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| | (S)-(-)-1-(2-Naphthyl)ethylamine Basic information |
| | (S)-(-)-1-(2-Naphthyl)ethylamine Chemical Properties |
| Melting point | 47-50 °C | | Boiling point | 90°C 0,15mm | | alpha | -21 º (C=1%, IN MEOH) | | density | 1.064±0.06 g/cm3(Predicted) | | refractive index | -20 ° (C=1, MeOH) | | Fp | 90°C/0.15mm | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | pka | 9.36±0.40(Predicted) | | form | powder to crystal | | color | White to Light yellow | | Optical Rotation | [α]20/D 21±1°, c = 1% in methanol | | Water Solubility | Insoluble in water. | | Sensitive | Air Sensitive | | BRN | 3195949 | | InChI | 1S/C12H13N/c1-9(13)11-7-6-10-4-2-3-5-12(10)8-11/h2-9H,13H2,1H3/t9-/m0/s1 | | InChIKey | KHSYYLCXQKCYQX-VIFPVBQESA-N | | SMILES | C[C@H](N)c1ccc2ccccc2c1 | | CAS DataBase Reference | 3082-62-0(CAS DataBase Reference) |
| Hazard Codes | Xi,N | | Risk Statements | 36/37/38-51/53 | | Safety Statements | 26-36-61 | | RIDADR | 2923 | | WGK Germany | 3 | | F | 10-34 | | HazardClass | 8 | | PackingGroup | III | | HS Code | 2921490090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Aquatic Chronic 2
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | (S)-(-)-1-(2-Naphthyl)ethylamine Usage And Synthesis |
| Uses | (S)-(-)-1-(2-Naphthyl)ethylamine is used in asymmetric synthesis. It is also used in the preparation of thiourea compounds using chiral amine, which is used as a bifunctional catalyst for the Strecker and nitro-Michael reactions. Further, it acts as a chiral building block and chiral resolution reagent. | | Synthesis | GENERAL METHODS: N-acylation reactions were carried out in cyclohexane in the presence or absence of TIPS-β-CD with racemic 1-(naphthalen-2-yl)ethylamine (1), (S)-(-)-1-(2-naphthalenyl)ethylamine (2), and 1-(naphthalen-2-yl)ethylamine (3) as the substrates, benzoyl chloride (4a-j) as the acylation reagent, and triethylamine as the base. First, racemic 1, 2, and 3 (6.0 × 10^-4 mmol) were mixed with 6-O-methylsilylated β-CD in cyclohexane (600 μL) and stirred for 1 h to reach complexation equilibrium. Subsequently, 6-O-methylsilylated β-CD, triethylamine (6.0 x 10^-4 mmol) and chloroyl chloride 4a-j were added at 10 °C. The reaction mixture was continued to be stirred for 6 h at 10 °C. Upon completion of the reaction, the product was analyzed by high performance liquid chromatography (HPLC) using a Diacel Chiralcel OD-H chiral column (250 mm × 4.6 mm I.D.) with hexane/2-propanol (80:20 or 95:5) as eluent at a flow rate of 0.5 or 1.5 mL/min and a UV detector (254 nm). The HPLC profiles of the N-acylation reaction products of 1, 2, and 3 with chloroyl chloride 4a-j (3.3 × 10^-4 mmol) in cyclohexane (600 μL), including triethylamine (6.0 × 10^-4 mmol), in the absence and presence of TIPS-β-CD (3.0 × 10^-3 mmol) are shown in Figures 1 and 2, and S18-26, respectively in. | | References | [1] Tetrahedron, 2014, vol. 70, # 2, p. 197 - 203 |
| | (S)-(-)-1-(2-Naphthyl)ethylamine Preparation Products And Raw materials |
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