1-Aminonaphthalene supplier

Name
1-Aminonaphthalene
EINECS 205-138-7
CAS No. 134-32-7
Article Data349
CAS DataBase
Density 1.137 g/cm³
Solubility 0.1698 g/100 mL in water
Melting Point 47-50 °C
Formula C₁₀H₉N
Boiling Point 301 °C at 760 mmHg
Molecular Weight 143.188
Flash Point 152.1 °C
Transport Information UN 2790 8/PG 3
Appearance light tan to purple crystalline solid
Safety 26-36/37/39-45-61-24
Risk Codes 34-51/53-22
Molecular Structure
Hazard Symbols Xn,C,N
Synonyms 1-Naphthylamine(8CI);1-Naphthalamine;C.I. 37265;C.I. Azoic DiazoComponent 114;Fast Garnet Base B;Naphthalen-1-ylamine;Naphthalidam;Naphthalidine;a-Aminonaphthalene;alfa-Naftyloamina;
PSA 26.02000
LogP 3.00320

Synthetic route

: 86-57-7
1-Nitronaphthalene

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With triethylsilane; palladium dichloride In ethanol at 20℃; for 0.166667h; Inert atmosphere;	100%
With hydrazine hydrate at 90℃; for 1h; chemoselective reaction;	100%
With Zr12(μ3-O)5[(μ3-O)CoCl]8[(μ2-O)2(μ3-O)CoCl]3Li3(triphenyldicarboxylate)9; hydrogen; sodium triethylborohydride In toluene at 110℃; under 30003 Torr; for 42h; Catalytic behavior; Inert atmosphere; Schlenk technique;	100%

: 91-20-3
naphthalene

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
Stage #1: naphthalene With pyridine; trifluorormethanesulfonic acid; tetrabutylammonium tetrafluoroborate In acetonitrile at 25℃; Electrochemical reaction; Stage #2: With piperidine In acetonitrile at 80℃; for 12h; Electrochemical reaction;	99%
With oxygen; potassium carbonate; ammonium chloride In acetonitrile at 20℃; for 48h; pH=8 - 10; UV-irradiation;	53%
With boron carbon nitride; ammonia; oxygen In dimethyl sulfoxide under 760.051 Torr; Irradiation;	53%

: 25216-21-1
N-(2-naphthyl) allylcarbamate

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With chloro-trimethyl-silane; cyclopentadienyl titanium(IV) trichloride; magnesium; triethylamine In tetrahydrofuran at 50℃; for 24h;	99%

: 3349-64-2, 68253-36-1, 100485-58-3
1-tetralone oxime

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With Pd(OH)x/LDH In N,N-dimethyl acetamide at 150℃; for 6h; Schlenk technique; Inert atmosphere;	99%

: C29H23NO2

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With palladium 10% on activated carbon In tetrahydrofuran; water at 45℃; for 6h;	99%

: 6921-40-0
1-azidonaphthalene

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With D-glucose; potassium hydroxide In water at 85℃; for 0.166667h; Green chemistry; chemoselective reaction;	98%
With methanol; sodium tetrahydroborate In tetrahydrofuran for 1h; Heating;	94%
With zinc(II) tetrahydroborate In 1,2-dimethoxyethane for 1.5h; Ambient temperature;	94%

: 90-11-9
1-Bromonaphthalene

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With 2-((dicyclohexylphosphino)methyl)-1,3-bis(2,6-diisopropylphenyl)-4,5-dimethyl-1H-imidazol-3-ium iodide; ammonia; palladium diacetate; sodium t-butanolate In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere;	98%
With ammonia; triethylamine In water at 20℃; for 10h;	97%
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;	95%

: 32566-86-2
benzhydrylidene-[1]naphthyl-amine

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; water Ambient temperature;	98%
With hydrogenchloride In tetrahydrofuran at 20℃;	80%
With hydrogenchloride In tetrahydrofuran; water at 20℃;	18.1 mg

