2-ISOPROPYLANILINE CAS 643-28-7

Introduction：Basic information about 2-ISOPROPYLANILINE CAS 643-28-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

2-ISOPROPYLANILINE Basic information

• Product Name: 2-ISOPROPYLANILINE
• Synonyms: O-ISOPROPYLANILINE;O-CUMIDINE;O-AMINOCUMENE;1-Amino-2-isopropylbenzene;2-Isopropylaniline, 97% 5ML;2-Aminocumeneo-Cumidine;(2-Isopropylphenyl)amine;2-(Prop-2-yl)aniline, 2-Aminocumene
• CAS: 643-28-7
• MF: C9H13N
• MW: 135.21
• EINECS: 211-397-7
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds;1
• Mol File: 643-28-7.mol

2-ISOPROPYLANILINE Chemical Properties

• 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
• pka: 4.42±0.10(Predicted)
• form: Liquid
• color: Clear pale yellow to orange or brown
• Specific Gravity: 0.966
• Water Solubility: Insoluble in water.
• Sensitive: Light Sensitive
• BRN: 636283
• InChI: 1S/C9H13N/c1-7(2)8-5-3-4-6-9(8)10/h3-7H,10H2,1-2H3
• InChIKey: YKOLZVXSPGIIBJ-UHFFFAOYSA-N
• SMILES: CC(C)c1ccccc1N
• CAS DataBase Reference: 643-28-7(CAS DataBase Reference)
• EPA Substance Registry System: o-Isopropylaniline (643-28-7)

Safety Information

• Hazard Codes: Xn
• Risk Statements: 22-36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: BY4200000
• TSCA: TSCA listed
• HS Code: 29214990
• Storage Class: 10 - Combustible liquids
• Hazard Classifications: Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

2-ISOPROPYLANILINE Usage And Synthesis

Chemical Properties

Clear pale yellow liquid

Uses

Reagent in determination of tungsten.

Uses

2-Isopropylaniline is used in the synthesis of a colorless amine-coordinated zinc complex. The reactions of 1,1?-bis(hydroxymethyl)ferrocene with 2-isopropylaniline, in the presence of a catalyst [RuCl2(PPh3)3], was studied

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] 

2-ISOPROPYLANILINE Preparation Products And Raw materials

• Preparation Products: 2,6-Diisopropylaniline-->4-Isopropylaniline-->1,3-DIBROMO-5-ISOPROPYLBENZENE-->4-BroMo-2-isopropyl aniline-->2-ISOPROPYLACETANILIDE-->N-(2-Isopropylphenyl)-4-nitrobenzenesulfonaMide, 97%-->Benzenamine, 4-iodo-2-(1-methylethyl)--->2-Chloro-N-(2-isopropyl-phenyl)-acetamide