Welcome to LookChem.com Sign In|Join Free

CAS

  • or

66-77-3

Post Buying Request

66-77-3 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 1-Naphthaldehyde CAS 66-77-3 1-Naphthalenecarboxaldehyde CAS no 66-77-3 Naphthalene-1-carbaldehyde alpha-Naphthylaldehyde

    Cas No: 66-77-3

  • USD $ 3.5-5.0 / Kiloliter

  • 5 Kiloliter

  • 3000 Metric Ton/Month

  • Chemwill Asia Co., Ltd.
  • Contact Supplier

66-77-3 Usage

Description

1-Naphthaldehyde is a chemical compound with the formula C11H8O, characterized by a formyl group (-CHO) attached to the first position of a naphthalene ring. It is a yellow liquid and is known for its distinct chemical properties.

Uses

1. Used in Chemical Synthesis:
1-Naphthaldehyde is used as a starting material for the Canizzaro reaction, which produces 1-Naphthoic acid and 1-Naphthalenemethanol. It is also used in the synthesis of various compounds, such as (S)-1-α-naphthyl-1-ethanol, N-(4-aryl)-N-(α-naphthyliden)amines, N-aryl-N-[1-(1-naphthyl)but-3-enyl]amines, and naphthalene-1-carboxylic acid methyl ester.
2. Used in the Synthesis of Metal-Organic Frameworks (MOFs):
1-Naphthaldehyde is utilized in the synthesis of single-crystalline homochiral porous metal-organic frameworks (MOFs), which have potential applications in various fields due to their unique properties.
3. Used in Eco-Energy Lighting:
1-Naphthaldehyde serves as a reagent in the synthesis of phosphors without rare-earth elements, which are used in energy-efficient lighting based on light-emitting diodes (LEDs). This application contributes to the development of more sustainable and environmentally friendly lighting solutions.
4. Used in the Production of 1-Naphthoic Acid and 1-Naphthalenemethanol:
1-Naphthaldehyde is employed in the production of 1-Naphthoic Acid and 1-Naphthalenemethanol, which are important intermediates in the chemical industry and have various applications in different fields.

Synthesis Reference(s)

Tetrahedron, 41, p. 5703, 1985 DOI: 10.1016/S0040-4020(01)91375-4

Purification Methods

Distil 1-naphthaldehyde with steam, extract the distillate into Et2O, dry (Na2SO4), filter, evaporate the filtrate and distil the residue in a vacuum. [Beilstein 7 IV 1286.]

Check Digit Verification of cas no

The CAS Registry Mumber 66-77-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 6 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 66-77:
(4*6)+(3*6)+(2*7)+(1*7)=63
63 % 10 = 3
So 66-77-3 is a valid CAS Registry Number.
InChI:InChI=1/C11H8O/c12-8-10-6-3-5-9-4-1-2-7-11(9)10/h1-8H

66-77-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (N0002)  1-Naphthaldehyde  >95.0%(GC)

  • 66-77-3

  • 25mL

  • 290.00CNY

  • Detail
  • TCI America

  • (N0002)  1-Naphthaldehyde  >95.0%(GC)

  • 66-77-3

  • 100mL

  • 750.00CNY

  • Detail
  • TCI America

  • (N0002)  1-Naphthaldehyde  >95.0%(GC)

  • 66-77-3

  • 500mL

  • 2,680.00CNY

  • Detail
  • Alfa Aesar

  • (A15610)  1-Naphthaldehyde, 97%   

  • 66-77-3

  • 50g

  • 394.0CNY

  • Detail
  • Alfa Aesar

  • (A15610)  1-Naphthaldehyde, 97%   

  • 66-77-3

  • 250g

  • 1477.0CNY

  • Detail
  • Alfa Aesar

  • (A15610)  1-Naphthaldehyde, 97%   

  • 66-77-3

  • 1000g

  • 5017.0CNY

  • Detail

66-77-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-naphthaldehyde

1.2 Other means of identification

Product number -
Other names 1-NAPHTHYLALDEHYDE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:66-77-3 SDS

66-77-3Synthetic route

1-naphthalene methanol
4780-79-4

1-naphthalene methanol

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With oxygen; perruthenate modified mesoporous silicate MCM-41 In toluene at 80℃; for 1h; Oxidation;100%
With C23H35N3O3(1+)*Br(1-); copper In chlorobenzene at 80℃; for 15h;99%
With 1-hydroxy-1H-1,2,3-benziodoxathiole 1,3,3-trioxide; Oxone; cetyltrimethylammonim bromide In water at 20℃; for 2h; Green chemistry; chemoselective reaction;99%
2,2-dimethyl-5-(naphthalen-1-ylmethylene)-1,3-dioxane-4,6-dione
75804-52-3