: 941-98-0
1'-naphthacetophenone

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With methanol; O-benzenesulfonyl-acetohydroxamic acid ethyl ester; toluene-4-sulfonic acid at 23℃; for 24h; Inert atmosphere;	98%
With O-benzenesulfonyl-acetohydroxamic acid ethyl ester; toluene-4-sulfonic acid In ethanol at 20℃; for 24h;	62%

: 90-13-1
1-Chloronaphthalene

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With 2-((dicyclohexylphosphino)methyl)-1,3-bis(2,6-diisopropylphenyl)-4,5-dimethyl-1H-imidazol-3-ium iodide; ammonia; palladium diacetate; sodium t-butanolate In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere;	97%
With ammonium sulfate; (R)-(-)-1-[(SP)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; bis(tri-ortho-tolylphosphine)palladium(0); sodium t-butanolate In 1,4-dioxane at 100℃; for 12h; Inert atmosphere; Glovebox;	97%
With ammonium hydroxide; potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation;	90%

: 92599-49-0
3-(Naphthalen-1-ylcarbamoyloxy)-cyclohex-1-enecarboxylic acid ethyl ester

A: 55510-68-4, 200637-78-1
ethyl cyclohex-2-enyl-acetate

B: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With lithium di-n-butylcuprate In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether at -50 - -20℃; for 2h; in presence other reagents (Zn, CrCl2), too;	A 97% B n/a

: 90-14-2
1-Iodonaphthalene

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;	97%
With copper(I) oxide; ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 80℃; for 15h;	96%
Stage #1: 1-Iodonaphthalene With copper(l) iodide; D-glucosamine hydrochloride; potassium carbonate In water; acetone at 90℃; for 0.166667h; Stage #2: With ammonia In water; acetone at 90℃; for 24h;	95%

: 487-10-5
1,2-di(naphthalen-1-yl)diazene

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With zinc In methanol at 25℃; for 0.15h; Inert atmosphere;	96%
With perchloric acid In isopropyl alcohol; acetonitrile at 25℃; for 0.666667h; pH=2; Inert atmosphere; Irradiation;	92%
With formic acid; zinc In methanol at 20℃; for 0.266667h;	85%
With ammonium formate; nickel In methanol at 20℃; for 0.266667h;	85%
With ammonium acetate; zinc In methanol at 20℃; for 0.0833333h;	85%

: 529-34-0
3,4-dihydronaphthalene-1(2H)-one

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
	95%
With ethene; 5%-palladium/activated carbon; ammonium acetate In acetonitrile at 90℃; under 760.051 Torr; for 48h; Reagent/catalyst; Schlenk technique;	89%
Multi-step reaction with 2 steps 2: hydrogen chloride; acetic acid; acetic acid anhydride View Scheme

: 131775-94-5
2-[(naphthalen-1-ylamino)methylidene]malonic acid diethyl ester

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With ethylenediamine In ethanol at 20℃; for 5h;	95%

: 6336-03-4
naphthalen-1-ylcarbamic acid benzyl ester

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.25h; chemoselective reaction;	94%
With methylmagnesium bromide; hydrogen; palladium diacetate; nickel diacetate In water at 45℃; for 18h;	91%
With 4-methyl-morpholine; tetrahydroxydiboron; 5%-palladium/activated carbon In 1,2-dichloro-ethane at 50℃; for 1.5h;	76%

: 118-44-5
1-N-ethylnaphthylamine

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With piperidine; dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate In acetonitrile at -78℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation;	94%

