Product Name

  • Name

    6-Methoxy-2-naphthaldehyde

  • EINECS 222-377-2
  • CAS No. 3453-33-6
  • Article Data67
  • CAS DataBase
  • Density 1.169 g/cm3
  • Solubility 150.1mg/L at 25℃
  • Melting Point 80-82 °C
  • Formula C12H10O2
  • Boiling Point 340.2 °C at 760 mmHg
  • Molecular Weight 186.21
  • Flash Point 162.7 °C
  • Transport Information
  • Appearance Slightly yellow crystalline powder
  • Safety 26-36-24/25-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 3453-33-6 (6-Methoxy-2-naphthaldehyde)
  • Hazard Symbols IrritantXi
  • Synonyms 2-Naphthaldehyde,6-methoxy- (6CI,7CI,8CI);2-Methoxy-6-naphthalenecarboxaldehyde;6-Methoxy-2-naphthalenecarboxaldehyde;MONAL 62;6-Methoxy-2-naphthaldehyde;
  • PSA 26.30000
  • LogP 2.66090

Synthetic route

2-Bromo-6-methoxynaphthalene
5111-65-9

2-Bromo-6-methoxynaphthalene

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃;97%
Stage #1: 2-Bromo-6-methoxynaphthalene With n-butyllithium In tetrahydrofuran
Stage #2: N,N-dimethyl-formamide
90%
Stage #1: 2-Bromo-6-methoxynaphthalene With n-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 0.25h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; cyclohexane at -78℃; for 0.25h; Further stages.;
74%
(6-methoxy-2-naphthyl)methanol
60201-22-1

(6-methoxy-2-naphthyl)methanol

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetic acid for 4h; Heating;95%
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;95%
With pyridinium chlorochromate In dichloromethane at 20℃;
(6-methoxynaphthalene-2-yl)methyl acetate
92190-49-3

(6-methoxynaphthalene-2-yl)methyl acetate

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetic acid for 4h; Heating;95%
C13H13N3O2

C13H13N3O2

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With (Bu4N)2S2O8 In 1,2-dichloro-ethane at 80℃; for 0.6h; oxidative cleavage;94%
carbon monoxide
201230-82-2

carbon monoxide

2-Bromo-6-methoxynaphthalene
5111-65-9

2-Bromo-6-methoxynaphthalene

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; hydrogen; palladium diacetate; propyl di-tert-butylphosphinite In toluene at 100℃; under 3750.38 Torr; for 20h; Inert atmosphere;93%
With N,N,N,N,-tetramethylethylenediamine; hydrogen; palladium diacetate; catacxium A In toluene at 120℃; under 9000.9 Torr; Flow reactor; Green chemistry;84%
With 4-methoxy-N'-tetramethylethylenediamine; hydrogen; catacxium A; palladium diacetate In toluene at 100℃; under 3750.3 Torr; for 16h;99 % Chromat.
With N,N,N,N,-tetramethylethylenediamine; hydrogen; catacxium A; palladium diacetate In toluene at 100℃; under 3750.38 Torr; for 16h;99 % Chromat.
2-methyl-6-methoxynaphthalene
26386-94-7

2-methyl-6-methoxynaphthalene

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetic acid for 5h; Heating;90%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetic acid for 4h; Heating;90%
carbon monoxide
201230-82-2

carbon monoxide

C11H9FO4S

C11H9FO4S

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With pyridine; 1,3-bis-(diphenylphosphino)propane; hydrogen; palladium diacetate In dimethyl sulfoxide at 120℃; under 7500.75 Torr; for 2h; Flow reactor;90%
2-Bromo-6-methoxynaphthalene
5111-65-9

2-Bromo-6-methoxynaphthalene

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; N,N-dimethyl-formamide at -78 - 20℃; for 2h; Inert atmosphere;88.6%
With n-butyllithium In tetrahydrofuran; hexane; N,N-dimethyl-formamide
With magnesium; acetic acid In tetrahydrofuran; N,N-dimethyl-formamide
oxime of 6-methoxy-2-naphthyl aldehyde

oxime of 6-methoxy-2-naphthyl aldehyde

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With (Bu4N)2S2O8 In 1,2-dichloro-ethane for 1.5h; Heating;87.5%
formaldehyd
50-00-0

formaldehyd

2-Bromo-6-methoxynaphthalene
5111-65-9

2-Bromo-6-methoxynaphthalene

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With triethylsilane; dichloro bis(acetonitrile) palladium(II); sodium carbonate; 1,4-di(diphenylphosphino)-butane In N,N-dimethyl-formamide at 20 - 100℃; under 15001.5 Torr; for 20h; Inert atmosphere; Autoclave;61%
2.6-dimethylnaphthalene
581-42-0

2.6-dimethylnaphthalene

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetic acid for 4h; Heating;50%
3-hydroxy-4-(6-methoxynaphthalen-2-yl)butan-2-one

