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Naphthalen-2-methylamine
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Name

Naphthalen-2-methylamine

 EINECS N/A
CAS No. 2018-90-8 Density 1.095 g/cm3
PSA 26.02000 LogP 2.99880
Solubility N/A Melting Point 59.5°C
Formula C11H11N Boiling Point 301.5 °C at 760 mmHg
Molecular Weight 157.215 Flash Point 148.3 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 2018-90-8 (1-(2-NAPHTHYL)METHANAMINE) Hazard Symbols N/A
Synonyms

2-Naphthalenemethylamine(6CI,7CI,8CI);2-(Aminomethyl)naphthalene;2-Naphthylmethylamine;Naphthalen-2-ylmethanamine;[(Naphthalen-2-yl)methyl]amine;b-Naphthalenemethylamine;b-Naphthylmethylamine;

Article Data 57

Naphthalen-2-methylamine Synthetic route

66-99-9

β-naphthaldehyde

2018-90-8

naphthalen-2-ylmethylamine

Conditions
ConditionsYield
With piperidin-2-one; sodium tetrahydroborate; N,N-diisopropyl-4H-benzo[d][1,3,2]dioxaborinin-2-amine; ammonia In 1,2-dichloro-ethane at 20℃;99%
With ammonia; hydrogen In methanol at 120℃; under 15001.5 Torr; for 4h; Autoclave;99%
With ammonium hydroxide; hydrogen In ethanol at 130℃; under 7500.75 Torr; for 12h; Autoclave;93.6%
With ammonia; hydrogen In tert-butyl alcohol at 120℃; for 15h;90%
With ammonia; hydrogen In methanol at 120℃; under 15001.5 Torr; for 4h; Autoclave;99 %Spectr.
613-46-7

2-naphthalenecarbonitrile

2018-90-8

naphthalen-2-ylmethylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 5h; Inert atmosphere; Cooling with ice;98%
With potassium hydroxide; samarium diiodide In tetrahydrofuran for 0.0666667h; Ambient temperature;86%
With boron trifluoride-tetrahydrofuran complex for 48h; Heating;84%
164269-42-5

2-azidomethylnaphthalene

2018-90-8

naphthalen-2-ylmethylamine

Conditions
ConditionsYield
With hydrogenchloride; indium In tetrahydrofuran at 20℃; for 2.5h;91%
Stage #1: 2-azidomethylnaphthalene With ring-opening metathesis polymer-supported triphenylphosphine In tetrahydrofuran Staudinger reaction; Heating;
Stage #2: With ammonia In tetrahydrofuran; water Heating; Further stages.;
With water; triphenylphosphine In tetrahydrofuran Inert atmosphere; Reflux;95 mg
613-46-7

2-naphthalenecarbonitrile

109-73-9

N-butylamine

A

2018-90-8

naphthalen-2-ylmethylamine

B

104575-54-4

N-(2-naphthalenylmethylene)butane-1-amine

Conditions
ConditionsYield
With ammonium hydroxide; hydrogen In hexane at 80℃; under 750.075 Torr; for 18h; Autoclave; Green chemistry;A 14.9%
B 85.1%
247570-26-9

2-[(2-naphthyl)methyl]-1H-isoindole-1,3(2H)-dione

2018-90-8

naphthalen-2-ylmethylamine

Conditions
ConditionsYield
Stage #1: 2-[(2-naphthyl)methyl]-1H-isoindole-1,3(2H)-dione With hydrazine hydrate In ethanol for 1.5h; Inert atmosphere; Reflux;
Stage #2: With hydrogenchloride In ethanol; water at 90℃; for 15h; Inert atmosphere;
Stage #3: With sodium hydroxide In ethanol; water Inert atmosphere;		81%
With hydrazine hydrate In tetrahydrofuran; ethanol Hydrolysis;
With sodium tetrahydroborate; acetic acid In propan-1-ol; water at 80 - 90℃; for 5h;
With hydrazine hydrate In methanol for 1h; Heating;
With hydrazine In ethanol at 60℃; for 3h;
1592-38-7

2-Naphthalenemethanol

2018-90-8

naphthalen-2-ylmethylamine

Conditions
ConditionsYield
With ammonium hydroxide; C19H37IrN4(2+)*2I(1-) at 170℃; for 20h; Sealed tube;78%
51873-98-4, 57207-34-8, 24091-02-9

2-naphthaldoxime

A

2018-90-8

naphthalen-2-ylmethylamine

B

91-57-6

2-Methylnaphthalene

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol at 50℃; for 0.416667h;A 60%
B 35%
1592-38-7

2-Naphthalenemethanol

A

2018-90-8

naphthalen-2-ylmethylamine

B

47304-99-4

bis((naphthalen-2-yl)methyl)amine

Conditions
ConditionsYield
With ammonium hydroxide; C15H29IrN4(2+)*2I(1-) at 170℃; for 20h; Catalytic behavior; Reagent/catalyst; Temperature; Sealed tube;A 60%
B 14%
With ammonium hydroxide; C19H37IrN4(2+)*2I(1-) at 150℃; for 20h; Reagent/catalyst; Sealed tube;A 31%
B 56%
2243-82-5

2-naphthamide

2018-90-8

naphthalen-2-ylmethylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃;58%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃;56%
Stage #1: 2-naphthamide With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃;
Stage #2: With water In tetrahydrofuran at 0℃;		56%
With lithium aluminium tetrahydride; diethyl ether
With dimethylsulfide borane complex In tetrahydrofuran at 0 - 60℃; for 3h;
51873-98-4, 57207-34-8, 24091-02-9

2-naphthaldoxime

A

2018-90-8

naphthalen-2-ylmethylamine

(±)-1,2-di(naphthalen-2-yl)ethane-1,2-diamine

C

(1S,2R)-1,2-Di-naphthalen-2-yl-ethane-1,2-diamine

Conditions
ConditionsYield
With methanesulfonic acid; zinc In acetonitrile at 25℃; reduction;A 19%
B n/a
C n/a

Naphthalen-2-methylamine Specification

The Naphthalen-2-methylamine, with the CAS registry number 2018-90-8, is also known as 2-Naphthalenemethanamine. This chemical's molecular formula is C11H11N and molecular weight is 157.21. Its IUPAC name is called naphthalen-2-ylmethanamine.

Physical properties of Naphthalen-2-methylamine: (1)ACD/LogP: 2.32; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.72; (4)ACD/LogD (pH 7.4): 0.35; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 4.65; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.653; (13)Molar Refractivity: 52.54 cm3; (14)Molar Volume: 143.5 cm3; (15)Surface Tension: 47.5 dyne/cm; (16)Density: 1.095 g/cm3; (17)Flash Point: 148.3 °C; (18)Enthalpy of Vaporization: 54.17 kJ/mol; (19)Boiling Point: 301.5 °C at 760 mmHg; (20)Vapour Pressure: 0.00105 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)CN
(2)InChI: InChI=1S/C11H11N/c12-8-9-5-6-10-3-1-2-4-11(10)7-9/h1-7H,8,12H2
(3)InChIKey: XBCAHQUVHHVHHL-UHFFFAOYSA-N

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