: 90-11-9
1-Bromonaphthalene

A: 737-89-3
N,N-di(naphth-1-yl)amine

B: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
Stage #1: 1-Bromonaphthalene With ammonia; sodium t-butanolate; [(CyPF-tBu)PdCl2] In 1,2-dimethoxyethane at 90℃; under 4137.29 - 10343.2 Torr; for 20h; Stage #2: With hydrogenchloride In 1,2-dimethoxyethane; water at 20℃; for 0.0833333h; Stage #3: With sodium hydrogencarbonate In 1,2-dimethoxyethane; water Product distribution / selectivity;	A n/a B 92%
Stage #1: 1-Bromonaphthalene With lithium amide; [(CyPF-tBu)PdCl2] In 1,2-dimethoxyethane at 80℃; for 20h; Sealed vial; Stage #2: With hydrogenchloride In 1,2-dimethoxyethane; water at 20℃; for 0.0833333h; Stage #3: With sodium hydrogencarbonate In 1,2-dimethoxyethane; water Product distribution / selectivity;	A n/a B 89%
With C28H30Cl5N3Pd; ammonia; lithium isopropoxide; sodium t-butanolate In 1,4-dioxane at 100℃; for 2h; Reagent/catalyst; Inert atmosphere; Schlenk technique;	A n/a B 82%

: 13922-41-3
1-Naphthylboronic acid

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With copper(I) oxide; ammonium hydroxide; air In methanol at 20℃; for 16h;	92%
With potassium carbonate; ammonium hydroxide In methanol at 60℃; for 17h;	90%
With O-(2,4-dinitrophenyl)hydroxylamine In toluene at 50℃; for 24h; Inert atmosphere;	84%

: 85630-39-3
1-naphthyl N,N-diethylcarbamate

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With ammonium sulfate; C43H60ClFeNNiP2; sodium t-butanolate In o-xylene at 100℃; for 16h; Reagent/catalyst; Inert atmosphere; Autoclave;	91%
With (CyPFCy)Ni(o-tol)Cl; ammonia; sodium t-butanolate In 1,4-dioxane at 80℃; for 24h; Reagent/catalyst; Inert atmosphere; Sealed tube;	60%

: 33555-03-2
2-(naphthalen-1-ylamino)-1-phenylethan-1-one

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With magnesium; acetic acid In methanol at 20℃;	90%

: 72594-62-8
naphthalen-1-yl-carbamic acid tert-butyl ester

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With 3-butyl-l-methyl-1H-imidazol-3-iumtrifloroacetate In 1,4-dioxane; water at 70 - 72℃; for 2h;	89%
With water at 150℃; for 8h; Subcritical conditions;	88%
With methanol; oxalyl dichloride at 20℃; for 2h; Temperature;	87%

: 1234464-24-4
1-tetralone pivaloyl oxime

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; tricyclopentylphosphine In toluene at 95℃; for 8h; Reagent/catalyst; Glovebox;	87%

: 68716-52-9
1-naphthylboronic acid pinacol ester

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With potassium tert-butylate; 1-amino-1,4-diazabicyclo[2.2.2]octane-1,4-diium iodide In tetrahydrofuran at 100℃; for 1h; Sealed tube;	87%

: 6141-93-1
(E)-di-[1]naphthyl-diazene

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With nickel; hydrazinium monoformate In methanol for 0.25h; Heating;	85%

: 2298-07-9
4-Bromo-1-naphthylamine

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
Stage #1: 4-Bromo-1-naphthylamine With palladium dichloride In water at 20℃; for 0.0333333h; Stage #2: With 1,1,3,3-Tetramethyldisiloxane for 2.46667h;	85%

: N,N-dimethyl-3-(naphthalen-1-ylamino)propionamide

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With Imidazole hydrochloride at 150℃; for 9h;	85%
With Imidazole hydrochloride In neat (no solvent) at 150℃; for 9h; Schlenk technique;	85%

: 703-55-9
1-naphthylmagnesiumbromide

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
Stage #1: 1-naphthylmagnesiumbromide With zinc(II) chloride In tetrahydrofuran at -3 - 20℃; Inert atmosphere; Stage #2: With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N,N-diphenylaminobenzene; acetone oxime-o-p-benzenesulfonic ester; copper(l) chloride In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere; Stage #3: With hydrogenchloride; water In tetrahydrofuran at 20℃; for 4h; Inert atmosphere;	84%
With hydrogenchloride; O-(diphenylphosphinyl)hydroxylamine In tetrahydrofuran for 12h; Ambient temperature;	31%
Multi-step reaction with 2 steps 1.1: tetrahydrofuran / -5 - 20 °C / Inert atmosphere 2.1: triphenylphosphine; acetone oxime-o-p-benzenesulfonic ester / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere 2.2: 20 °C / Inert atmosphere View Scheme

