| Identification | More | [Name]
(+/-)1-(1-Naphthyl)ethylamine | [CAS]
42882-31-5 | [Synonyms]
(+/-)-1-(1-NAPHTHYL)ETHYLAMINE
1-(1-NAPHTHYL)ETHYLAMINE
1-NAPHTHALEN-1-YL-ETHYLAMINE
1-NAPHTHYLETHYLAMINE
(+/-)-alpha-Methyl-1-naphthalenemethylamine
DL-1-(1-NAPHTHYL)ETHYLAMINE
DL-ALPHA-(1-AMINOETHYL)NAPHTHALENE
DL-ALPHA-(1-NAPHTHYL)ETHYLAMINE
(+)-1-(1-Naphtyl)ethylamine
(+/-)-1-naphthalenemethanamin
(R)-(+)-1-(1-Nphthyl)ethylamne
Naphthylethylamine
(+/-)-1-(1-NPHTHYL)ETHYLAMNE
(±)-1-(1-Naphthyl)ethylamine,98%
1-Naphthaleneethylamine
1-Naphthalenemethanamine, .alpha.-methyl-
(n)-1-(1-naphthyl)ethylamine
(+/-)1-(1-Naphthyl)ethylamine
(+/-)-alpha-Methyl-1-naphthalenemethylamine
(±)-α-Methyl-1-naphthalenemethylamine, (±)-1-(1-Naphthyl)ethylamine | [EINECS(EC#)]
610-076-2 | [Molecular Formula]
C12H13N | [MDL Number]
MFCD00004014 | [Molecular Weight]
171.24 | [MOL File]
42882-31-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless or yellow liquidcrystalline | [Boiling point ]
156 °C15 mm Hg(lit.)
| [density ]
1.063 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.621(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in alcohol, ether; insoluble in H2O | [form ]
clear liquid | [pka]
9.26±0.40(Predicted) | [color ]
Colorless to Yellow to Green | [Optical Rotation]
Consistent with structure | [Sensitive ]
Air Sensitive | [BRN ]
3197375 | [InChI]
InChI=1S/C12H13N/c1-9(13)11-8-4-6-10-5-2-3-7-12(10)11/h2-9H,13H2,1H3 | [InChIKey]
RTCUCQWIICFPOD-UHFFFAOYSA-N | [SMILES]
C12C=CC=CC1=CC=CC=2C(N)C | [CAS DataBase Reference]
42882-31-5(CAS DataBase Reference) | [EPA Substance Registry System]
42882-31-5(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R34:Causes burns.
R25:Toxic if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
2735 | [WGK Germany ]
3
| [F ]
10-34 | [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29214990 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless or yellow liquidcrystalline | [Uses]
1-(1-Naphthyl)ethylamine is used in the enzymic resolution of amines. A chirality modifier. | [General Description]
The adsorption of 1-(1-naphthyl)ethylamine on platinum surfaces has been characterized by reflection-absorption infrared spectroscopy and temperature-programmed desorption both under ultrahigh vacuum and in situ from liquid solutions. | [Synthesis]
General procedure for the synthesis of 1-naphthylethylamine from 1-naphthylethanone: The corresponding ketone (10 mmol, specifically 1.14 g of 1a, 0.98 g of 1b, 1.48 g of 1c, 1.46 g of 1d, 1.46 g of 1e, 1.32 g of 1f, 1.20 g of 1g, 1.70 g of 1h, 1.70 g of 1i) was mixed with hydroxylamine hydrochloride ( 15 mmol, 1.04 g), ammonium formate (60 mmol, 3.78 g) and zinc powder (30 mmol, 1.96 g) in methanol (30 mL) and the reaction was stirred under reflux conditions. After completion of the reaction, the reaction mixture was filtered through Celite. The filtrate was subjected to vacuum rotary evaporation to remove the solvent. The residue was treated with concentrated hydrochloric acid followed by the addition of 4 mL of HCl solution and 30 mL of water and extracted with ether (2 x 20 mL) to remove organic impurities. The aqueous phase was adjusted to pH=10 with ammonia and extracted with dichloromethane (4 x 25 mL). The organic phases were combined, washed with saturated saline, dried over anhydrous sodium sulfate, and finally the solvent was removed in vacuum to obtain the target product 1-naphthylethylamine. | [References]
[1] Tetrahedron Letters, 2011, vol. 52, # 12, p. 1310 - 1312
[2] Journal of Medicinal Chemistry, 2006, vol. 49, # 21, p. 6197 - 6208
[3] Patent: WO2008/58235, 2008, A2. Location in patent: Page/Page column 23-24
[4] Synthetic Communications, 2011, vol. 41, # 3, p. 341 - 346
[5] Molecules, 2014, vol. 19, # 12, p. 21386 - 21397 |
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