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1-Naphthalenemethylamine
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Name

1-Naphthalenemethylamine

 EINECS 204-244-0
CAS No. 118-31-0 Density 1.095 g/cm3
PSA 26.02000 LogP 2.99880
Solubility N/A Melting Point 262-269 °C
Formula C11H11N Boiling Point 294.5 °C at 760 mmHg
Molecular Weight 157.215 Flash Point 148.3 °C
Transport Information UN 2735 Appearance Clear light yellow to yellow liquid
Safety 26-36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 118-31-0 (1-Hydroxyisoquinoline) Hazard Symbols IrritantXi
Synonyms

1-Naphthalenemethylamine(6CI,7CI,8CI);(Naphthalen-1-ylmethyl)amine;1-(1-Naphthyl)methanamine;1-(1-Naphthyl)methylamine;1-(Aminomethyl)naphthalene;1-Naphthylmethylamine;NSC 210425;Naphthalen-1-ylmethanamine;a-Naphthylmethylamine;

Article Data 90

1-Naphthalenemethylamine Synthetic route

55210-79-2

1-(azidomethyl)naphthalene

118-31-0

(naphth-1-yl)methylamine

Conditions
ConditionsYield
Stage #1: 1-(azidomethyl)naphthalene With 9-phenyl-9-phosphafluorene; phenylsilane In 1,4-dioxane at 101℃; for 16h; Staudinger reduction reaction; Inert atmosphere;
Stage #2: With water In 1,4-dioxane at 20℃; Staudinger reduction reaction; Inert atmosphere;		99%
With ammonium chloride; zinc In ethanol; water
86-52-2

1-Chloromethylnaphthalene

118-31-0

(naphth-1-yl)methylamine

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; ammonium hydroxide In PEG1000-DIL; methyl cyclohexane at 60℃; for 3h;98%
With ammonia fluess. Ammoniak;
With hydrogenchloride; hexamethylenetetramine 1) CH2Cl2, 12 h, 2) ethanol; Yield given. Multistep reaction;
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide / 10 h / 20 °C / Inert atmosphere
2: hydrazine hydrate / ethanol / 4 h / Inert atmosphere; Reflux
View Scheme
86-53-3

1-Cyanonaphthalene

118-31-0

(naphth-1-yl)methylamine

Conditions
ConditionsYield
With C19H34Cl2CoN2P; hydrogen; sodium ethanolate; sodium triethylborohydride In benzene at 135℃; under 22502.3 Torr; for 36h; Autoclave;98%
With [Ru(H)(BH4)(CO)(PPh3)(3-(di-tert-butylphosphino)-N-((1-methyl-1H-imidazol-2 yl)methyl)propylamine)]; hydrogen In isopropyl alcohol at 50℃; for 3h; Inert atmosphere; Autoclave;98%
With samarium diiodide; water In tetrahydrofuran for 0.0166667h; Ambient temperature;95%
13504-46-6, 51873-97-3, 57207-33-7

1-naphtylaldehyde oxime

118-31-0

(naphth-1-yl)methylamine

Conditions
ConditionsYield
With (pyridine)(tetrahydroborato)zinc In tetrahydrofuran for 0.4h; Heating;98%
With sodium hydrogensulfate monohydrate; molybdenum(V) chloride; sodium cyanoborohydride In ethanol for 2h; Reflux;97%
With sodium tetrahydroborate at 20℃; for 0.0333333h; neat (no solvent, solid phase);96%
86328-84-9

4-methyl-N-(naphthalen-1-ylmethyl)benzenesulfonamide

118-31-0

(naphth-1-yl)methylamine

Conditions
ConditionsYield
Stage #1: 4-methyl-N-(naphthalen-1-ylmethyl)benzenesulfonamide With n-butyllithium In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: With naphthalene; lithium In tetrahydrofuran at -78 - 25℃;
Stage #3: With water In tetrahydrofuran		94%
66-77-3

1-naphthaldehyde

118-31-0

(naphth-1-yl)methylamine

Conditions
ConditionsYield
With N,N'-bis(salicylidene)-1,2-phenylene-diaminocobalt(II); ammonia; hydrogen In tetrahydrofuran; water at 120℃; for 24h; Autoclave;86%
With lithium borohydride; Rink amine resin; water; trifluoroacetic acid; trimethyl orthoformate solid phase synthesis; 1) RT, 2) THF, 70 deg C, 5 h, 3) CH2Cl2, RT, 5 h; Yield given. Multistep reaction;
Multi-step reaction with 3 steps
1: NaBH4 / ethanol; H2O / 20 °C
2: 2.7 g / PPh3; DEAD / tetrahydrofuran / 22 h / 0 - 20 °C
3: NaBH4; AcOH / propan-1-ol; H2O / 5 h / 80 - 90 °C
View Scheme
86-53-3