: 2216-68-4
N-methylnaphthalen-1-amine

: 134-32-7
1-amino-naphthalene

Conditions

Conditions	Yield
With piperidine; dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate In acetonitrile at -78℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation;	84%

: 541-41-3
chloroformic acid ethyl ester

: 134-32-7
1-amino-naphthalene

: 5255-68-5
ethyl (naphthalen-1-yl)carbamate

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran; water at 20℃; for 12h;	100%
With triethylamine In tetrahydrofuran for 1h; Heating;	99%

: 108-24-7
acetic anhydride

: 134-32-7
1-amino-naphthalene

: 575-36-0
1-acetamidonaphthalene

Conditions

Conditions	Yield
In dichloromethane at 20℃; Inert atmosphere;	100%
With silica gel for 0.05h; Microwave irradiation; neat (no solvent);	98%
With rice husk ash at 20℃; Green chemistry;	98%

: 1147550-11-5
ammonium thiocyanate

: 134-32-7
1-amino-naphthalene

: 86-88-4
naphthalen-1-yl-thiourea

Conditions

Conditions	Yield
Stage #1: ammonium thiocyanate With benzoyl chloride In acetone for 0.333333h; Reflux; Stage #2: 1-amino-naphthalene In acetone for 1h; Reflux; Stage #3: With sodium hydroxide In water at 80℃; for 0.5h;	100%
With hydrogenchloride; water
With hydrogenchloride at 100℃;

: 134-32-7
1-amino-naphthalene

: 555-16-8
4-nitrobenzaldehdye

: 967-13-5
N-(napht-1-yl)-N-(p-nitrobenzylidene)amine

Conditions

Conditions	Yield
for 24h; Ambient temperature;	100%
In ethanol	85%
With ethanol

: 134-32-7
1-amino-naphthalene

: 100-52-7
benzaldehyde

: 890-51-7
N-benzylidenenaphthalen-1-amine

Conditions

Conditions	Yield
With aluminum oxide for 5h; Milling;	100%
In water at 20℃; for 2h;	80%
In dichloromethane for 10h; Reflux;	70%

: 134-32-7
1-amino-naphthalene

: 123-08-0
4-hydroxy-benzaldehyde

: 93324-84-6
(E)-4-((naphthalen-1-ylimino)methyl)phenol

Conditions

Conditions	Yield
for 2h; Ambient temperature;	100%
at 80℃; for 0.0833333h;	78%

: 134-32-7
1-amino-naphthalene

: 121-33-5
vanillin

: 78174-01-3
2-methoxy-4-(1-naphthyliminomethyl)phenol

Conditions

Conditions	Yield
for 24h; Ambient temperature;	100%
In ethanol at 20 - 23℃;	92%
With ethanol
In ethanol

: 134-32-7
1-amino-naphthalene

: 98-59-9
p-toluenesulfonyl chloride

: 18271-17-5
N-tosyl-1-naphthylamine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 4℃;	100%
With pyridine	98%
at 20℃; for 0.166667h;	94%

: 134-32-7
1-amino-naphthalene

: 87-13-8
diethyl 2-ethoxymethylenemalonate

: 131775-94-5
2-[(naphthalen-1-ylamino)methylidene]malonic acid diethyl ester

Conditions

Conditions	Yield
High vacuum;	100%
In ethanol at 28℃; for 6h;	98%
at 130℃; for 2.75h; Substitution;	91%

