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Cas Database |
| Name |
2-Amino-5-bromobenzoic acid |
EINECS | 227-338-3 |
| CAS No. | 5794-88-7 | Density | 1.793 g/cm3 |
| PSA | 63.32000 | LogP | 2.31070 |
| Solubility | N/A | Melting Point |
213-215 °C(lit.) |
| Formula | C7H6BrNO2 | Boiling Point | 342.4 °C at 760 mmHg |
| Molecular Weight | 216.034 | Flash Point | 160.9 °C |
| Transport Information | UN 2811 6.1/PG 3 | Appearance | slight yellow to white powder |
| Safety | 26-36/37-36/37/39 | Risk Codes | 22-36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xn,  Xi
|
| Synonyms |
5-Bromoanthranilic acid;Anthranilic acid, 5-bromo-;Benzoic acid, 2-amino-5-bromo-; |
Article Data | 63 |
2-Amino-5-bromobenzoic acid Synthetic route
| Conditions | Yield |
|---|---|
| With 1-butyl-3-methylimidazolium tribromide at 25℃; for 0.666667h; | 98% |
| Stage #1: anthranilic acid With bromine In tetrachloromethane at 10 - 20℃; for 4h; Stage #2: With potassium carbonate In water | 98% |
| With [bmim]Br3 In dichloromethane at 20℃; for 0.666667h; | 95% |
- 52727-57-8
5-bromo-2-aminobenzoic acid methyl ester
- 5794-88-7
5-Bromo-2-aminobenzoic acid
| Conditions | Yield |
|---|---|
| Stage #1: 5-bromo-2-aminobenzoic acid methyl ester With water; sodium hydroxide In tetrahydrofuran; ethanol at 20℃; for 12h; Stage #2: With hydrogenchloride In water pH=4; | 97% |
| With water; sodium hydroxide In tetrahydrofuran; ethanol at 20℃; for 12h; | 97% |
| With water; sodium hydroxide In tetrahydrofuran at 60℃; Inert atmosphere; Sealed tube; | 72% |
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; sodium hydroxide In water at 80℃; for 1h; | 96% |
| Ring cleavage; oxidation; | |
| With dihydrogen peroxide; sodium hydroxide In water | |
| Stage #1: 5-Bromo-1H-indole-2,3-dione With sodium hydroxide at 80℃; Stage #2: With dihydrogen peroxide at 80℃; for 1.25h; |
| Conditions | Yield |
|---|---|
| Stage #1: 5,5'-dibromo-1H,1'H-[2,2']biindolylidene-3,3'-dione With bromamine B; sodium hydroxide; palladium dichloride In water; acetonitrile at 60℃; for 3.66667h; pH=12; Stage #2: In water Acidic conditions; | 95% |
| Conditions | Yield |
|---|---|
| With polymer-supported formate; magnesium In methanol at 20℃; for 2.5h; | 94% |
| With ammoniummethyl polystyrene resin formate; palladium on activated charcoal In methanol at 20℃; for 5h; | 93% |
| With aminomethyl polystyrene resin formic acid salt; zinc In methanol at 20℃; for 2.5h; | 93% |
| With hydrogenchloride; tin |
- 10075-50-0
5-bromo-1H-indole
- 5794-88-7
5-Bromo-2-aminobenzoic acid
| Conditions | Yield |
|---|---|
| Stage #1: 5-bromo-1H-indole With bromamine B; sodium hydroxide; palladium dichloride In water; acetonitrile at 60℃; for 3.66667h; pH=12; Stage #2: In water Acidic conditions; | 94% |
| With ruthenium trichloride; osmium(VIII) oxide; bromamine B; sodium hydroxide In water; acetonitrile at 39.84℃; for 5.5h; | 94% |
- 38985-79-4
5-bromo-N-acetylanthranilic acid
- 5794-88-7
5-Bromo-2-aminobenzoic acid
| Conditions | Yield |
|---|---|
| With water; sodium hydroxide for 4h; Reflux; | 93% |
- 19165-25-4
2-methyl-6-bromo-4H-3,1-benzoxazine-4-one
- 118-92-3
anthranilic acid
A
- 5794-88-7
5-Bromo-2-aminobenzoic acid
B
- 89-52-1
o-acetylamino-benzoic acid
| Conditions | Yield |
|---|---|
| In benzene for 6h; Heating; | A 45% B 42% |
- 19165-25-4
2-methyl-6-bromo-4H-3,1-benzoxazine-4-one
A
- 5794-88-7
5-Bromo-2-aminobenzoic acid
B
- 89-52-1
o-acetylamino-benzoic acid
| Conditions | Yield |
|---|---|
| With anthranilic acid In benzene for 6h; Heating; | A 45% B 42% |
- 19165-25-4
2-methyl-6-bromo-4H-3,1-benzoxazine-4-one
- 95-54-5
1,2-diamino-benzene
A
- 34801-09-7
N-(2-aminophenyl)acetamide
B
- 5794-88-7
5-Bromo-2-aminobenzoic acid
| Conditions | Yield |
|---|---|
| In benzene for 6h; Heating; | A 28% B 32% C 36% |
2-Amino-5-bromobenzoic acid Specification
The CAS register number of 2-Amino-5-bromobenzoic acid is 5794-88-7. It also can be called as 5-Bromoanthranilic acid and the IUPAC name about this chemical is 2-amino-5-bromobenzoic acid. The molecular formula about this chemical is C7H6BrNO2 and the molecular weight is 216.03. It belongs to the following product categories which include Fine Chemical & Intermediates; Amino Acids and Derivatives; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Carboxylic Acids; Phenyls & Phenyl-Het; Benzoic acid; Organic acids; Acids & Esters; Anilines, Amides & Amines; Bromine Compounds; Carboxylic Acids; Phenyls & Phenyl-Het; Benzoic acid series and so on. This chemical can be used as organic intermediates.
Physical properties about 2-Amino-5-bromobenzoic acid are: (1)ACD/LogP: 2.37; (2)ACD/LogD (pH 5.5): 1.02; (3)ACD/LogD (pH 7.4): -0.52; (4)ACD/BCF (pH 5.5): 1.66; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 20.64; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 29.54Å2; (12)Index of Refraction: 1.672; (13)Molar Refractivity: 45.1 cm3; (14)Molar Volume: 120.4 cm3; (15)Polarizability: 17.88x10-24cm3; (16)Surface Tension: 67.9 dyne/cm; (17)Enthalpy of Vaporization: 61.86 kJ/mol; (18)Boiling Point: 342.4 °C at 760 mmHg; (19)Vapour Pressure: 2.91E-05 mmHg at 25°C.
This chemical can be produced by the bromide of Anthranilic acid.
Preparation: this chemical can be prepared by 2-amino-benzoic acid. This reaction will need reagent bromine.
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Uses of 2-Amino-5-bromobenzoic acid: it can be used to produce 6-bromo-3H-quinazolin-4-one with formamide at temperature of 180 ℃.
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When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. It is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: Brc1cc(C(=O)O)c(N)cc1
(2)InChI: InChI=1/C7H6BrNO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H,10,11)
(3)InChIKey: CUKXRHLWPSBCTI-UHFFFAOYAQ
(4)Std. InChI: InChI=1S/C7H6BrNO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H,10,11)
(5)Std. InChIKey: CUKXRHLWPSBCTI-UHFFFAOYSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rat | LD | oral | > 500mg/kg (500mg/kg) | National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 12, 1953. |
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