2,2-dimethyl-5-(naphthalen-1-ylmethylene)-1,3-dioxane-4,6-dione

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With copper(II) acetate dihydrate; manganese(III) triacetate dihydrate In acetic acid at 50℃; for 24h; Inert atmosphere;100%
diacetoxy(1-naphthyl)methane
64002-53-5

diacetoxy(1-naphthyl)methane

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With bismuth(III) chloride In chloroform for 0.333333h; deprotection; Heating;99%
With tin(ll) chloride In acetonitrile at 25℃; for 0.0333333h; Hydrolysis;99%
With H6P2W18O62 In toluene at 100℃; for 0.0833333h;99%
1-Chloromethylnaphthalene
86-52-2

1-Chloromethylnaphthalene

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With 1-dodecyl-3-methylimidazolium iron chloride; periodic acid at 30℃; for 1.5h;97%
With 4-methylmorpholine N-oxide; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride; potassium iodide at 100℃; for 0.0333333h; Microwave irradiation; Ionic liquid;91%
With sodium nitrate; acetic acid In water for 3h; Reflux;87%
naphthalene-1-carbonic acid chloride
879-18-5

naphthalene-1-carbonic acid chloride

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In benzene for 0.166667h; Ambient temperature;97%
With tri-n-butyl-tin hydride In 1-methyl-pyrrolidin-2-one at 20℃; Inert atmosphere;90%
With polymethylhydrosiloxane; trifuran-2-yl-phosphane; tetrabutyl ammonium fluoride; potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran; water at 20℃; for 1h;86%
1-naphtylaldehyde oxime
13504-46-6, 51873-97-3, 57207-33-7

1-naphtylaldehyde oxime

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With molybdenum(V) chloride; zinc In acetonitrile at 20℃; for 0.116667h;97%
With ammonium peroxydisulfate; Montmorillonite K10; silver nitrate In hexane at 50℃; for 2.5h;95%
With iodine In acetonitrile for 4h; deoximation; Heating;93%
2-(bromomethyl)naphthalene
3163-27-7

2-(bromomethyl)naphthalene

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide In ethanol for 4h; Reflux; Green chemistry;96%
With sodium periodate In dichloromethane at 40 - 50℃; Ionic liquid;82%
With sodium periodate In N,N-dimethyl-formamide at 150℃; for 0.583333h;80%
2-(naphth-1-yl)-1,3-dioxolane
26963-79-1

2-(naphth-1-yl)-1,3-dioxolane

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With lithium tetrafluoroborate In acetonitrile for 48h; Ambient temperature;96%
With ammonium cerium(IV) nitrate In methanol; water at 20℃; for 0.166667h; Ring cleavage;95%
With polyaniline-sulfate salt; water for 2h; Heating;90%
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In methanol for 3h; Reflux; chemoselective reaction;86%
With Pyrene-1-carboxylic acid; C33H22NO4(1-)*Na(1+) In dimethylsulfoxide-d6; water-d2 at 85℃; for 6h; Reagent/catalyst;23 %Spectr.
1-naphthalenecarboxylic acid
86-55-5

1-naphthalenecarboxylic acid

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With Bis(N-methylpiperazinyl) aluminum hydride In tetrahydrofuran for 24h; Heating;95%
With 9-borabicyclo[3.3.1]nonane dimer; lithium dihydrido borata-bicyclo[3.3.0]nonane In tetrahydrofuran for 6h; Ambient temperature;80%
With 9-borabicyclo[3.3.1]nonane dimer; tert.-butyl lithium 1.) THF, room temp.; 2.) THF, pentane, -20 deg C, 10 min and room temp., 6 h; Yield given. Multistep reaction;
With ThxBHO-s-Bu In tetrahydrofuran at 25℃; for 96h; Yield given;
Multi-step reaction with 2 steps
1.1: thionyl chloride / N,N-dimethyl-formamide; dichloromethane / 4 h / Reflux
1.2: 12 h / 20 °C
2.1: sodium hydride; sodium iodide / mineral oil; tetrahydrofuran / 85 °C / Inert atmosphere; Sealed tube
View Scheme
acetic acid
64-19-7

acetic acid

1-Methylnaphthalene
90-12-0

1-Methylnaphthalene

A

naphthalen-1-ylmethyl acetate
13098-88-9

naphthalen-1-ylmethyl acetate

B

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water at 85℃; for 2h;A 3%
B 95%
1-Methylnaphthalene
90-12-0