: 134-32-7
1-amino-naphthalene

: 6921-40-0
1-azidonaphthalene

Conditions

Conditions	Yield
With tert.-butylnitrite; trimethylsilylazide In acetonitrile at 0 - 20℃; for 1h;	100%
With dmap; 2-azido-1,3-dimethylimidazolin-1-ium hexafluorophosphate In dichloromethane at 50℃; for 1.5h; Inert atmosphere;	92%
With dmap; 2-azido-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium hexafluorophosphate (V) In dichloromethane at 30℃; for 5h; Reagent/catalyst; Solvent; Inert atmosphere;	92%

: 104-88-1
4-chlorobenzaldehyde

: 134-32-7
1-amino-naphthalene

: 135569-53-8
(E)-N-(4-chlorobenzylidene) naphthalen-1-amine

Conditions

Conditions	Yield
for 2h; Ambient temperature;	100%
In benzene for 4h; Heating;
In benzene Heating;

: 52225-57-7
2,2,2-trifluoro-N-{2,2,2-trifluoro-1-(trifluoromethyl) ethylidene}acetamide

: 134-32-7
1-amino-naphthalene

: 121825-80-7
N-(α-trifluoroacetylaminohexafluoroisopropyl)-α-naphthylamine

Conditions

Conditions	Yield
In chloroform at -20℃;	100%

: 40657-29-2
1,1,1-trifluoro-4,4-diethoxy-3-buten-2-one

: 134-32-7
1-amino-naphthalene

: 128648-67-9
(E)-4-Ethoxy-1,1,1-trifluoro-4-(naphthalen-1-ylamino)-but-3-en-2-one

Conditions

Conditions	Yield
In acetonitrile for 18h; Ambient temperature;	100%

: 134-32-7
1-amino-naphthalene

: 74888-65-6
N,N-diethylaminomethylene-1,1,1,5,5,5-hexafluoroacetylacetone

: 155495-74-2
1,1,1,5,5,5-Hexafluoro-3-(naphthalen-1-ylaminomethylene)-pentane-2,4-dione

Conditions

Conditions	Yield
With iron(III) chloride	100%

: 134-32-7
1-amino-naphthalene

: 80852-48-8
N-α-Tosyl-4-cyanphenylalaninchlorid

: 80852-66-0
3-(4-Cyano-phenyl)-N-naphthalen-1-yl-2-(toluene-4-sulfonylamino)-propionamide

Conditions

Conditions	Yield
In benzene for 1.5h; Ambient temperature;	100%

: 767-60-2
3-Methylindene

: 134-32-7
1-amino-naphthalene

: 100-52-7
benzaldehyde

: (6S,6aR,11bR)-11b-Methyl-6-phenyl-6,6a,7,11b-tetrahydro-5H-benzo[h]indeno[1,2-c]quinoline

Conditions

Conditions	Yield
With (polyallyl)scanduium trifylamide ditriflate In dichloromethane; acetonitrile at 40℃; for 15h;	100%

...Expand

: 134-32-7
1-amino-naphthalene

: 1122-91-4
4-bromo-benzaldehyde

: 116401-74-2
[1-(4-Bromo-phenyl)-meth-(E)-ylidene]-naphthalen-1-yl-amine

Conditions

Conditions	Yield
for 2h; Ambient temperature;	100%
In benzene Reflux;

: 696-59-3
cis,trans-2,5-dimethoxytetrahydrofuran

: 134-32-7
1-amino-naphthalene

: 92163-14-9
N-naphthylpyrrole

Conditions

Conditions	Yield
With bismuth (III) nitrate pentahydrate at 75℃; for 0.0833333h; Microwave irradiation; neat (no solvent);	100%
With bismuth (III) nitrate pentahydrate at 20℃; for 0.0833333h; Sonication; Neat (no solvent);	95%
With scandium tris(trifluoromethanesulfonate) In 1,4-dioxane at 100℃; for 0.5h; Clauson-Kaas condensation;	94%

: 24424-99-5
di-tert-butyl dicarbonate

: 134-32-7
1-amino-naphthalene

: 72594-62-8
naphthalen-1-yl-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: 1-amino-naphthalene With triethylamine In tetrahydrofuran; water at 20℃; for 0.0833333h; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 0 - 20℃; for 6h;	100%
In ethanol at 30℃; for 24h;	99%
With iron oxide In ethanol at 20℃; for 3h; Green chemistry; chemoselective reaction;	99%

