| Identification | More | [Name]
(S)-(-)-1-(2-Naphthyl)ethylamine | [CAS]
3082-62-0 | [Synonyms]
(S)-(-)-1-(2-NAPHTHYL)ETHYLAMINE
(S)-1-(2-NAPHTHYL)ETHYLAMINE
(S)-1-(NAPHTHALEN-2-YL)ETHANAMINE
(S)-(-)-A-(2-NAPHTHYL)ETHYLAMINE
(s)-(-)-α-methyl-2-naphthalenemethylamine
(S)-(-)-1-(2-NAPHTHYL)ETHYLAMINE: CHIPROS 99%, EE 99%
(S)-(-)-1-(2-NAPHTHYL)ETHYLAMINE, CHIPROS 99+%, EE 99+%
(S)-2-(1-Aminoethyl)naphthalene | [EINECS(EC#)]
608-543-0 | [Molecular Formula]
C12H13N | [MDL Number]
MFCD00085366 | [Molecular Weight]
171.24 | [MOL File]
3082-62-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
47-50 °C
| [alpha ]
-21 º (C=1%, IN MEOH) | [Boiling point ]
90°C 0,15mm | [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 | [form ]
powder to crystal | [pka]
9.36±0.40(Predicted) | [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 | [InChIKey]
KHSYYLCXQKCYQX-VIFPVBQESA-N | [CAS DataBase Reference]
3082-62-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
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 .
S36:Wear suitable protective clothing . | [RIDADR ]
2923 | [WGK Germany ]
3
| [F ]
10-34 | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
2921490090 |
| Hazard Information | Back Directory | [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 |
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