1-Methylnaphthalene

A

naphthalen-1-ylmethyl acetate
13098-88-9

naphthalen-1-ylmethyl acetate

B

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water; acetic acid at 85℃; for 2h;A 3%
B 95%
With *5H2O; lithium chloride In acetic acid at 100℃; for 27h;A 35%
B 39%
1-[bis(N,N-diethyldithiocarbamato)methyl]naphthalene
1391998-52-9

1-[bis(N,N-diethyldithiocarbamato)methyl]naphthalene

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With nitric acid In water at 20℃;95%
N-Formylpiperidine
2591-86-8

N-Formylpiperidine

1-naphthylmagnesiumbromide
703-55-9

1-naphthylmagnesiumbromide

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
In diethyl ether for 0.25h; Ambient temperature;94%
N,N-dimethyl-1-naphthamide
3815-24-5

N,N-dimethyl-1-naphthamide

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With sodium hydride; sodium iodide In tetrahydrofuran at 40℃; chemoselective reaction;93%
With sodium hydride; sodium iodide In tetrahydrofuran; mineral oil at 85℃; Inert atmosphere; Sealed tube;88%
With lithium diethoxyaluminum hydride
naphth-1-yl acetic acid
86-87-3

naphth-1-yl acetic acid

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With 1H-imidazole; sodium periodate In water; acetonitrile at 20℃; for 30h;93%
With 1H-imidazole; sodium periodate; [Mn(III)-salophen]Cl In water; acetonitrile at 20℃; for 0.25h;90%
With 1H-imidazole; sodium periodate; {Mn(III)[5,10,15,20-tetrakis(4-H2N-Ph)porphyrin]}polystyrene In acetonitrile at 20℃; for 6h;89%
1-(naphthalen-1-ylmethylene)-2-phenylhydrazine
24090-98-0

1-(naphthalen-1-ylmethylene)-2-phenylhydrazine

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With caro's acid; silica gel for 0.0416667h; Oxidation; Irradiation;93%
1-naphthyl triflate
99747-74-7

1-naphthyl triflate

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium acetate In acetonitrile at 25℃; for 16h; Schlenk technique; Inert atmosphere;93%
1-Methylnaphthalene
90-12-0

1-Methylnaphthalene

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With carbon tetrabromide; oxygen In acetonitrile at 20℃; for 2h; Irradiation; Green chemistry;92%
With nickel-doped graphene carbon nitride nanoparticles; air In ethanol at 25℃; for 8h; Irradiation; Green chemistry;89%
With air; titanium(IV) oxide; silver sulfate In acetonitrile for 5h; Ambient temperature; Irradiation;26%
4-morpholinecarboxaldehyde
4394-85-8

4-morpholinecarboxaldehyde

1-naphthylmagnesiumbromide
703-55-9

1-naphthylmagnesiumbromide

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
In diethyl ether for 0.5h; Ambient temperature;92%
1-naphthaldehyde semicarbazone
120445-68-3, 7510-44-3

1-naphthaldehyde semicarbazone

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With magnesium hydrogen sulfate; water; silica gel In hexane at 20℃; for 0.5h;92%
With tetrachlorosilane; silica gel In hexane; water for 2h; Heating;92%
With ammonium dichromate(VI); water; silica gel; zirconium(IV) chloride at 80℃; for 1.08333h;85%
With potassium permanganate; silica gel In water at 20℃; for 0.25h;78%
With sulfuric acid; silica gel In hexane for 0.166667h;
1'-naphthacetophenone
941-98-0

1'-naphthacetophenone

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With copper(l) iodide; oxygen In dimethyl sulfoxide at 120℃; for 15h; Reagent/catalyst; Solvent; chemoselective reaction;92%
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / tetrahydrofuran; water / 20 °C
2: palladium dichloride; copper(l) chloride; oxygen / dimethyl sulfoxide / 10 h / 120 °C / 760.05 Torr
View Scheme
(naphtalen-1-yl)methyl iodide
24471-54-3

(naphtalen-1-yl)methyl iodide

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With 1‑dodecyl‑3‑methylimidazolium iron chloride; periodic acid at 50℃; for 4h; Reagent/catalyst; Green chemistry;92%
N-(1-naphthoyl)-4-methylbenzenesulfonohydrazide

N-(1-naphthoyl)-4-methylbenzenesulfonohydrazide

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
Stage #1: N-(1-naphthoyl)-4-methylbenzenesulfonohydrazide With 1H-imidazole; 1-(Trimethylsilyl)imidazole In toluene at 55℃; for 4.5h; Inert atmosphere;
Stage #2: With citric acid In toluene at 23℃; for 2.5h; Inert atmosphere;
92%
(naphth-1-yl)methylamine
118-31-0