3-hydroxy-4-(6-methoxynaphthalen-2-yl)butan-2-one

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With copper(II) acetate monohydrate In ethanol; water at 60℃; for 5h;40%
2-cyano-6-methoxynaphthalene
67886-70-8

2-cyano-6-methoxynaphthalene

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With diisobutylaluminium hydride In n-heptane; toluene at -40℃; for 1h;22%
methyl 6-methoxy-2-naphthylacetate
23981-48-8

methyl 6-methoxy-2-naphthylacetate

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With oxygen In acetonitrile for 0.25h; Oxidation; decarboxylation; Irradiation;2%
6-methoxy-2-naphthoyl chloride
58601-32-4

6-methoxy-2-naphthoyl chloride

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With quinoline; Pd-BaSO4; sulfur Hydrogenation.Reagens 4:Xylol;
(E)-2-methoxy-6-(prop-1-en-1-yl)naphthalene
58902-04-8

(E)-2-methoxy-6-(prop-1-en-1-yl)naphthalene

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With osmium(VIII) oxide; periodic acid
N-benzenesulfonyl-N'-(6-methoxy-[2]naphthoyl)-hydrazine
408528-32-5

N-benzenesulfonyl-N'-(6-methoxy-[2]naphthoyl)-hydrazine

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With sodium carbonate; ethylene glycol
6-methoxynaphthalen-2-ylmagnesium bromide
38046-82-1

6-methoxynaphthalen-2-ylmagnesium bromide

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With tetrahydrofuran; N,N-dimethyl-formamide
6-methoxynaphthalen-2-ylmagnesium bromide
38046-82-1

6-methoxynaphthalen-2-ylmagnesium bromide

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With diethyl ether; benzene Erhitzen des nach dem Eindampfen erhaltenen Rueckstands auf 100grad und anschlissendes Behandeln mit Eis und Essigsaeure;
6-methoxy-2-naphthylacetic acid
23981-47-7

6-methoxy-2-naphthylacetic acid

A

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

B

(6-methoxy-2-naphthyl)methanol
60201-22-1

(6-methoxy-2-naphthyl)methanol

Conditions
ConditionsYield
With oxygen In phosphate buffer for 0.25h; Product distribution; Further Variations:; Solvents; addition of CCl4; without O2; Oxidation; decarboxylation; Irradiation;
(±)-4-hydroxy-4-(6-methoxy-2-naphthyl)-2-butanone
220786-56-1, 98386-83-5

(±)-4-hydroxy-4-(6-methoxy-2-naphthyl)-2-butanone

A

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

B

acetone
67-64-1

acetone

C

(S)-4-hydroxy-4-(6-methoxynaphthalen-2-yl)butan-2-one

(S)-4-hydroxy-4-(6-methoxynaphthalen-2-yl)butan-2-one

Conditions
ConditionsYield
With phosphate buffer; sodium chloride; antibody 93F3 from mice pH=7.4; Enzyme kinetics; Further Variations:; Catalysts; Kinetic resolution; Retro aldol reaction;
1-hydroxy-1-(6-methoxynaphthalen-2-yl)pentan-3-one

1-hydroxy-1-(6-methoxynaphthalen-2-yl)pentan-3-one

A

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

B

butanone
78-93-3

butanone

C

(S)-1-Hydroxy-1-(6-methoxy-naphthalen-2-yl)-pentan-3-one

(S)-1-Hydroxy-1-(6-methoxy-naphthalen-2-yl)-pentan-3-one

Conditions
ConditionsYield
With phosophate buffer; antibody 93F3 from mice pH=7.7; Enzyme kinetics; Further Variations:; Catalysts; Kinetic resolution; Retro aldol reaction;
(±)-4-hydroxy-4-(6-methoxy-2-naphthyl)-2-butanone
220786-56-1, 98386-83-5

(±)-4-hydroxy-4-(6-methoxy-2-naphthyl)-2-butanone

A

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

B

acetone
67-64-1

acetone

Conditions
ConditionsYield
With aldolase antibody Fab 28 In dimethyl sulfoxide at 25℃; pH=7.4; Kinetics; Further Variations:; Reagents; retro-aldolization; Enzymatic reaction;
With YLK-18-opt peptide In phosphate buffer; acetonitrile at 25℃; pH=7.5; Enzyme kinetics; Further Variations:; Reagents;
With recombinant mutant Tyr78Phe RA61 retroaldolase; water In dimethyl sulfoxide at 25℃; pH=7.5; Kinetics; Reagent/catalyst; aq. phosphate buffer; Enzymatic reaction;
With C39H60N6O5 In aq. phosphate buffer pH=7.45; Catalytic behavior; Kinetics; Reagent/catalyst; Solvent;
2-(hydroxy(6-methoxynaphthalen-2-yl)methyl)cyclohexanone

