Synthesis
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2-Amino-5-bromobenzoic acid

Synthesis
Product Name
2-Amino-5-bromobenzoic acid
CAS No.
5794-88-7
Chemical Name
2-Amino-5-bromobenzoic acid
Synonyms
5-BROMOANTHRANILIC ACID;5-BROMO-2-AMINOBENZOIC ACID;BUTTPARK 89\07-49;RARECHEM AL BO 1183;5-bromo-anthranilicaci;2-Amino-5-bromobenzoic;5-Bromoantharanilic Acid;2-amino-5-bromo-benzoicaci;Anthranilic acid, 5-bromo-;2-AMINO-5-BROMOBENZOIC ACID
CBNumber
CB7154465
Molecular Formula
C7H6BrNO2
Formula Weight
216.03
MOL File
5794-88-7.mol
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2-Amino-5-bromobenzoic acid Property

Melting point:
213-215 °C (lit.)
Boiling point:
265.51°C (rough estimate)
Density 
1.6841 (rough estimate)
refractive index 
1.6120 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Soluble in methanol and dimethyl sulfoxide.
form 
Powder
pka
4.55±0.10(Predicted)
color 
Beige
Sensitive 
Light Sensitive
Merck 
14,1405
BRN 
639028
InChI
InChI=1S/C7H6BrNO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H,10,11)
InChIKey
CUKXRHLWPSBCTI-UHFFFAOYSA-N
SMILES
C(O)(=O)C1=CC(Br)=CC=C1N
CAS DataBase Reference
5794-88-7(CAS DataBase Reference)
NIST Chemistry Reference
2-Amino-5-bromobenzoic acid(5794-88-7)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37
Safety Statements 
26-38-36/37
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
CB2557670
Hazard Note 
Harmful
PackingGroup 
6.1/PG 3
HS Code 
29224999
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

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.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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
260118
Product name
2-Amino-5-bromobenzoic acid
Purity
97%
Packaging
5g
Price
$58.4
Updated
2024/03/01
Sigma-Aldrich
Product number
260118
Product name
2-Amino-5-bromobenzoic acid
Purity
97%
Packaging
25g
Price
$60
Updated
2024/03/01
TCI Chemical
Product number
A1254
Product name
5-Bromoanthranilic Acid
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$28
Updated
2024/03/01
TCI Chemical
Product number
A1254
Product name
5-Bromoanthranilic Acid
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$84
Updated
2024/03/01
Alfa Aesar
Product number
A11915
Product name
2-Amino-5-bromobenzoic acid, 98%
Packaging
5g
Price
$48.65
Updated
2024/03/01
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2-Amino-5-bromobenzoic acid Chemical Properties,Usage,Production

Synthesis

A solution of bromine (7.2 g, 2 mL, 40 mmol) in 47 mL glacial acetic acid was added dropwise to sodium 2-aminobenzoate (6.4 g, 40 mmol) in 32 mL of glacial acetic acid at 15 °С and the mixture was stirred for 1 h at the same temperature. The product was filtered off, washed with benzene and dried in the dark. The bromobenzoic acids containing mixture (0.5 g) was added to 10 mL of boiling water followed by the addition of 1.3 mL of concentrated hydrochloric acid and hot filtration under vacuum. The insoluble material contained 2-amino-3,5-dibromobenzoic acid, whereas 2- amino-5-bromobenzoic acid precipitated upon cooling of the filtrate. IR (suspension in nujol, cm−1 ): 3497, 3383,  1675, 1616, 1587, 1548, 1423, 1377, 1316, 1292, 1239, 1160, 1127, 812, 748, 691.

Chemical Properties

slight yellow to white powder

Physical properties

2-Amino-5-bromobenzoic acid has 17 atoms, meaning 45 vibrational modes in three main parts: Carboxyl group, amine group, and benzene. The molecule's most mechanically active parts are the carboxyl and amine groups. They exhibit rocking, swinging, and every kind of mechanical motion beside H immigrations between each other. For this reason, the molecule is not a simple carboxylic acid nor a primary amine[1].