1-Cyanonaphthalene

A

118-31-0

(naphth-1-yl)methylamine

B

5798-49-2

1-(naphthalen-1-yl)-N-(naphthalen-1-ylmethyl)methanamine

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel dichloride In ethanol at 20℃; for 0.0833333h;A 82%
B 7%
With tetralin; nickel at 190℃; under 15200 Torr; Hydrogenation;
With nickel; decalin at 190℃; under 15200 Torr; Hydrogenation;
4780-79-4

1-naphthalene methanol

118-31-0

(naphth-1-yl)methylamine

Conditions
ConditionsYield
Stage #1: 1-naphthalene methanol With resin-bound CH2OCONHCOOtBu; diethylazodicarboxylate In tetrahydrofuran for 12h; Solid phase reaction; Mitsunobu reaction;
Stage #2: With trifluoroacetic acid In 1,2-dichloro-ethane for 4h; Decarboxylation;		80%
Multi-step reaction with 2 steps
1: 2.7 g / PPh3; DEAD / tetrahydrofuran / 22 h / 0 - 20 °C
2: NaBH4; AcOH / propan-1-ol; H2O / 5 h / 80 - 90 °C
View Scheme
Multi-step reaction with 2 steps
1: acetic acid; hydrogen bromide / 0.5 h / 0 °C
2: ammonia / ethanol; water / 4 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: hydrogen bromide / acetic acid / 0.5 h / 0 °C
2: ammonium hydroxide / ethanol / 4 h / 20 °C
View Scheme
67-56-1

methanol

55210-79-2

1-(azidomethyl)naphthalene

A

118-31-0

(naphth-1-yl)methylamine

B

16413-71-1

N,N-dimethyl(naphthalen-1-yl)methanamine

C

14489-75-9

N-methyl-1-naphthalenemethylamine

Conditions
ConditionsYield
With trans-RuCl(phenpyra-Me)(PPh3)2PF6; sodium hydroxide at 125℃; for 2.5h; Sealed tube; Inert atmosphere; Glovebox;A 8 %Chromat.
B 9 %Chromat.
C 68%
55210-79-2

1-(azidomethyl)naphthalene

A

1-(naphthalen-1-yl)-N-(naphthalen-1-ylmethylene)methanamine

B

118-31-0

(naphth-1-yl)methylamine

C

95048-05-8

1-naphthaldimine

D

86-53-3

1-Cyanonaphthalene

Conditions
ConditionsYield
With tert-butylethylene; [IrClH(1,3-bis((di-tert-butylphosphino)methyl)benzene)]; sodium t-butanolate In para-xylene at 200℃; for 7h; Sealed tube;A n/a
B n/a
C n/a
D 64%

1-Naphthalenemethylamine Chemical Properties

Product Name: 1-Naphthalenemethylamine
The MF of 1-Naphthalenemethylamine (118-31-0) is C11H11N.

                        
The MW of 1-Naphthalenemethylamine (118-31-0) is 157.21.
Synonyms of 1-Naphthalenemethylamine (118-31-0): 1-Naphthylmethanamine ; Alpha-naphthylmethylamine ; A-menaphthylamine ; 1-Aminomethylnaphthalene ; C-Naphthalen-1-yl-methylamine
Product Categories: Naphthalene derivatives;API intermediates
Form: Clear light yellow to yellow liquid
Index of Refraction: 1.653
EINECS: 204-244-0  
Density: 1.095 g/cm3 
Flash Point: 148.3 °C 
Boiling Point: 294.5 °C 
Melting Point: 262-269 °C 
Sensitive: Air Sensitive
BRN: 2206459

1-Naphthalenemethylamine Safety Profile

Safety information of 1-Naphthalenemethylamine (118-31-0):
Hazard Codes  Xi
Risk Statements  36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin 
Safety Statements  26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection 
RIDADR  2735
WGK Germany  3
F  10-34
HazardClass  8
PackingGroup  III

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