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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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