: 134-32-7
1-amino-naphthalene

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: 1148148-44-0
C18H19NO4

Conditions

Conditions	Yield
In methanol Reflux;	100%
In ethanol at 20℃; for 0.5h;

: 23391-99-3
4,4'-bicyclohexanone

: 134-32-7
1-amino-naphthalene

: C32H36N2

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 16h; Cooling with ice;	100%

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 134-32-7
1-amino-naphthalene

: C44H40N4P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	100%

: 305836-05-9
4-Butylaminomethyl-1,2-dimethoxy-naphthalene

: 134-32-7
1-amino-naphthalene

: C19H25NO3

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydrogencarbonate; triethylamine; acetyl chloride In dichloromethane	100%

: 134-32-7
1-amino-naphthalene

: 321-38-0
1-Fluoronaphthalene

Conditions

Conditions	Yield
Stage #1: 1-amino-naphthalene With hydrogenchloride; sodium nitrite In water at 5 - 75℃; Stage #2: With tetrafluoroboric acid In water for 0.25h; Stage #3: at 85 - 90℃; Temperature;	99.8%
With potassium nitrite; hydrogen fluoride
With tert.-butylnitrite; silicon tetrafluoride 1.) CH2Cl2, room temp., 1 h, 2.) 130-140 deg C, 1 h; Yield given. Multistep reaction;

: 463-71-8
thiophosgene

: 134-32-7
1-amino-naphthalene

: 551-06-4
1-isothiocyanatonaphthalene

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	99%
With triethylamine In dichloromethane at 20℃; for 1h;	99%
With chloroform; water

: 134-32-7
1-amino-naphthalene

: 110-13-4
2,5-hexanedione

: 18494-86-5
2,5-dimethyl-1-(naphthyl)-pyrrole

Conditions

Conditions	Yield
With amberlite IR 120 acidic resin at 20℃; for 0.666667h; Paal-Knorr pyrrole synthesis; Neat (no solvent);	99%
With bentonite In neat (no solvent) at 20℃; for 0.05h; Reagent/catalyst; Paal-Knorr Pyrrole Synthesis; Milling; Green chemistry;	97%
In neat (no solvent) at 20℃; for 0.383333h; Paal-Knorr Pyrrole Synthesis; Green chemistry;	97%

: 75-15-0
carbon disulfide

: 134-32-7
1-amino-naphthalene

: 551-06-4
1-isothiocyanatonaphthalene

Conditions

Conditions	Yield
Stage #1: carbon disulfide; 1-amino-naphthalene With triethylamine In tetrahydrofuran at 0 - 20℃; Stage #2: With dmap; di-tert-butyl dicarbonate In tetrahydrofuran at 0 - 20℃; for 2h;	99%
With S,S'-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate; triethylamine In acetonitrile for 0.333333h;	75%
With sodium hydroxide; diethyl chlorophosphate In toluene for 4h; Reflux;	55%

: 134-32-7
1-amino-naphthalene

: 140160-24-3
5-(2-nitrophenyl)-2-furoyl isothiocyanate

: 1-naphthalen-1-yl-3-[5-(2-nitro-phenyl)-furan-2-carbonyl]-thiourea

Conditions

Conditions	Yield
at 20℃; for 0.05h;	99%

1-Aminonaphthalene Consensus Reports

EPA Genetic Toxicology Program. Community Right-To-Know List. Reported in EPA TSCA Inventory.

1-Aminonaphthalene Standards and Recommendations

OSHA PEL: Cancer Suspect Agent
NIOSH REL: (α-Naphthylamine) TWA use 29 CFR 1910.1004
DOT Classification: 6.1; Label: KEEP AWAY FROM FOOD

1-Aminonaphthalene Analytical Methods

For occupational chemical analysis use NIOSH: Naphthylamines, 5518.

