ChemicalBook > CAS DataBase List > 2-Bromo-5-fluoro-4-nitroaniline

2-Bromo-5-fluoro-4-nitroaniline

Product Name
2-Bromo-5-fluoro-4-nitroaniline
CAS No.
952664-69-6
Chemical Name
2-Bromo-5-fluoro-4-nitroaniline
Synonyms
2-Bromo-5-fluoro-4-nitro-phenylamine;2-BroMo-5-fluoro-4-nitroaniline;2-broMo-5-fluoro-4-nitrobenzenaMine;BenzenaMine, 2-broMo-5-fluoro-4-nitro-;BenzenaMine, 2-broMo-5-fluoro-4-nitro-2
CBNumber
CB32624670
Molecular Formula
C6H4BrFN2O2
Formula Weight
235.01
MOL File
952664-69-6.mol
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2-Bromo-5-fluoro-4-nitroaniline Property

Boiling point:
364.5±37.0 °C(Predicted)
Density 
1.896±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
-2.19±0.14(Predicted)
Appearance
Light yellow to yellow Solid
InChI
InChI=1S/C6H4BrFN2O2/c7-3-1-6(10(11)12)4(8)2-5(3)9/h1-2H,9H2
InChIKey
PKDUOURYTVRBLI-UHFFFAOYSA-N
SMILES
C1(N)=CC(F)=C([N+]([O-])=O)C=C1Br
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Safety

HS Code 
2921410090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

TRC
Product number
B695130
Product name
2-Bromo-5-fluoro-4-nitroaniline
Packaging
100mg
Price
$60
Updated
2021/12/16
SynQuest Laboratories
Product number
4655-B-07
Product name
2-Bromo-5-fluoro-4-nitroaniline
Packaging
1g
Price
$157
Updated
2021/12/16
ChemScene
Product number
CS-M2007
Product name
Benzenamine,2-bromo-5-fluoro-4-nitro-
Packaging
5g
Price
$55
Updated
2021/12/16
ChemScene
Product number
CS-M2007
Product name
Benzenamine,2-bromo-5-fluoro-4-nitro-
Packaging
25g
Price
$187
Updated
2021/12/16
Matrix Scientific
Product number
102622
Product name
2-Bromo-5-fluoro-4-nitroaniline
Purity
>97%
Packaging
500mg
Price
$275
Updated
2021/12/16
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2-Bromo-5-fluoro-4-nitroaniline Chemical Properties,Usage,Production

Uses

2-Bromo-5-fluoro-4-nitroaniline is a polysubstituted aniline compound containing substituents such as bromine, nitro and fluorine atoms in the 2, 4 and 5 positions of the benzene ring, respectively. This product can be used as an intermediate for Tezacaftor, a cystic fibrosis (CF) combination used to treat patients 6 years of age and older.

Synthesis

2369-13-3

952664-69-6

Bromine (2.15 mL, 42.2 mmol) was added slowly and dropwise to a mixed solution of 3-fluoro-4-nitroaniline (6.5 g, 42.2 mmol) in acetic acid (80 mL) and chloroform (25 mL) at 0 °C. The reaction mixture was stirred at room temperature for 2 hours and then poured into ice water. The pH of the mixture was adjusted to 8.0-9.0 with 10% aqueous sodium hydroxide solution under cooling in an ice bath, followed by extraction with ethyl acetate (50 mL × 3). The organic phases were combined, washed sequentially with water (80 mL × 2) and saturated saline (100 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford 2-bromo-5-fluoro-4-nitroaniline (9 g, 90% yield). The product was characterized by 1H-NMR (400 MHz, DMSO-d6): δ 8.26 (d, J=8.0 Hz, 1H), 7.07 (brs, 2H), 6.62 (d, J=9.6 Hz, 1H).

References

[1] Patent: US2007/244159, 2007, A1. Location in patent: Page/Page column 112-113
[2] Patent: US2011/98311, 2011, A1
[3] Patent: US2015/231142, 2015, A1. Location in patent: Paragraph 1640; 1979
[4] Patent: WO2010/53471, 2010, A1. Location in patent: Page/Page column 56-57
[5] Patent: WO2016/109362, 2016, A1. Location in patent: Paragraph 00168

2-Bromo-5-fluoro-4-nitroaniline Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Bromo-5-fluoro-4-nitroaniline Suppliers

FUXIN QINGJISHENG SCIENCE AND TECHNOLOGY CO.,LID
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China
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LinkChem Technology Co., Ltd.
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Changzhou Huanling Chemical Co., Ltd.
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Nanjing Chemlin Chemical Co., Ltd
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Nanjing JinruiJiuAn Biotechnology Co., Ltd.
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SHANGHAI YINGRUI CHEMICAL TECHNOLOGY CO.,LTD.
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21-33585366 13311639313
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+86-21-34979012
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sales@shyrchem.com
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Haoyuan Chemexpress Co., Ltd.
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021-58950125
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(86) 21-58955996
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China
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View Lastest Price from 2-Bromo-5-fluoro-4-nitroaniline manufacturers

Career Henan Chemical Co
Product
BenzenaMine, 2-broMo-5-fluoro-4-nitro- 952664-69-6
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
10000KGS
Release date
2020-01-09