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.

reaction suitability

reaction type: solution phase peptide synthesis

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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2-Amino-5-bromobenzoic acid Suppliers

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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

Hebei Mujin 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 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

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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

Acids & Esters

FINE Chemical & INTERMEDIATES

Amino Acids and Derivatives

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