(naphth-1-yl)methylamine

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In dichloromethane at 0 - 20℃; for 0.333333h; Inert atmosphere; Green chemistry;91%
With dihydrogen peroxide; vanadia In water at 50℃; for 12h;70%
With water; indole-2,3-dione
With oxalic acid; dimethyl sulfoxide; O-phenyl phosphorodichloridate; triethylamine 1.) -10 deg C, 15 min, CH2Cl2, 2.) -10 deg C to 20 deg C, 45 min, 3.) 20 deg C, 30 min; Yield given. Multistep reaction;
1-Cyanonaphthalene
86-53-3

1-Cyanonaphthalene

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With C13H26B(1-)*K(1+) In tetrahydrofuran for 24h; Ambient temperature;91%
With sodium hydride; zinc(II) chloride In tetrahydrofuran; mineral oil at 40℃; for 8h; Inert atmosphere; Sealed tube;82%
With calcium bis(hypophosphite); calcium acetate; nickel(II) acetate tetrahydrate In ethanol; water at 100℃; for 21h; Sealed tube;80%
2-(2-naphthalen-1-yl)-1,3-dithiolane
86201-62-9

2-(2-naphthalen-1-yl)-1,3-dithiolane

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With iodosylbenzene In dichloromethane at 20℃; for 0.5h;90%
With silica gel; ferric nitrate In hexane at 50℃; for 0.166667h; Yield given;
With indium (III) iodide; dihydrogen peroxide In water; toluene at 20℃; for 15h; Inert atmosphere; Sealed tube;108 mg
[1]naphthylmethylen-aniline
890-50-6

[1]naphthylmethylen-aniline

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With hydrogenchloride; water at 20℃; for 1h;90%
N,N-diethyl-1-naphthamide
5454-10-4

N,N-diethyl-1-naphthamide

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.5h;90%
With titanium(IV) isopropylate; 1,1,3,3-Tetramethyldisiloxane In methyl cyclohexane at 20℃; for 24h; Inert atmosphere;75%
1-Iodonaphthalene
90-14-2

1-Iodonaphthalene

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium acetate In acetonitrile at 25℃; for 16h; Schlenk technique; Inert atmosphere;90%
N-cyclohexyl-N-(1-naphthylmethyl)-4-nitrobenzenesulfinamide
78804-11-2

N-cyclohexyl-N-(1-naphthylmethyl)-4-nitrobenzenesulfinamide

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With potassium carbonate In o-xylene for 6h; Heating;89%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

aniline
62-53-3

aniline

[1]naphthylmethylen-aniline
890-50-6

[1]naphthylmethylen-aniline

Conditions
ConditionsYield
In chloroform Ambient temperature;100%
In benzene Heating;74%
In water at 20℃; for 2h;69%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

malononitrile
109-77-3

malononitrile

(1-naphthylmethylidene)malononitrile
2972-83-0

(1-naphthylmethylidene)malononitrile

Conditions
ConditionsYield
With aluminum oxide Inert atmosphere; Neat (no solvent);100%
With 1,4-diaza-bicyclo[2.2.2]octane In water at 20℃; for 0.05h; Knoevenagel Condensation; Green chemistry;100%
With polystyrene-supported DABCO In methanol at 25℃; for 0.8h; Knoevenagel Condensation; Green chemistry;99%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

1-naphtylaldehyde oxime
13504-46-6, 51873-97-3, 57207-33-7

1-naphtylaldehyde oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium carbonate In ethanol at 20℃;100%
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water at 20℃; for 2h;99%
With pyridine; hydroxylamine In ethanol99%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

1-naphthalene methanol
4780-79-4

1-naphthalene methanol

Conditions
ConditionsYield
With methyltriphenylphosphonium tetrahydroborate In dichloromethane Reduction;100%
With Zn(BH4)2(Ph3P)2 In tetrahydrofuran at 20℃; Reduction;100%
With Zn(BH4)2(bpy) In acetonitrile at 20℃; for 0.133333h;99%
diethylzinc
557-20-0

diethylzinc

1-naphthaldehyde
66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
(1R,2S)-(-)-1-phenyl-2-piperidinopropane-1-thiol In toluene at 0℃; for 12h;100%
Stage #1: diethylzinc; 1-naphthaldehyde With diphenyl-((R)-1-((S)-1-phenylethyl)aziridin-2-yl)-methanol In hexane; toluene at 0 - 25℃; for 48.5h; Inert atmosphere;
Stage #2: With ammonium chloride In hexane; water; toluene Saturated solution; optical yield given as %ee; enantioselective reaction;
99%
Stage #1: diethylzinc With (1R,3S)-1-benzyl-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-ol In hexane; toluene at 0℃; for 0.0833333h;
Stage #2: 1-naphthaldehyde In hexane; toluene at 0℃; for 2h; Catalytic behavior; Reagent/catalyst; Temperature; enantioselective reaction;
99%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

