3-Methyl-2-nitrobenzenamine
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3-Methyl-2-nitrobenzenamine
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CAS No:
601-87-6
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Formula:
C7H8N2O2
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Chemical Name:
3-Methyl-2-nitrobenzenamine
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Synonyms:
Benzenamine,3-methyl-2-nitro-;m-Toluidine,2-nitro-;3-Methyl-2-nitrobenzenamine;2-Nitro-3-methylaniline;3-Methyl-2-nitroaniline;3-Amino-2-nitrotoluene
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CAS No:
Safety Information
|Danger|H301+H311 (50%): Toxic if swallowed or in contact with skin [Danger Acute toxicity, oral; acute toxicity, dermal]|P260, P261, P264, P270, P271, P273, P280, P284, P301+P310, P302+P352, P304+P340, P310, P311, P312, P314, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
3-Methyl-2-nitrobenzenamine Use and Manufacturing
3-Methyl-2-nitroaniline3-Methyl-2-nitroaniline To a mixture of NaOH (2.220 g, 55.5 mmol) in water (12 mL), BrTo a mixture of NaOH (2.220 g, 55.5 mmol) in water (12 mL), Br2 (0.322 mL, 6.26 mmol) was added at 0 C. Then 3-methyl-2-nitrobenzamide (1 g, 5.55 mmol) was added in one portion, and the mixture is warmed slowly in a water bath. The material soon darkens in color, and at 50-55 00 (internal temperature) oil droplets begin to separate. The temperature is raised gradually to 70° and maintained at this point for one hour. A solution of 0.7 g. of NaOH in 4 mL.of water was added slowly and the temperature is increased to 80°C for an additional hour. The reaction was cooled to ambient temperature and extracted with EtOAc (3x5OmL). Thecombined organic layer was dried and concentrated to give of the title compound (0.7 g, 90percent). LC-MS m/z 153.1 (M+H), 1 .65 mm (ret. time).To a mixture of NaOH (2.220 g, 55.5 mmol) in water (12 mL), BrTo a mixture of NaOH (2.220 g, 55.5 mmol) in water (12 mL), Br2 (0.322 mL, 6.26 mmol) was added at 0°C. Then 3-methyl-2-nitrobenzamide (ig, 5.55 mmol) was added inportion, and the mixture was warmed slowly in a water bath. The material soon turnedin color, and at 50-55 C (internal temperature) oil droplets began to separate. Thetemperature was raised gradually to 70° and maintained at this point for one hour. A solution of 0.7g. of sodium hydroxide in 4 mL. of water was added slowly and the temperature was increased to 80°C for an additional hour. The reaction was cooled to ambient temperature and extracted with ethyl acetate (3 x 50 mL). The combined organic layer was dried and concentrated to give 0.7 g (90percent) of the title compound. LC-MS m/z 153.1 (M+H), 1.65 (ret. time).
Computed Properties
Molecular Weight:152.15
XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:152.058577502
Monoisotopic Mass:152.058577502
Topological Polar Surface Area:71.8
Heavy Atom Count:11
Complexity:155
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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