95%
- Packaging
- 5g
- Price
- $322
- Updated
- 2021/12/16
- Product number
- 150267
- Product name
- tert-Butyl (2-bromophenyl)carbamate
- Purity
- 95%
- Packaging
- 10g
- Price
- $515
- Updated
- 2021/12/16
N-(TERT-BUTOXYCARBONYL)-2-BROMOANILINE Chemical Properties,Usage,Production
Uses
N-(tert-Butoxycarbonyl)-2-bromoaniline may be used in the synthesis of N-boc-protected o-aryl anilines, which undergoes coupling reaction with bromoacetylenes to form the corresponding arene?ynamides.
General Description
N-(tert-Butoxycarbonyl)-2-bromoaniline, also known as tert-butyl-N-(2-bromophenyl)carbamate, is an N-Boc-protected o-bromoaniline.1 It reacts with ethyl perfluorooctanoate in the presence of tert-butyllithium to form the corresponding 1-hydroxy-1H-perfluorooctyl compound.
Synthesis
24424-99-5
615-36-1
78839-75-5
The general procedure for the synthesis of N-(tert-butoxycarbonyl)-2-bromoaniline from di-tert-butyl dicarbonate and o-bromoaniline: di-tert-butyl dicarbonate (10.90 g, 50 mmol) was added to a solution of 2-bromoaniline (3.43 g, 20 mmol) in tetrahydrofuran (THF, 40 mL), followed by stirring of the reaction mixture for 3 days under reflux conditions. Upon completion of the reaction, the mixture was diluted by adding ether (50 mL), and the organic phase was washed sequentially with saturated sodium chloride solution (50 mL x 3) and dried with anhydrous magnesium sulfate (MgSO?). The solvent was removed by concentration under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography with the eluent of petroleum ether/ethyl acetate (20:1, v/v), and tert-butyl N-(2-bromophenyl)carbamate (4.73 g, 87% yield) was finally obtained.
References
[1] Organic Letters, 2009, vol. 11, # 22, p. 5130 - 5133
[2] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 8, p. 1867 - 1880
[3] Journal of Organic Chemistry, 2008, vol. 73, # 14, p. 5658 - 5661
[4] Heterocycles, 1996, vol. 43, # 12, p. 2741 - 2746
[5] Tetrahedron Letters, 2007, vol. 48, # 47, p. 8318 - 8322
N-(TERT-BUTOXYCARBONYL)-2-BROMOANILINE Preparation Products And Raw materials
Raw materials
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View Lastest Price from N-(TERT-BUTOXYCARBONYL)-2-BROMOANILINE manufacturers
- Product
- N-(TERT-BUTOXYCARBONYL)-2-BROMOANILINE 78839-75-5
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20T
- Release date
- 2019-12-31