ChemicalBook > CAS DataBase List > N-(TERT-BUTOXYCARBONYL)-2-BROMOANILINE

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
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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
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
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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.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
531316
Product name
N-(tert-Butoxycarbonyl)-2-bromoaniline
Purity
97%
Packaging
10g
Price
$216.5
Updated
2025/07/31
TRC
Product number
B643980
Product name
N-Boc2-Bromoaniline
Packaging
10mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
1291BB
Product name
N-(Tert-Butoxycarbonyl)-2-bromoaniline
Packaging
1g
Price
$99
Updated
2021/12/16
Matrix Scientific
Product number
150267
Product name
tert-Butyl (2-bromophenyl)carbamate
Purity
95%
Packaging
5g
Price
$322
Updated
2021/12/16
Matrix Scientific
Product number
150267
Product name
tert-Butyl (2-bromophenyl)carbamate
Purity
95%
Packaging
10g
Price
$515
Updated
2021/12/16
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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

Preparation Products

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N-(TERT-BUTOXYCARBONYL)-2-BROMOANILINE Suppliers

Aladdin Scientific
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Synthonix Inc
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Matrix Scientific
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View Lastest Price from N-(TERT-BUTOXYCARBONYL)-2-BROMOANILINE manufacturers

Shaanxi Dideu Medichem Co. Ltd
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

78839-75-5, N-(TERT-BUTOXYCARBONYL)-2-BROMOANILINERelated Search:


  • TERT-BUTYL N-(2-BROMOPHENYL)CARBAMATE
  • N-Boc 2-broMoaniline
  • tert-butyl (2-broMophenyl)carbaMate
  • 2-Bromo-N-(tert-butoxycarbonyl) aniline
  • N-(tert-Butoxycarbonyl)-2-bromoaniline 97%
  • tert-Butyl (2-bromophenyl)
  • Carbamic acid, N-(2-bromophenyl)-, 1,1-dimethylethyl ester
  • ert-butylN-(2-bromophenyl)carbamate
  • <i>N</i>-(<i>tert</i>-Butoxycarbonyl)-2-bromoaniline
  • 78839-75-5
  • 8839-75-5
  • BrC6H4HNCO2CCH33
  • Nitrogen Compounds
  • Organic Building Blocks
  • Protected Amines
  • amine|alkyl bromide| carboxylic ester