4-methoxy-aniline
104-94-9

4-methoxy-aniline

(E)-4-methoxy-N-(naphthalene-1-ylmethylene)phenylamine
3525-60-8

(E)-4-methoxy-N-(naphthalene-1-ylmethylene)phenylamine

Conditions
ConditionsYield
In ethanol at 20℃; Inert atmosphere;100%
In ethanol for 1h; Heating;96%
In benzene Heating;
In benzene Heating;
In ethanol at 25℃; for 12h;
1-naphthaldehyde
66-77-3

1-naphthaldehyde

toluene-4-sulfonic acid hydrazide
1576-35-8

toluene-4-sulfonic acid hydrazide

(Z)-4-methyl-N'-(naphthalen-1-ylmethylene) benzenesulfonohydrazide
19350-73-3

(Z)-4-methyl-N'-(naphthalen-1-ylmethylene) benzenesulfonohydrazide

Conditions
ConditionsYield
In diethyl ether for 1h; Ambient temperature;100%
In methanol85%
In methanol at 60℃;
1-naphthaldehyde
66-77-3

1-naphthaldehyde

1-Cyanonaphthalene
86-53-3

1-Cyanonaphthalene

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; hydroxylamine hydrochloride at 100℃; for 0.25h; Condensation; microwave irradiation;100%
With oxygen; copper; ammonium chloride In pyridine at 60℃; for 24h;99%
With hydroxylamine hydrochloride In 1-methyl-pyrrolidin-2-one for 0.0833333h; Heating;98%
Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

1-naphthaldehyde
66-77-3

1-naphthaldehyde

1-vinylnaphthalene
826-74-4

1-vinylnaphthalene

Conditions
ConditionsYield
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In toluene at 0 - 20℃; for 4.5h;
Stage #2: 1-naphthaldehyde In toluene at 0 - 20℃;
100%
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In toluene at 0 - 20℃; for 4.5h;
Stage #2: 1-naphthaldehyde In toluene at 0 - 20℃;
100%
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In toluene at 0 - 20℃; for 4.5h;
Stage #2: 1-naphthaldehyde In toluene at 0 - 20℃;
100%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

methylamine
74-89-5

methylamine

(±)-(2S,3R)-ethyl 1,3-dimethyl-2-(naphthalen-1-yl)-4-oxoazetidine-3-carboxylate
41004-67-5, 41004-71-1, 100062-83-7

(±)-(2S,3R)-ethyl 1,3-dimethyl-2-(naphthalen-1-yl)-4-oxoazetidine-3-carboxylate

Conditions
ConditionsYield
at 20℃; for 12h;100%
In water for 1h; Ambient temperature;
In tetrahydrofuran; methanol
1-naphthaldehyde
66-77-3

1-naphthaldehyde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl hydroxy(naphth-1-yl)methylphosphonate
1090-21-7

diethyl hydroxy(naphth-1-yl)methylphosphonate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine at 20℃; for 17h;100%
With N-ethyl-N,N-diisopropylamine at 20℃; for 18h;100%
With (2,6-iPr2PhNH)5SmLi2(THF)2 In hexane at 20℃; for 0.0833333h; Schlenk technique; Inert atmosphere;99%
diethyl 1-cyanomethylphosphonate
2537-48-6

diethyl 1-cyanomethylphosphonate

1-naphthaldehyde
66-77-3

1-naphthaldehyde

3-(1-naphthyl)acrylonitrile
111686-30-7

3-(1-naphthyl)acrylonitrile

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; Wadsworth-Emmons reaction;100%
With potassium carbonate for 0.25h; Ambient temperature;
1-naphthaldehyde
66-77-3

1-naphthaldehyde

allyl bromide
106-95-6

allyl bromide

1-naphthalen-1-yl-but-3-en-1-ol
72551-06-5

1-naphthalen-1-yl-but-3-en-1-ol

Conditions
ConditionsYield
With hydrogenchloride; antimony In water for 16h;100%
With tin(ll) chloride; zinc In water for 2h;99%
With potassium fluoride; antimony In water for 16h; allylation;96%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