Uses

It is used in the preparation of hepatitis C virus NS5b RNA polymerase inhibitors. Also used in the determination of cobalt, copper, nickel, and zinc.

Uses

2-Amino-5-bromobenzoic acid is a brominated derivative of Antharilinic Acid (A679222). 2-Amino-5-bromobenzoic acid displays plant growth-regulator activity. 2-Amino-5-bromobenzoic acid is used in the preparation of hepatitis C virus NS5b RNA polymerase inhibitors.

Preparation

2-Amino-5-bromobenzoic acid is synthesized from o-aminobenzoic acid by bromination.
Synthesis of 2-amino-5-bromobenzoic acid (4c, CAS: 5794-88-7) and 2-amino3,5-dibromobenzoic acid (4d, CAS: 609-85-8): A solution of bromine (7.2 g, 2 mL, 40 mmol) in 47 mL glacial acetic acid was added dropwise to sodium 2-aminobenzoate (6.4 g, 40 mmol) in 32 mL of glacial acetic acid at 15 °С and the mixture was stirred for 1 h at the same temperature. The product was filtered off, washed with benzene and dried in the dark. The bromobenzoic acids containing mixture (0.5 g) was added to 10 mL of boiling water followed by the addition of 1.3 mL of concentrated hydrochloric acid and hot filtration under vacuum. The insoluble material contained 2-amino-3,5-dibromobenzoic acid, whereas 2- amino-5-bromobenzoic acid precipitated upon cooling of the filtrate.
2-Amino-5-bromobenzoic acid (4c) IR (suspension in nujol, cm?1 ): 3497, 3383, 1675, 1616, 1587, 1548, 1423, 1377, 1316, 1292, 1239, 1160, 1127, 812, 748, 691.

References

[1] Kunduracioglu, Ahmet . "Tautomeric Forms of 2–Amino–5–Bromobenzoic Acid: A DFT Study for Structural and Molecular Orbital Analysis." (2021).

2-Amino-5-bromobenzoic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Amino-5-bromobenzoic acid Suppliers

Jinan Junhe Pharmaceutical Co., Ltd
Tel
13475558980
Email
644535754@qq.com
Country
China
ProdList
301
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58
Hebei Mojin Biotechnology Co.,ltd.
Tel
0311-15028179902 15028179902
Fax
18503279000
Email
bella@hbmojin.com
Country
China
ProdList
111
Advantage
58
Inner Mongolia Yida Chemical Technology Co., Ltd.
Tel
18967392038
Email
67247734@qq.com
Country
China
ProdList
74
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58
Dalian lichuang Chemical Co., Ltd
Tel
0411-0411-00000000 13644282108
Fax
-
Email
3500508746@qq.com
Country
China
ProdList
2852
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55
Ganjingzi district Pinsheng new material research and development center
Tel
18841123239 18841123239
Email
1798136513@qq.com
Country
China
ProdList
88
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58
Creasyn Finechem(Tianjin) Co., Ltd.
Tel
022-83946278 13820503911
Fax
022-83945176
Email
sales@creasyn.com
Country
China
ProdList
982
Advantage
68
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Liaoning Tianhua Chemical Co., Ltd.
Tel
0418-6530555 2855550
Fax
+86-418-6502885
Country
China
ProdList
338
Advantage
69
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
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View Lastest Price from 2-Amino-5-bromobenzoic acid manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
2-Amino-5-bromobenzoic acid 5794-88-7
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-12-24
Henan Fengda Chemical Co., Ltd
Product
2-Amino-5-bromobenzoic acid 5794-88-7
Price
US $200.00-1.00/KG
Min. Order
1KG
Purity
99%, 99.5% Sublimated
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-30
Hebei Mojin Biotechnology Co., Ltd
Product
2-Amino-5-bromobenzoic acid 5794-88-7
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2023-08-07

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