2-(hydroxy(6-methoxynaphthalen-2-yl)methyl)cyclohexanone

A

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

B

cyclohexanone
108-94-1

cyclohexanone

Conditions
ConditionsYield
With aldolase antibody Fab 28 In dimethyl sulfoxide at 25℃; pH=7.4; Kinetics; Further Variations:; Reagents; retro-aldolization; Enzymatic reaction;
2-(hydroxy(6-methoxynaphthalen-2-yl)methyl)cyclohexanone

2-(hydroxy(6-methoxynaphthalen-2-yl)methyl)cyclohexanone

A

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

B

cyclohexanone
108-94-1

cyclohexanone

Conditions
ConditionsYield
With aldolase antibody Fab 28 In dimethyl sulfoxide at 25℃; pH=7.4; Kinetics; Further Variations:; Reagents; retro-aldolization; Enzymatic reaction;
(R)-2-[(S)-Hydroxy-(6-methoxy-naphthalen-2-yl)-methyl]-cyclohexanone

(R)-2-[(S)-Hydroxy-(6-methoxy-naphthalen-2-yl)-methyl]-cyclohexanone

A

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

B

cyclohexanone
108-94-1

cyclohexanone

Conditions
ConditionsYield
With YLK-18-opt peptide In phosphate buffer; dimethyl sulfoxide at 25℃; pH=7.5; Enzyme kinetics; Further Variations:; Reagents;
(R)-2-(6-methoxy-2-naphthyl)-1,2-epoxyethane
377088-74-9

(R)-2-(6-methoxy-2-naphthyl)-1,2-epoxyethane

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With sodium periodate; bovine serum albumin In phosphate buffer; N,N-dimethyl-formamide at 26℃; pH=7.2; Enzyme kinetics; Further Variations:; pH-values;
(+/-)-2-(6-methoxy-2-naphthyl)-1,2-ethanediol
473999-53-0

(+/-)-2-(6-methoxy-2-naphthyl)-1,2-ethanediol

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With sodium periodate; bovine serum albumin In phosphate buffer; N,N-dimethyl-formamide at 26℃; pH=7.2; Enzyme kinetics; Further Variations:; pH-values;
(±)-4-hydroxy-4-(6-methoxy-2-naphthyl)-2-butanone
220786-56-1, 98386-83-5

(±)-4-hydroxy-4-(6-methoxy-2-naphthyl)-2-butanone

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Conditions
ConditionsYield
With sodium phosphate In acetonitrile at 25℃; pH=7.5; Enzyme kinetics;
With mAb 38C2
With monoclonal aldolase antibody 85H6 In ethanol retro-aldol reaction; aq. phosphate buffer;
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

2-(3,4-dimethoxyphenyl)ethyl alcohol
7417-21-2

2-(3,4-dimethoxyphenyl)ethyl alcohol

3,4-dihydro-6,7-dimethoxy-1-(2-methoxynaphthalen-6-yl)-1H-isochromene
1220970-36-4

3,4-dihydro-6,7-dimethoxy-1-(2-methoxynaphthalen-6-yl)-1H-isochromene

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate; water In toluene at 80℃; oxa Pictet-Spengler reaction;99%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

oxime of 6-methoxy-2-naphthyl aldehyde

oxime of 6-methoxy-2-naphthyl aldehyde

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium hydroxide In ethanol at 80℃; for 4h; Inert atmosphere;99%
With hydroxylamine hydrochloride; sodium acetate In ethanol at 20℃; for 6h;
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

2-cyano-6-methoxynaphthalene
67886-70-8

2-cyano-6-methoxynaphthalene

Conditions
ConditionsYield
With ammonium sulfate; sodium carbonate; sulfur In dimethyl sulfoxide at 120℃; for 10h; Sealed tube;99%
With oxygen; copper(ll) bromide; potassium hexacyanoferrate(III) In N,N-dimethyl-formamide at 150℃; for 12h; Sealed tube;73%
Multi-step reaction with 2 steps
1: sodium acetate / methanol; water / 20 °C
2: bis[2-(diphenylphosphino)phenyl] ether; bis(1,5-cyclooctadiene)nickel (0) / tetrahydrofuran / 17 h / 60 °C
View Scheme
4-Bromophenylacetonitrile
16532-79-9

4-Bromophenylacetonitrile

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

C20H14BrNO

C20H14BrNO

Conditions
ConditionsYield
In ethanol at 20℃; Alkaline conditions;99%
With alkali hydroxide In ethanol at 20℃;99%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

(6-methoxy-2-naphthyl)methanol
60201-22-1

(6-methoxy-2-naphthyl)methanol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at 0 - 20℃; for 0.333333h; Inert atmosphere;98%
With lithium aluminium tetrahydride95%
With sodium tetrahydroborate In methanol; water for 2h; Ambient temperature;91.7%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

