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| | Benzenamine, 2-ethynyl-4-methyl- (9CI) Basic information |
| | Benzenamine, 2-ethynyl-4-methyl- (9CI) Chemical Properties |
| Boiling point | 241.8±33.0 °C(Predicted) | | density | 1.03±0.1 g/cm3(Predicted) | | storage temp. | 2-8°C(protect from light) | | form | solid | | pka | 2.44±0.10(Predicted) | | InChI | 1S/C9H9N/c1-3-8-6-7(2)4-5-9(8)10/h1,4-6H,10H2,2H3 | | InChIKey | VCOACWPANOYCBP-UHFFFAOYSA-N | | SMILES | NC1=C(C#C)C=C(C)C=C1 |
| Hazard Codes | Xi | | Risk Statements | 36 | | Safety Statements | 26 | | WGK Germany | WGK 3 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2 |
| | Benzenamine, 2-ethynyl-4-methyl- (9CI) Usage And Synthesis |
| Synthesis | General procedure for the synthesis of 2-ethynyl-4-methylaniline from the compound (CAS: 180624-14-0): to a stirred 2:1 MeOH/Et2O (250 mL) solution of 2-ethynyl-4-methylaniline (22) (11.32 g, 55.6 mmol) was added, at room temperature, K2CO3 (15.38 g, 111 mmol ). After stirring at this temperature for 1 h, the reaction mixture was diluted with water and extracted with CH2Cl2. The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to afford 2-alkynyl-4-methylaniline (23) as a light brown solid without further purification (6.79 g, 93%).1H NMR (300 MHz, CDCl3) δ 7.14 (d, J = 1.5 Hz, 1H), 6.96 (dd, J = 8.2, 1.5 Hz, 1H), 6.62 (d, J = 8.2, 1.5 Hz, 1H) 6.62 (d, J = 8.2 Hz, 1H), 4.11 (s, 2H), 3.36 (s, 1H), 2.21 (s, 3H). | | References | [1] Patent: US2014/31559, 2014, A1. Location in patent: Paragraph 0272
[2] Journal of Organic Chemistry, 2006, vol. 71, # 9, p. 3653 - 3655
[3] Synlett, 2006, # 1, p. 65 - 68
[4] Angewandte Chemie - International Edition, 2007, vol. 46, # 12, p. 2074 - 2077
[5] Journal of Organic Chemistry, 2008, vol. 73, # 11, p. 4160 - 4165 |
| | Benzenamine, 2-ethynyl-4-methyl- (9CI) Preparation Products And Raw materials |
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