4-Amino-3,5-dimethylbenzonitrile
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4-Amino-3,5-dimethylbenzonitrile
structure -
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CAS No:
74896-24-5
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Formula:
C9H10N2
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Chemical Name:
4-Amino-3,5-dimethylbenzonitrile
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Synonyms:
Benzonitrile,4-amino-3,5-dimethyl-;4-Amino-3,5-dimethylbenzonitrile;NSC 128902
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CAS No:
Safety Information
3439
20/21/22-36/37/38-22
26-36/37/39
Xn
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, P501
H302
|Warning|H302 (50%): 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 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
4-Amino-3,5-dimethylbenzonitrile Use and Manufacturing
The mixture of 4-bromo-2, 6-dimethylaniline (1.90 g, 9.50 mmol) and copper (I) cyanide (1.71 g, 19.1 mmol) in NMP (25 mL) was stirred at 160° C. overnight. The reaction mixture was cooled to room temperature. Water (10 mL) and ammonium hydroxide (10 mL) were added and the product was extracted with ethyl acetate (2.x.50 mL). The product was purified by flash chromatography (DCM) to give 1.19 g (86percent, theoretical yield 1.39 g). LCMS (method B) RT 1.925 min., MHStep 1-Preparation of 4-cyano-2, 6-dimethylanilineA mixture of 4-bromo-2, 6-dimethylaniline (7.5 mmol, CASRN 24596-19-8) and CuCN (37.5 mmol) in NMP (10 mL) was stirred under microwave irradiation at 200° C. for 1 h. The mixture was poured into a mixture of water (50 mL) and EtOAc (50 mL). The precipitate was filtered and the filtrate was separated. The aqueous layer was extracted with EtOAc. The combined extracts were dried (NaGeneral procedure: To a round bottom flask were charged with an N, N′-diaryl hydrazine (9 or 15, 1 mmol), 95percent ethanol (10 mL), and conc. HCl (0.5 mL) under nitrogen at room temperature. The reaction mixture was refluxed for 2 h, then cooled to room temperature, neutralized with solid NaHCO22 g (68 mmol) of 2, 2?-dibromobiphenyl, 9.9 g (68 mmol) of
Computed Properties
Molecular Weight:146.19
XLogP3:1.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:146.084398327
Monoisotopic Mass:146.084398327
Topological Polar Surface Area:49.8
Heavy Atom Count:11
Complexity:167
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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4-Amino-3,5-dimethylbenzonitrile
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