5-Chloro-4-methyl-2-nitrobenzenamine
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5-Chloro-4-methyl-2-nitrobenzenamine
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CAS No:
7149-80-6
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Formula:
C7H7ClN2O2
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Chemical Name:
5-Chloro-4-methyl-2-nitrobenzenamine
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Synonyms:
Benzenamine,5-chloro-4-methyl-2-nitro-;5-Chloro-4-methyl-2-nitrobenzenamine;5-Chloro-2-nitro-p-toluidine;5-Chloro-4-methyl-2-nitroaniline;NSC 72334;5-Chloro-4-methyl-1-amino-2-nitrobenzene;4-Amino-2-chloro-5-nitrotoluene
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CAS No:
5-Chloro-4-methyl-2-nitrobenzenamine Basic Attributes
186.595
186.60
72334
DTXSID90291001
2921430090
Characteristics
71.8
2.6
orange-brown crystalline powder
1.4±0.1 g/cm3
167-168 °C
339.3°C at 760 mmHg
159.0±26.5 °C
1.628
5-Chloro-4-methyl-2-nitrobenzenamine Use and Manufacturing
Step 3 Preparation of 5-ChIoro-4-methyl-2-nitro-phenyIamine [Int-3A1 Int-3A [0118] To a solution of N-(5-chloro-4-methyl-2-nitro-phenyl)-acetamide (23.7 g, 0.103 mol) in MeOH (80 mL) at room temperature is added sodium methoxide in methanol (25 weight percent, 20 mL). An additional 60 mL of MeOH is added for solubility and the solution is stirred for 5 h. The reaction is diluted with 500 mL of water and the solid is filtered, washed with water, isopropanol, and hexanes to yield 19.8 g of the desired product Int-3A as an orange solid (Yield: 100percent).(b) Preparation of the intermediary compound 5-chloro-4-methyl-2-nitroaniline:Sodium ethoxide (8.27 g, 45.9 mmol) in ethanol (10 mL) was added to (N-(5-chloro-4-methyl-2- nitrophenyl)acetamide (7.0 g, 30.6 mmol) in ethanol (10 mL) while stirring at room temperature. After one hour the reaction mixture was poured out in water (100 mL), the precipitate filtered off, and washed with a mixture of o-propanol and o-hexane (1:3, 10 mL) followed by iso- hexane (10 mL). This gave 5.71 g (85 percent yield) of 5-chloro-4-methyl-2-nitroaniline. LC-MS (m/z) 187.0 (M+l).
Computed Properties
Molecular Weight:186.59
XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:186.0196052
Monoisotopic Mass:186.0196052
Topological Polar Surface Area:71.8
Heavy Atom Count:12
Complexity:183
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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5-Chloro-4-methyl-2-nitrobenzenamine
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