1-Aminonaphthalene Specification

The IUPAC name of 1-Naphthylamine is naphthalen-1-amine. With the CAS registry number 134-32-7, it is also named as 1-Aminonaphthalene. The product's categories are Intermediates of Dyes and Pigments; Anilines, Aromatic Amines and Nitro Compounds; Chemistry, and the other registry number is 12262-09-8. Besides, it is light tan to purple crystalline solid, which should be stored in sealed, cool, dark and dry place at 2-8 °C. In addition, its molecular formula is C₁₀H₉N and molecular weight is 143.19.

The other characteristics of this product can be summarized as: (1)EINECS: 205-138-7; (2)ACD/LogP: 2.17; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 2.16; (5)ACD/LogD (pH 7.4): 2.17; (6)ACD/BCF (pH 5.5): 25.42; (7)ACD/BCF (pH 7.4): 26.11; (8)ACD/KOC (pH 5.5): 350.06; (9)ACD/KOC (pH 7.4): 359.48; (10)#H bond acceptors: 1; (11)#H bond donors: 2; (12)#Freely Rotating Bonds: 1; (13)Index of Refraction: 1.694; (14)Molar Refractivity: 48.33 cm³; (15)Molar Volume: 125.8 cm³; (16)Surface Tension: 51.4 dyne/cm; (17)Density: 1.137 g/cm³; (18)Flash Point: 152.1 °C; (19)Melting point: 47-50 °C; (20)Water solubility: 0.1698 g/100 mL; (21)Enthalpy of Vaporization: 54.11 kJ/mol; (22)Boiling Point: 301 °C at 760 mmHg; (23)Vapour Pressure: 0.00108 mmHg at 25 °C.

Preparation of 1-Naphthylamine: this chemical can be prepared by reducing 1-Nitronaphthalene with iron and Hydrochloric acid at about 70 °C.

The reaction mixture should be neutralized with milk of lime, and the naphthylamine steam-distilled.

Uses of 1-Naphthylamine: this chemical is an intermediate of multiple dyes. It is also the main raw material of rubber antioxidants. Additionally, it can be used as an reagent to test nitro compounds for thin layer chromatography. It is also used as UV-derived reagent of aldehyde ketone, and used as acid-base fluorescence indicator. It can be used to produce 1-Naphthol that is an intermediate of Sevin. Similarly, it can react with Succinic acid anhydride to get N-[1]Naphthyl-succinamic acid.

This reaction needs Toluene by heating. The yield is 92 %.

When you are using this chemical, please be cautious about it as the following: it is harmful if swallowed. It also may cause burns. Moreover, it is toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection to avoid contact with skin. Furthermore, in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) Please avoid release to the environment. Refer to special instructions / safety data sheets.

People can use the following data to convert to the molecule structure.
(1)SMILES: c1cccc2cccc(N)c12
(2)InChI: InChI=1/C10H9N/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,11H2
(3)InChIKey: RUFPHBVGCFYCNW-UHFFFAOYAD
(4)Std. InChI: InChI=1S/C10H9N/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,11H2
(5)Std. InChIKey: RUFPHBVGCFYCNW-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mammal (species unspecified)	LDLo	oral	4gm/kg (4000mg/kg)		Journal of Industrial Hygiene. Vol. 13, Pg. 87, 1931.
mouse	LD50	intraperitoneal	96mg/kg (96mg/kg)		Progress in Mutation Research. Vol. 1, Pg. 682, 1981.
rabbit	LDLo	subcutaneous	300mg/kg (300mg/kg)	BEHAVIORAL: TREMOR BEHAVIORAL: MUSCLE WEAKNESS	U.S. Public Health Service, Public Health Bulletin. Vol. 271, Pg. 174, 1941.

Product Name

1-Aminonaphthalene

Synthetic route

1-Aminonaphthalene Consensus Reports

1-Aminonaphthalene Standards and Recommendations

1-Aminonaphthalene Analytical Methods

1-Aminonaphthalene Specification

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