2-Methoxy-5-(trifluoromethyl)aniline
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2-Methoxy-5-(trifluoromethyl)aniline
structure -
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CAS No:
349-65-5
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Formula:
C8H8F3NO
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Chemical Name:
2-Methoxy-5-(trifluoromethyl)aniline
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Synonyms:
Benzenamine,2-methoxy-5-(trifluoromethyl)-;o-Anisidine,5-(trifluoromethyl)-;2-Methoxy-5-(trifluoromethyl)benzenamine;α,α,α-Trifluoro-6-methoxy-m-toluidine;2-Methoxy-5-(trifluoromethyl)aniline;2-Amino-4-(trifluoromethyl)anisole;5-(Trifluoromethyl)-o-anisidine;3-Amino-4-methoxybenzotrifluoride;(2-Methoxy-5-(trifluoromethyl)phenyl)amine;2-Methyloxy-5-trifluoromethylaniline
- Categories:
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CAS No:
2-Methoxy-5-(trifluoromethyl)aniline Basic Attributes
191.15
191.15
2835713
-0
DTXSID10344947
2922299090
Characteristics
35.2
2.3
Beige-gray to brown Crystalline Powder
1.3±0.1 g/cm3
57-58 °C
230.1°C at 760 mmHg
92.9±27.3 °C
1.477
Safety Information
III
6.1
UN2811
3
20/21/22-36/37/38
26-36-36/37/39
Xn,Xi
Irritant
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 80 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Methoxy-5-(trifluoromethyl)aniline Use and Manufacturing
Synthesis of 4-(8-methoxy-5- (trifluorornethyl) quinazolin-2-ylamino) phenyl)(moφholino)methanone (Compound 500) General procedure: Example 3 General procedure for preparation of amino compound Experimental procedure C A suspension of nitro compound and Pd-C ( 10%) in EtOAc/MeOH was stirred under hydrogen atmosphere (1 - 2 atm). After completion of reaction, the reaction mixture was filtered and concentrated under reduced pressure. The resulting crude was purified by silica gel (100-200) chromatography to produce the requisite aromatic amino compounds as shown in scheme 5. 2.1 l-aminonaphthalen-2-ol (AP01): The general experimental procedure C was followed. Yellow solid. M. P.: 235.8 C; IR (CHC13): v 3385, 3313, 1633, 1604, 1573, 1508, 1463, 1376, 1336, 1274, 1072, 859 cm-1; NMR (CDC13, 200 MHz): delta 2.33 (s, 6H), 7.21 (s, IH), 7.48 (s, 2H), 7.70 (s, IH), 7.73 (d, J = 8.8 Hz, IH), 9.07 (d, J = 8.8 Hz, IH), 9.64 (s, IH), 10.73 (s, IH), 13.25 (s, IH) ppm; i3C NMR (CDC13, 50 MHz): delta 1 16.9 (d), 119.1 (d), 1 19.6 (d), 122.3 (d), 124.5 (d), 124.8 (s), 125.8 (s), 127.7 (d), 128.5 (s), 140.2 (s) ppm; ESI-MS (m/z): 181. 1 [M+Na]+; Anal. Calcd for Ci0H9NO: C, 75.45; H, 5.70; N, 8.80; Found: C, 75.50; H, 5.75; N, 8.85.General procedure: A mixture of various substituted aryl/heteroaryl amines 1a-1j (1 mmol), dialkyl phosphite(2, 2 mmol), and triethyl orthoformate (3, 1 mmol) alongwith CuO nanoparticles is charged in a conical flask andthe reaction was irradiated under MWI at 400 W. After thecompletion of the reaction as monitored by TLC analysis, the reaction mixture was treated in ethyl acetate. The separatedcatalyst was collected by simple filtration, washed withacetone, and dried for reuse. The filtrate was washed with20 cm3 of brine solution and dried over anhydrous MgSO4and concentrated under reduced pressure and pure productswere obtained.Tetraethyl [[[2-methoxy-5-(trifluoromethyl)phenyl]amino]-methylene]bis(phosphonate) (4a, C17H28F3NO7P2)Yield96%; colorless oil; IR (neat): = 3415 (-NH), 1233 (-P=O), 1014 (-P-O-C), 771 (-P-Caliphatic) cm-1; 1H NMR(400 MHz, CDCl3):delta = 6.94 (1H, d, J = 8 Hz, Ar-H), 6.79 (1H, s, Ar-H), 6.75 (1H, d, J = 8 Hz, Ar-H), 4.93-4.86 (1H, m, -P-CH), 4.16-4.11 (8H, m, -POCH2CH3), 3.83(1H, s, -OCH3), 2.85 (1H, s, -NH), 1.25-1.16 (12H, m, -POCH2CH3) ppm; 13C NMR (100 MHz, CDCl3):delta = 149.50, 136.27, 125.93, 123.23, 115.36, 109.13, 107.24, 63.54, 55.81, 49.85, 48.38, 29.71, 16.32 ppm; 31P NMR(161.7 MHz, CDCl3):delta = 17.69 ppm; ESI-MS: m/z = 478.15([M + H]+).
Computed Properties
Molecular Weight:191.15
XLogP3:2.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:191.05579836
Monoisotopic Mass:191.05579836
Topological Polar Surface Area:35.2
Heavy Atom Count:13
Complexity:171
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2-Methoxy-5-(trifluoromethyl)aniline
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