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2-Bromo-6-nitroaniline

CAS No.
59255-95-7
Chemical Name:
2-Bromo-6-nitroaniline
Synonyms
Bromo-6-nitroaniline;2-Bromo-6-nitroaniline;2-Nitro-6-Bromoaniline;6-bromo-2-nitro-aniline;2-broMo-6-nitrobenzenaMine;2-Bromo-6-nitroaniline 99%;2-Amino-3-bromonitrobenzene;Benzenamine, 2-bromo-6-nitro-
CBNumber:
CB01092086
Molecular Formula:
C6H5BrN2O2
Molecular Weight:
217.02
MDL Number:
MFCD09263476
MOL File:
59255-95-7.mol
MSDS File:
SDS
Last updated:2026-09-12 18:43:51

2-Bromo-6-nitroaniline Properties

Melting point 74.5°C
Boiling point 309.8±22.0 °C(Predicted)
Density 1.7917 (rough estimate)
refractive index 1.6000 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
form solid
pka -2.46±0.25(Predicted)
color Light yellow to yellow

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
HS Code  2921420090

2-Bromo-6-nitroaniline price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Apolloscientific OR11720 2-Bromo-6-nitroaniline 98% 59255-95-7 1g $35 2026-06-04 Buy
Activate Scientific AS35634 2-Bromo-6-nitroaniline 98% 59255-95-7 1g $57 2026-06-04 Buy
Apolloscientific OR11720 2-Bromo-6-nitroaniline 98% 59255-95-7 5g $123 2026-06-04 Buy
Activate Scientific AS35634 2-Bromo-6-nitroaniline 98% 59255-95-7 5g $182 2026-06-04 Buy
Apolloscientific OR11720 2-Bromo-6-nitroaniline 98% 59255-95-7 10g $204 2026-06-04 Buy
Product number Packaging Price Buy
OR11720 1g $35 Buy
AS35634 1g $57 Buy
OR11720 5g $123 Buy
AS35634 5g $182 Buy
OR11720 10g $204 Buy

2-Bromo-6-nitroaniline Chemical Properties,Uses,Production

Chemical Properties

Pale yellow powder

Uses

2-Bromo-6-nitroaniline, is an intermediate used for the synthesis of metabolite of Brimonidine (B677520), which is an α2 receptor agonist. It is a drug used to treat glaucoma.

Synthesis

2-Nitroaniline

88-74-4

2-BROMO-6-NITROANILINE

59255-95-7

4-Bromo-2-nitroaniline

875-51-4

N-bromosuccinimide (44.5 g, 0.25 mol) was added to a solution of 2-nitroaniline (34.5 g, 0.25 mol) in acetic acid (400 mL) in batches over a period of 30 minutes over a temperature range of 308-318 K. The reaction mixture was stirred continuously for 3 hours. The reaction mixture was stirred continuously at 318 K for 3 hours, followed by warming to 363 K and continued stirring for 2 hours. After completion of the reaction, the mixture was cooled to room temperature and poured into vigorously stirred cold water (4 L). After standing for 10 min, the orange precipitate was collected by filtration and washed with cold water (2 x 200 mL). The crude product was recrystallized by 80% ethanol and dried under vacuum to give pure 4-bromo-2-nitroaniline (39.9 g, 74% yield) as an orange crystalline solid. A second crystalline product (6.81 g) was isolated from the mother liquor and analyzed as a mixture of 4-bromo-2-nitroaniline and 2-bromo-6-nitroaniline (ratio 1:0.3). The nuclear magnetic resonance hydrogen spectroscopy (1H NMR) data were in agreement with those reported in the literature (Manley et al., 2003; Lemaire et al., 1989).The 1H NMR (300 MHz, CDCl3) data for 4-bromo-2-nitroaniline: δ 8.26 (dd, J = 2.3, 0.4 Hz, 1H), 7.42 (dd, J = 8.9 , 2.3 Hz, 1H), 6.73 (dd, J = 8.9, 0.4 Hz, 1H), 6.10 (s, 2H).1H NMR (400 MHz, CDCl3) data for 2-bromo-6-nitroaniline: δ 8.14 (dd, J = 8.7, 1.5 Hz, 1H), 7.70 (dd, J = 7.7, 1.5 Hz, 1H), 6.63 (s, 2H). 6.63 (s, 2H), 6.62 (dd, J = 8.7, 7.7 Hz, 1H). Single crystals of 4-bromo-2-nitroaniline and 2-bromo-6-nitroaniline were obtained by sublimation of the second crystallization product (from chloroform) and slow evaporation under reduced pressure conditions (323 K, 10 mbar; 1 bar = 105 Pa), respectively.

References

[1] Polyhedron, 2013, vol. 52, p. 246 - 254
[2] Synthetic Communications, 2000, vol. 30, # 20, p. 3669 - 3675
[3] Acta Crystallographica Section C: Structural Chemistry, 2018,
[4] Synthetic Communications, 2004, vol. 34, # 12, p. 2143 - 2152
[5] Tetrahedron Letters, 2012, vol. 53, # 2, p. 127 - 131

58534-94-4
59255-95-7
Synthesis of 2-Bromo-6-nitroaniline from 3-Bromo-2-fluoronitrobenzene

2-Bromo-6-nitroaniline Suppliers

Global( 139)Suppliers
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Beijing Ouhe Technology Co., Ltd 13552068683 13522913783 2355560935@qq.com China 11777 60
JinYan Chemicals(ShangHai) Co.,Ltd. 13817811078 sales@jingyan-chemical.com China 9963 60
Jia Xing Isenchem Co.,Ltd 0573-85285100 18627885956 isenchem@163.com China 9389 66
Accela ChemBio Co.,Ltd. 021-50795510 4000665055 marketing@accelachem.com China 10972 64
Shanghai Harvest Chemical Industrial Co., Ltd. 15721252604 17321035817 sales@harvest-chem.com China 2829 64
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64
China DongFan Chemical Co.,LTD 86-0571-85151182 China 5681 66

View Lastest Price from 2-Bromo-6-nitroaniline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-BROMO-6-NITROANILINE pictures 2026-08-08 2-BROMO-6-NITROANILINE
59255-95-7
1kg 98% 2000kg Hangzhou ICH Biofarm Co., Ltd
2-BROMO-6-NITROANILINE pictures 2019-12-24 2-BROMO-6-NITROANILINE
59255-95-7
$1.00 1KG 99% 100KG Career Henan Chemical Co

2-Bromo-6-nitroaniline Spectrum

2-Amino-3-bromonitrobenzene 2-Bromo-6-nitroaniline 99% 2-broMo-6-nitrobenzenaMine Bromo-6-nitroaniline 6-bromo-2-nitro-aniline Benzenamine, 2-bromo-6-nitro- 2-Nitro-6-Bromoaniline 2-Bromo-6-nitroaniline 59255-95-7