5-AMINO-2-BROMOBENZOICACID
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5-AMINO-2-BROMOBENZOICACID
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CAS No:
2840-02-0
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Formula:
C7H6BrNO2
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Chemical Name:
5-AMINO-2-BROMOBENZOICACID
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Synonyms:
4-Bromo-3-carboxyaniline;5-AMINO-2-BROMOBENZOICACID;2-Bromo-5-aminobenzoicacid;5-Amino-2-bromobenzoicacid94%
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CAS No:
Characteristics
63.3
1.8
1.8±0.1 g/cm3
171-179 °C
366.2°C at 760 mmHg
175.2±25.1 °C
1.672
Slightly soluble in water.
5.26E-06mmHg at 25°C
Safety Information
UN28116.1/PG3
3
22-36/37/38
26-36/37
Xn
Harmful
P261-P301 + P310-P305 + P351 + P338
H301-H315-H319-H335
|Danger|H301 (97.5%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 40 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5-AMINO-2-BROMOBENZOICACID Use and Manufacturing
In an N, N-dimethylformamide (18.0 mL) solution of 3-aminobenzoic acid (3.00 g, 21.9 mmol), a solution mixture of N, N-dimethylformamide (9.00 mL) and N-bromosuccinimide (4.09 g, 23.0 mmol) was dropped at 5° C. or lower. After stirring for 1 hour at 5° C. or lower, water (60.0 mL) was added, followed by stirring for 12 hours at 5° C. or lower and filtration. A filter residue was further washed with water (5.00 mL) and thereafter dried, to thereby obtain aforementioned Reference Compound 1 (3.68 g, yield 78percent) as shown in Table 1 below. [TABLE-US-00001] To a stirred solution of 2-bromo-5-nitrobenzoic acid (2.5 g, 10 mmole) in AcOH (75 mL) was added zinc powder (4.6 g, 70 mmole) portionwise. The reaction was exothermic. The mixture was stirred at RT for 16 hr then was filtered through a pad of celite, and the filter pad was rinsed with a small volume of AcOH. The filtrate was concentrated under vacuum and the residue was dissolved in 1.0 N HCl (20 mL). The solution was concentrated to dryness, and the residue was triturated with Et2O and dried under vacuum to give the title compound (0.67 g, 27%) as an off-white solid: MS (ES) m/e 216.2 (M+H)+.
Computed Properties
Molecular Weight:216.03
XLogP3:1.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:214.95819
Monoisotopic Mass:214.95819
Topological Polar Surface Area:63.3
Heavy Atom Count:11
Complexity:163
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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