(+/-)1-(1-Naphthyl)ethylamine
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(+/-)1-(1-Naphthyl)ethylamine
structure -
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CAS No:
42882-31-5
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Formula:
C12H13N
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Chemical Name:
(+/-)1-(1-Naphthyl)ethylamine
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Synonyms:
(±)-1-(1-Naphthyl)ethylamine,98%;(±)-α-Methyl-1-naphthalenemethylamine, (±)-1-(1-Naphthyl)ethylamine;1-Naphthalen-1-ylethanamine;(±)-1-(1-Aminoethyl)naphthalene;rac-(1R*)-1-(1-Naphtyl)ethanamine;rac-[(R*)-1-(1-Naphtyl)ethyl]amine;1-(1-Naphtyl)ethanamine;α-Methyl-1-naphthalenemethanamine
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CAS No:
Description
Colorless or yellow liquidcrystalline
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 andin situfrom liquid solutions.
(+/-)1-(1-Naphthyl)ethylamine Basic Attributes
171.24
171.24
3197375
610-076-2
180601|75882|75881
TSCA listed
Colorless to Yellow to Green
29214990
Characteristics
26
2.8
1.063 g/mL at 25 °C(lit.)
156 °C15 mm Hg(lit.)
>230 °F
n20/D1.621(lit.)
9.26±0.40(Predicted)
Keep in dark place,Sealed in dry,Room Temperature
Safety Information
III
8
2735
3
Xi
26-36-45-36/37/39
Xi
P261-P305 + P351 + P338
36/37/38-34-25
2735
|Danger|H301 (67.88%): Toxic if swallowed [Danger Acute toxicity, oral]|P260, P261, P264, P270, P271, P273, P280, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P337+P313, P362, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 137 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H301 (67.69%): Toxic if swallowed [Danger Acute toxicity, oral]|Aggregated GHS information provided by 130 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P260, P264, P270, P273, P280, P301+P310, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P391, P405, and P501|Aggregated GHS information provided by 91 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
(+/-)1-(1-Naphthyl)ethylamine Use and Manufacturing
The corresponding ketone (10 mmol: 1.14 g of 1a, 0.98 g of 1b, 1.48 g of 1c, 1.46 g of1d, 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), hydroxylamine hydrochloride (15mmol, 1.04 g), ammonium formate (60 mmol, 3.78 g) and Zn powder (30 mmol, 1.96 g) in methanol (30mL) was stirred under reflux. After completion of the reaction the mixture was filtered through Celite.(R). andthe solvent was removed by vacuum rotary evaporation. The residue was treated with conc. HCl solution (4mL) and water (30 mL), and then extracted with diethyl ether (2x20 mL) to remove organic residues. Theaqueous phase was alkalized with ammonia solution to pH=10 and extracted with dichloromethane (4x25mL). The organic phase was washed with brine, dried over sodium sulfate and the solvent removed undervacuum.Gaseous hydrogen chloride was bubbled through a stirred solution of N-diphenylphosphinyl-1-naphthylethylamine in ethyl alcohol for 2 hours at room temperature. The reaction mixture was concentrated, made basic by the addition of an aqueous solution of sodium hydroxide (2 M) and extracted with dichloromethane (3.x.10 ml). The organic layer was washed with brine (1.x.10 ml), dried over magnesium sulphate and concentrated to give the product as a yellow liquid in 80percent yield.
1-(1-Naphthyl)ethylamine is used in the enzymic resolution of amines. A chirality modifier.
1-Naphthalenemethanamine, .alpha.-methyl-, (.alpha.S)-: ACTIVE|1-Naphthalenemethanamine, .alpha.-methyl-, (.alpha.R)-: ACTIVE|1-Naphthalenemethanamine, .alpha.-methyl-: ACTIVE
Computed Properties
Molecular Weight:171.24
XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:171.104799419
Monoisotopic Mass:171.104799419
Topological Polar Surface Area:26
Heavy Atom Count:13
Complexity:167
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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