| Identification | More | [Name]
2-ISOPROPYLANILINE | [CAS]
643-28-7 | [Synonyms]
2-AMINOCUMENE
2-ISOPROPYLANILINE
AKOS 91140
AKOS BBS-00003573
O-AMINOCUMENE
O-CUMIDINE
O-ISOPROPYLANILINE
1-Amino-2-isopropylbenzene
2-(1-methylethyl)-benzenamin
2-(1-methylethyl)benzenamine
2-Aminoisopropylbenzene
Aniline, o-isopropyl-
o-Aminoisopropylbenzene
o-isopropyl-anilin
2-Isopropylaniline,97%
2-ISOPROPYLANILINE/2-AMINOCUMENE
2-(1-Methylethyl)aniline | [EINECS(EC#)]
211-397-7 | [Molecular Formula]
C9H13N | [MDL Number]
MFCD00007720 | [Molecular Weight]
135.21 | [MOL File]
643-28-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear pale yellow liquid | [Melting point ]
-6.87°C (estimate) | [Boiling point ]
112-113 °C/18 mmHg (lit.) | [density ]
0.955 g/mL at 25 °C(lit.)
| [vapor pressure ]
0.05 mm Hg ( 20 °C)
| [refractive index ]
n20/D 1.548(lit.)
| [Fp ]
204 °F
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
Liquid | [pka]
4.42±0.10(Predicted) | [color ]
Clear pale yellow to orange or brown | [Specific Gravity]
0.966 | [Water Solubility ]
Insoluble in water. | [Sensitive ]
Light Sensitive | [BRN ]
636283 | [Uses]
Reagent in determination of tungsten. | [CAS DataBase Reference]
643-28-7(CAS DataBase Reference) | [EPA Substance Registry System]
o-Isopropylaniline (643-28-7) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
BY4200000
| [TSCA ]
Yes | [HS Code ]
29214990 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear pale yellow liquid | [Definition]
ChEBI: 2-Isopropylaniline is an alkylbenzene. | [Synthesis Reference(s)]
[1] Dr. Huaibo Zhao, Prof. Daniele Leonori.“Minimization of Back-Electron Transfer Enables the Elusive sp3 C−H Functionalization of Secondary Anilines.” Angewandte Chemie International Edition 60 14 (2021): 7669–7674.
| [General Description]
The reactions of 1,1′-bis(hydroxymethyl)ferrocene with 2-isopropylaniline, in the presence of a catalyst [RuCl2(PPh3)3], was studied. | [Synthesis]
Charge a dry tube equipped with a stirring bar with Ir(dtbbpy)(ppy)2PF6 (4 mg, 4 μmol, 2 mol%), Co(dmgH)(dmgH2)Cl2 (11 mg, 0.03 mmol, 15 mol%), and 2-isopropyl-N-methylaniline (30 mg, 0.20 mmol, 1.0 equiv.); Cap the tube with a Supelco aluminium crimp seal with septum (PTFE/butyl); Evacuate the reaction mixture under high vacuum and backfill with N2 (x 3); Add degassed CH3CN (2.0 mL, 0.1 M), 2-isopropyl-N-methylaniline (30 mg, 0.20 mmol) and Et3N (28 μL, 0.20 mmol, 1.0 equiv.) sequentially to the reaction mixture; Cool the reaction mixture to -78°C and degas by three cycles of freeze, pump (5 min), backfill (with N2), and thaw;
Degas the reaction mixture thoroughly; Seal the vial with parafilm and place approximately 4 cm from blue LEDs; Switch on the blue LEDs and stir the reaction mixture under irradiation without fan for 24 hours; Open the tube and dilute the reaction mixture with H2O (10 mL) and EtOAc (10 mL); Separate the layers and extract the aqueous layer with EtOAc (2 x 10 mL); Wash the combined organic layers with brine (10 mL); Dry the mixture over Na2SO4; Filter the residue and evaporate; Purify the crude product by flash column chromatography on silica gel with hexane-EtOAc to obtain 2-isopropylaniline.[1] |
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