Synthesis
ChemicalBook > CAS DataBase List > 2-Amino-5-bromobenzoic acid

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

Anthranilic acid

Preparation Products

2-AMINO-5-BROMOBENZAMIDE 6-BROMO-4-CHLORO-2-METHYL-QUINAZOLINE 6-bromo-2-methylquinazolin-4(3H)-one
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View Lastest Price from 2-Amino-5-bromobenzoic acid manufacturers

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
Henan Aochuang Chemical Co.,Ltd.
Product
2-Amino-5-bromobenzoic acid 5794-88-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-12

5794-88-7, 2-Amino-5-bromobenzoic acidRelated Search:

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  • C7H6NO2Br
  • C7H6rNO2
  • H2NC6H3BrCO2H
  • AMINE
  • Peptide Synthesis
  • Specialty Synthesis
  • Unnatural Amino Acid Derivatives
  • Aromatic Amino Acids
  • Anilines, Amides & Amines
  • Bromine Compounds
  • Carboxylic Acids
  • Phenyls & Phenyl-Het
  • Four-membered heterocyclic compound,Others
  • Benzoic acid series
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
  • Carboxylic Acids
  • Phenyls & Phenyl-Het
  • Benzoic acid
  • Organic acids
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  • FINE Chemical & INTERMEDIATES
  • Amino Acids and Derivatives
  • bc0001