1-naphthaldehyde
66-77-3

1-naphthaldehyde

urea
57-13-6

urea

6-methyl-4-naphthalen-1-yl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
219814-93-4, 1032574-17-6

6-methyl-4-naphthalen-1-yl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In ethanol at 100℃; for 1h; Biginelli reaction; Microwave irradiation; Inert atmosphere;100%
With copper doped mesoporous silica MCM-41 supported dual acidic ionic liquid-HSO4 In ethanol at 80℃; for 1h; Biginelli Pyrimidone Synthesis;97%
Stage #1: 1-naphthaldehyde; urea With hydrogenchloride In tetrahydrofuran; water at 67℃; for 1h; Biginelli Pyrimidone Synthesis; Green chemistry;
Stage #2: ethyl acetoacetate With N,N′-(cyclohexane-1,2-diyl)bis(3,6-dichloropicolinamide) In tetrahydrofuran; water at 67℃; for 5h; Biginelli Pyrimidone Synthesis; Green chemistry;
95%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

1-(naphthalen-1-yl)-3-(trimethylsilyl)prop-2-yn-1-ol
405064-45-1

1-(naphthalen-1-yl)-3-(trimethylsilyl)prop-2-yn-1-ol

Conditions
ConditionsYield
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: 1-naphthaldehyde In tetrahydrofuran; hexane at -78 - 20℃; for 3h; Inert atmosphere;
100%
Stage #1: trimethylsilylacetylene With n-butyllithium In diethyl ether; hexane at -78℃; for 0.5h;
Stage #2: 1-naphthaldehyde In diethyl ether; hexane at -78 - -10℃; Further stages.;
64%
Stage #1: trimethylsilylacetylene With n-butyllithium In diethyl ether at -78℃;
Stage #2: 1-naphthaldehyde In diethyl ether at -78 - -10℃;
63%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

diethylzinc

diethylzinc

1-(1-naphthyl)-1-propanol
56620-47-4

1-(1-naphthyl)-1-propanol

Conditions
ConditionsYield
With titanium(IV) isopropylate; (R,R)-1,1'-bis[N(1-ferrocenylethyl)-4-Me-benzenesulfonamide] In hexane; toluene at 20℃; for 48h;100%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

2-(naphthalene-1-yl)-1,3-oxathiolane

2-(naphthalene-1-yl)-1,3-oxathiolane

Conditions
ConditionsYield
With PPA; silica gel In 1,2-dichloro-ethane at 20℃; for 0.5h;100%
Fe(CF3SO3)3 In acetonitrile at 20℃; for 0.25h;93%
With eosin y In 1,4-dioxane at 20℃; for 12h; Irradiation; Inert atmosphere; Schlenk technique;91%
With tantalum pentachloride In dichloromethane at 20℃; for 1.5h;87%
With ammonium cerium(IV) nitrate In acetonitrile at 30℃; for 10h;85%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

phenylacetylene
536-74-3

phenylacetylene

1-(1-naphthyl)-3-phenylprop-2-yn-1-ol
672959-14-7, 439595-18-3

1-(1-naphthyl)-3-phenylprop-2-yn-1-ol

Conditions
ConditionsYield
Stage #1: phenylacetylene With n-butyllithium In hexanes; diethyl ether at 0℃; for 1h;
Stage #2: 1-naphthaldehyde In hexanes; diethyl ether at 0 - 20℃; for 0.5h;
100%
Stage #1: phenylacetylene With titanium(IV) isopropylate; C16H15NO; dimethyl zinc(II) In tetrahydrofuran; toluene at 20℃; for 1.5h; Inert atmosphere;
Stage #2: 1-naphthaldehyde In tetrahydrofuran; toluene at 0 - 20℃; Inert atmosphere; optical yield given as %ee; enantioselective reaction;
96%
With dimethyl zinc(II); (1R,2S)-cis-1-amino-2-indenol-derived oxazolidine In n-heptane; toluene at -4℃; for 48h;91%
carbon tetrabromide
558-13-4

carbon tetrabromide

1-naphthaldehyde
66-77-3

1-naphthaldehyde

1-(2,2-dibromovinyl)naphthalene
77295-63-7

1-(2,2-dibromovinyl)naphthalene

Conditions
ConditionsYield
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 1-naphthaldehyde In dichloromethane at 20℃; for 1h; Inert atmosphere;
100%
With triphenylphosphine In dichloromethane at 0℃; for 2h; Inert atmosphere;88%
With triphenylphosphine In dichloromethane at 0℃; Inert atmosphere;75%
1H-indene-1,3(2H)-dione
606-23-5

