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5794-88-7

Basic Information
CAS No.: 5794-88-7
Name: 2-Amino-5-bromobenzoic acid
Article Data: 63
Molecular Structure:
Molecular Structure of 5794-88-7 (2-Amino-5-bromobenzoic acid)
Formula: C7H6BrNO2
Molecular Weight: 216.034
Synonyms: 5-Bromoanthranilic acid;Anthranilic acid, 5-bromo-;Benzoic acid, 2-amino-5-bromo-;
EINECS: 227-338-3
Density: 1.793 g/cm3
Melting Point: 213-215 °C(lit.)
Boiling Point: 342.4 °C at 760 mmHg
Flash Point: 160.9 °C
Appearance: slight yellow to white powder
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 22-36/37/38
Safety: 26-36/37-36/37/39
Transport Information: UN 2811 6.1/PG 3
PSA: 63.32000
LogP: 2.31070
Synthetic route
118-92-3

anthranilic acid

5794-88-7

5-Bromo-2-aminobenzoic acid

Conditions
ConditionsYield
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
ConditionsYield
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%
87-48-9

5-Bromo-1H-indole-2,3-dione

5794-88-7

5-Bromo-2-aminobenzoic acid

Conditions
ConditionsYield
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;
84-40-2

5,5'-dibromo-1H,1'H-[2,2']biindolylidene-3,3'-dione

5794-88-7

5-Bromo-2-aminobenzoic acid

Conditions
ConditionsYield
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%
6950-43-2

5-bromo-2-nitrobenzoic acid

5794-88-7

5-Bromo-2-aminobenzoic acid

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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

C

2-Acetylamino-N-(2-amino-phenyl)-5-bromo-benzamide

Conditions
ConditionsYield
In benzene for 6h; Heating;A 28%
B 32%
C 36%
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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.

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 ℃.

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.