5-Bromo-2-methylbenzenamine
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5-Bromo-2-methylbenzenamine
structure -
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CAS No:
39478-78-9
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Formula:
C7H8BrN
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Chemical Name:
5-Bromo-2-methylbenzenamine
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Synonyms:
Benzenamine,5-bromo-2-methyl-;5-Bromo-2-methylbenzenamine;2-Amino-4-bromotoluene;2-Methyl-5-bromoaniline;5-Bromo-2-methylaniline;3-Bromo-6-methylaniline;5-Bromo-2-methylphenylamine
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CAS No:
Characteristics
26
1.5
Clear yellow to brown Liquid After Melting
1.5±0.1 g/cm3
33 °C
139 °C @ Press: 17 Torr
>230 °F
1.609
Keep container tightly closed.
Safety Information
NONH for all modes of transport
3
20/21/22-36/37/38
26-36-37/39
Xn,Xi
Harmful/Irritant
Stable at normal temperatures and pressures.
P261-P280-P305 + P351 + P338
H302-H312-H315-H319-H332-H335
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 42 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5-Bromo-2-methylbenzenamine Use and Manufacturing
First, into a 250-mL round-bottom flask, was placed 4-bromo-1-methyl-2-nitrobenzene (5 g, 23.14 mmol, 1.00 equiv), ethyl acetate (100 mL), SnClThe mixture of iron powder (9. 31g, 167 mmol) and [NH4C1] (2.48g, 46.3 mmol) in water (50 mL) was refluxed for 30 minutes. To this hot mixture was added 4-bromo-2-nitrotoluene (10 g, 46.3 mmol) slowly and then the reaction mixture was refluxed for 48 hours. The mixture was cooled to room temperature and extracted with EtOAc (3 x 100 mL). The organic solution was washed with [H20] (3 x 200 mL) and brine (200 mL), dried (Na2SO4), and concentrated. The residue was purified by flash chromatography (silica, 15percent EtOAc in hexanes) to give 7.9g (92percent) of title compound as a pale yellow [OIL.APOS;H] nuclear magnetic resonance (NMR) [(CDC13)] : 300 MHz [6] 6.88 (m, [1H), ] 6.81 (m, 2H), 3.63 (bs, 2H), 2.09 (s, 3H).5-BROMO-8-METHYL-1-PROPYL-3, 4-DIHYDRO-LH-BENZOTHIENO [2, 3-CLPYRAN-1- yl] acetic acid 5-BROMO-2-METHYLANILINE [0082] 4-bromo-2-nitrotoluene (25.0 g, 0.1157 mol) in EtOAc (250 mL) was cooled to 0°C. Tin (IN chloride dihydrate (87.76 g, 0.4623 mol) was then added portionwise over 10 min while stirring. The reaction mixture was allowed to come to room temperature and then refluxed at 80°C for 4 h. The mixture was cooled to 0°C and neutralized with 5 N NAOH while stirring. EtOAc layer was filtered and remaining portions were extracted with EtOAc. The organic solution was washed with brine, dried with Na2SO4, and concentrated. The residue was purified by flash chromatography (silica, 10percent ETOAC in hexanes) to give 17. 367 g (80.7percent) of the ANILINE.
Computed Properties
Molecular Weight:186.05
XLogP3:1.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:184.98401
Monoisotopic Mass:184.98401
Topological Polar Surface Area:26
Heavy Atom Count:9
Complexity:94.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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