1H-indene-1,3(2H)-dione

1-naphthaldehyde
66-77-3

1-naphthaldehyde

(E)-benzalacetone
1896-62-4

(E)-benzalacetone

2-(naphthalen-1-yl)-6-phenylspiro[cyclohexane-1,2'-indan]-1',3',4-trione

2-(naphthalen-1-yl)-6-phenylspiro[cyclohexane-1,2'-indan]-1',3',4-trione

Conditions
ConditionsYield
Stage #1: 1H-indene-1,3(2H)-dione; 1-naphthaldehyde With L-proline In methanol at 20℃; for 0.5h; organocatalytic Knoevenagel condensation;
Stage #2: (E)-benzalacetone In methanol at 25℃; for 96h; Diels-Alder/epimerization reaction;
100%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

trimethyl(2,2,2-trifluoro-1-(naphthalen-1-yl)ethoxy)silane

trimethyl(2,2,2-trifluoro-1-(naphthalen-1-yl)ethoxy)silane

Conditions
ConditionsYield
With potassium fluoride; (4R,4'R,5R,5'R)-α,α,α',α',α",α",α‴,α‴-octaphenyl-2,2'-(benzene-1,4-diyl)bis(1,3-dioxolane-4,5-dimethanol) In acetonitrile at 20℃; Inert atmosphere;100%
With potassium fluoride; tetrabutylammomium bromide In toluene at 0℃; for 1h;99%
With tri-tert-butyl phosphine In N,N-dimethyl-formamide at 20℃;95%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

1-amino-2-propene
107-11-9

1-amino-2-propene

(E)-N-allyl-1-(naphthalen-1-yl)methanimine
87869-49-6

(E)-N-allyl-1-(naphthalen-1-yl)methanimine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 20h;100%
With magnesium sulfate In dichloromethane for 24h; Inert atmosphere;100%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

hex-1-yne
693-02-7

hex-1-yne

1-(naphthalen-1-yl)hept-2-yn-1-ol
862776-51-0

1-(naphthalen-1-yl)hept-2-yn-1-ol

Conditions
ConditionsYield
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1.33333h; Inert atmosphere;
Stage #2: 1-naphthaldehyde In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;
Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane
100%
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: 1-naphthaldehyde In tetrahydrofuran; hexane at 0 - 20℃; for 0.583333h; Inert atmosphere;
80%
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran at -78℃; for 0.333333h;
Stage #2: 1-naphthaldehyde In tetrahydrofuran at -78 - 20℃; Further stages.;
(4-nitro-1H-benzimidazol-2-yl)-piperidin-4-ylmethyl-amine
616223-98-4

(4-nitro-1H-benzimidazol-2-yl)-piperidin-4-ylmethyl-amine

1-naphthaldehyde
66-77-3

1-naphthaldehyde

(1-naphthalen-1-ylmethyl-piperidin-4-ylmethyl)-(4-nitro-1H-benzimidazol-2-yl)-amine
616223-99-5

(1-naphthalen-1-ylmethyl-piperidin-4-ylmethyl)-(4-nitro-1H-benzimidazol-2-yl)-amine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In DMF (N,N-dimethyl-formamide); acetic acid at 20℃;100%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl (E)-2-cyano-3-(naphthen-1-yl)acrylate

methyl (E)-2-cyano-3-(naphthen-1-yl)acrylate

Conditions
ConditionsYield
ytterbium(III) triflate In ethanol at 20℃; for 5h;100%
With piperidine; acetic acid In benzene for 2.5h; Knoevenagel Condensation; Dean-Stark; Reflux;93%
piperidine In methanol at 50 - 60℃; for 0.5 - 10h; Product distribution / selectivity;92.5%
In methanol at 20℃; for 24h; Product distribution / selectivity;
With C112H128N32Pd4(12+) at 50℃; for 9h;
Nitroethane
79-24-3

Nitroethane

1-naphthaldehyde
66-77-3

1-naphthaldehyde

(E)-1-(2-nitroprop-1-en-1-yl)naphthalene
131981-73-2

(E)-1-(2-nitroprop-1-en-1-yl)naphthalene

Conditions
ConditionsYield
With ammonium acetate for 6h; Henry reaction; Reflux;100%
With N-butylamine In ethanol97%
With cyclohexylamine at 120℃; Microwave irradiation;55%
With ammonium acetate In acetic acid8.5 g (33%)
With ammonium acetate for 2h; Henry Nitro Aldol Condensation; Inert atmosphere; Reflux;
2-thioxo-4-thiazolidinone
141-84-4

