| Identification | More | [Name]
2-Amino-5-bromobenzoic acid | [CAS]
5794-88-7 | [Synonyms]
2-AMINO-5-BROMOBENZOIC ACID
5-BROMO-2-AMINOBENZOIC ACID
5-BROMOANTHRANILIC ACID
BUTTPARK 89\07-49
RARECHEM AL BO 1183
2-amino-5-bromo-benzoicaci
5-bromo-anthranilicaci
Anthranilic acid, 5-bromo-
Benzoic acid, 2-amino-5-bromo-
5-Bromoantharanilic Acid
2-Amino-5-bromobenzoic acid,98+%
2-Amino-5-bromobenzoic | [EINECS(EC#)]
227-338-3 | [Molecular Formula]
C7H6BrNO2 | [MDL Number]
MFCD00007823 | [Molecular Weight]
216.03 | [MOL File]
5794-88-7.mol |
| Chemical Properties | Back Directory | [Appearance]
slight yellow to white powder | [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 | [Major Application]
peptide synthesis | [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) |
| Questions And Answer | Back Directory | [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. |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS06 | [Signal word ]
Danger | [Hazard statements ]
H301-H315-H319-H335 | [Precautionary statements ]
P261-P264-P270-P301+P310-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 2811 6.1/PG 3 | [WGK Germany ]
3 | [RTECS ]
CB2557670
| [Hazard Note ]
Harmful | [PackingGroup ]
6.1/PG 3 | [HS Code ]
29224999 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [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]
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). |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|