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1-(1-Naphthyl)ethylamine

1-(1-Naphthyl)ethylamine structure

CAS No:
42882-31-5
Formula:
C12H13N
Chemical Name:
1-(1-Naphthyl)ethylamine
Synonyms:
1-Naphthalenemethanamine,α-methyl-;1-Naphthalenemethanamine,α-methyl-,(±)-;α-Methyl-1-naphthalenemethanamine;dl-α-(1-Naphthyl)ethylamine;(±)-1-(1-Naphthyl)ethylamine;(±)-1-(α-Naphthyl)ethylamine;(RS)-1-(1-Naphthyl)ethylamine;(RS)-1-(α-Naphthyl)ethylamine;α-Methyl-1-naphthalenemethylamine;1-(α-Naphthyl)ethylamine;1-(1-Naphthyl)ethylamine;1-Amino-1-(1-naphthyl)ethane;(1-(Naphthalen-1-yl)ethyl)amine;NSC 180601;NSC 75881;(±)-α-(1-Naphthyl)ethylamine;1-(Naphthalen-1-yl)ethanamine;1-Naphthylethylamine;1-(Naphthalen-1-yl)ethan-1-amine;3309-13-5
Categories:
Organic Chemistry > Amides

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Description

Colorless or yellow liquidcrystalline

1-(1-Naphthyl)ethylamine Basic Attributes

Molecular Weight：

171.24

Exact Mass：

171.24

BRN：

3197375

EC Number：

1308068-626-2

NSC Number：

180601|75882|75881

HScode：

2921499090

Characteristics

PSA：

XLogP3：

2.8

Density：

1.063 g/cm³ @ Temp: 19 °C

Boiling Point：

153 °C

Flash Point：

>230 °F

Refractive Index：

1.630

Safety Information

Packing level：

III

Hazard category：

Transport codes：

2735

wgk germany：

hazard class code：

36/37/38-34-25

safety instructions：

26-36-45-36/37/39

Marks：

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|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.

Drug Information

MeSH Entry Terms：

1-(1-naphthyl)ethylamine

1-(1-Naphthyl)ethylamine Use and Manufacturing

Methods of 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.

Manufacturing Info：

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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