2-thioxo-4-thiazolidinone

1-naphthaldehyde
66-77-3

1-naphthaldehyde

(Z)-5-(naphthalen-1'-ylmethylene)-2-thioxothiazolidin-4-one
181765-58-2

(Z)-5-(naphthalen-1'-ylmethylene)-2-thioxothiazolidin-4-one

Conditions
ConditionsYield
With acetic acid; triethylamine In ethyl acetate at 85℃; for 3h;100%
With sodium acetate; acetic acid for 16h; Reflux;82%
With sodium acetate In acetic acid Reflux;76%
With piperidine In ethanol at 70℃; for 16h; Knoevenagel Condensation;59%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

ethylamine
75-04-7

ethylamine

N-Ethylaldinium
52135-91-8

N-Ethylaldinium

Conditions
ConditionsYield
at 20℃; for 12h;100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

1-naphthaldehyde
66-77-3

1-naphthaldehyde

(R)-N-(naphthalen-1-ylmethylene)-1-phenylethanamine
208539-59-7

(R)-N-(naphthalen-1-ylmethylene)-1-phenylethanamine

Conditions
ConditionsYield
In toluene at 100℃; for 2h; Inert atmosphere;100%
With magnesium sulfate In dichloromethane at 20℃; for 12h;

66-77-3Relevant articles and documents

Control of C-C and C-N bond cleavage of 2H-azirine by means of the excitation wavelength: Studies in matrices and in solutions

Inui, Hiroshi,Murata, Shigeru

, p. 832 - 833 (2001)

The remarkable wavelengh-dependent photoreactions of 3-methyl-2-(1-naphthyl)-2H-azirine (1) were observed in matrices at 10 K and in solutions at room temperature. Irradiation of 1 with the long-wavelength light (366 nm) exclusively gave the products form

Tunable Artificial Enzyme-Cofactor Complex for Selective Hydrolysis of Acetals

Bose, Ishani,Fa, Shixin,Zhao, Yan

, p. 1701 - 1711 (2021/02/05)

Enzymes frequently use unimpressive functional groups such as weak carboxylic acids for efficient, highly selective catalysis including hydrolysis of acetals and even amides. Much stronger acids generally have to be used for such purposes in synthetic systems. We report here a method to position an acidic group near the acetal oxygen of 2-(4-nitrophenyl)-1,3-dioxolane bound by an artificial enzyme. The hydrolytic activity of the resulting artificial enzyme-cofactor complex was tuned by the number and depth of the active site as well as the hydrophobicity and acidity of the cofactor. The selectivity of the complex was controlled by the size and shape of the active site and enabled less reactive acetals to be hydrolyzed over more reactive ones.

Visible-Light-Driven Oxidative Cleavage of Alkenes Using Water-Soluble CdSe Quantum Dots

Li, Jianing,Zhao, Jingnan,Ma, Cunfei,Yu, Zongyi,Zhu, Hongfei,Yun, Lei,Meng, Qingwei

, p. 4985 - 4992 (2021/10/16)

The oxidative cleavage of C=C bonds is an important chemical reaction, which is a popular reaction in the photocatalytic field. However, high catalyst-loading and low turnover number (TON) are general shortcomings in reported visible-light-driven reactions. Herein, the direct oxidative cleavage of C=C bonds through water-soluble CdSe quantum dots (QDs) is described under visible-light irradiation at room temperature with high TON (up to 3.7×104). Under the same conditions, water-soluble CdSe QDs could also oxidize sulfides to sulfoxides with 51–84 % yields and TONs up to 3.4×104. The key features of this photocatalytic protocol include high TONs, wide substrates scope, low catalyst loadings, simple and mild reaction conditions, and molecular O2 as the oxidant.

Ferric ion concentration-controlled aerobic photo-oxidation of benzylic C–H bond with high selectivity and conversion

Bu, Hongzhong,Gu, Jiefan,Li, Yufeng,Ma, Hongfei,Wan, Yuting,Wu, Zheng-Guang,Zhang, Weijian,Zhou, Ying'ao,Zhu, Hongjun

, (2021/07/16)

A Fe(III)-promoted highly selective photo-oxidation of benzylic C–H bond delivering relative carbonyl products is reported. By altering the concentration of ferric salt, methylarenes can be selectively oxidized under UV irradiation to furnish aromatic aldehydes or acids, respectively. By this protocol, the oxidation of ethylarenes provides the corresponding acetophenones. The reaction is inferred to involve divergent pathways in different concentrations of catalyst for the alternative selectivity between aldehydes and aicds. The reusable catalyst, high conversion and selectivity make this oxidation a green and economic protocol for the synthesis of aromatic carbonyl compounds.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 66-77-3