2,5-dimethylbenzyl triphenylphosphonium chloride

2,5-dimethylbenzyl triphenylphosphonium chloride

1-(2,5-dimethylphenyl)-2-(6-methoxy-2-naphthyl)ethene

1-(2,5-dimethylphenyl)-2-(6-methoxy-2-naphthyl)ethene

Conditions
ConditionsYield
Stage #1: 2,5-dimethylbenzyl triphenylphosphonium chloride With sodium methylate In methanol at 20℃; for 1.5h;
Stage #2: 6-methoxynaphthalene-2-carbaldehyde In methanol for 36h; Further stages.;
98%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

ethyl acetoacetate
141-97-9

ethyl acetoacetate

urea
57-13-6

urea

ethyl 4-(6-methoxynaphthalen-2-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

ethyl 4-(6-methoxynaphthalen-2-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Conditions
ConditionsYield
Wells-Dawson heteropolyacid catalyst at 80℃; for 1.5h; Biginelli reaction;98%
With polyvinylsulfonic acid In water at 90℃; for 1.66667h; Solvent; Temperature; Biginelli Pyrimidone Synthesis; Green chemistry;86%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

benzylamine
100-46-9

benzylamine

benzyl-(6-methoxy-naphthalen-2-ylmethylene)-amine

benzyl-(6-methoxy-naphthalen-2-ylmethylene)-amine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane98%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

2-iodophenylamine
615-43-0

2-iodophenylamine

C18H14N2O
1345838-83-6

C18H14N2O

Conditions
ConditionsYield
With sodium azide; N,N,N,N,-tetramethylethylenediamine; copper(l) chloride In dimethyl sulfoxide at 120℃; for 12h;98%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

diisopropyl trimethylsily phosphite
24350-54-7

diisopropyl trimethylsily phosphite

(R)-diisopropyl (hydroxy(6-methoxynaphthalen-2-yl)methyl)phosphonate

(R)-diisopropyl (hydroxy(6-methoxynaphthalen-2-yl)methyl)phosphonate

Conditions
ConditionsYield
With 3,3’-bis[3,5-bis(perfluoropropan-2-yl)phenyl]-1,1’-binaphthalene-2,2’-sulfonimide In diethyl ether at -78℃; for 96h; Abramov Phosphorylation; enantioselective reaction;98%
di-tert-butyl-diazodicarboxylate
870-50-8

di-tert-butyl-diazodicarboxylate

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

3-amino-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one
103421-61-0

3-amino-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one

di-tert-butyl 5'-(6-methoxynaphthalen-2-yl)-1-methyl-2-oxo-5-phenyl-1,2-dihydrospiro[benzo[e][1,4]diazepine-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

di-tert-butyl 5'-(6-methoxynaphthalen-2-yl)-1-methyl-2-oxo-5-phenyl-1,2-dihydrospiro[benzo[e][1,4]diazepine-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

Conditions
ConditionsYield
With benzoic acid In tetrahydrofuran at 20℃; for 24h; diastereoselective reaction;98%
With benzoic acid In tetrahydrofuran at 20℃; for 24h;98%
nitromethane
75-52-5

nitromethane

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

2-methoxy-6-(2-nitrovinyl)naphthalene
30780-82-6

2-methoxy-6-(2-nitrovinyl)naphthalene

Conditions
ConditionsYield
With ammonium acetate; acetic acid at 90 - 100℃; Aldol Condensation;97.4%
With methylamine hydrochloride; sodium acetate In methanol at 20℃; for 2h;
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

acetone
67-64-1

acetone

4-(2-methoxynaphthalene-6-yl)but-3-en-2-one
127053-22-9, 56600-90-9

4-(2-methoxynaphthalene-6-yl)but-3-en-2-one

Conditions
ConditionsYield
With sodium hydroxide In water at 70℃; for 0.125h; Aldol condensation; Microwave irradiation; Continuous flow;97%
With sodium hydroxide
With sodium hydroxide In water for 4h; Aldol Condensation;
With Nickel-Lanthanum-Magnesium mixed oxide on mesoporous silica at 140℃; for 6h; Reagent/catalyst;
1,8-diaminooctan
373-44-4

1,8-diaminooctan

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

N,N'-bis[(6-methoxynaphthalen-2-yl)methylene]octane-1,8-diamine
1075173-24-8

N,N'-bis[(6-methoxynaphthalen-2-yl)methylene]octane-1,8-diamine

Conditions
ConditionsYield
In ethanol for 0.5h; Heating;97%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

1-triphenylphosphoranylidene-2-propanone
1439-36-7

1-triphenylphosphoranylidene-2-propanone

4-(2-methoxynaphthalene-6-yl)but-3-en-2-one
127053-22-9, 56600-90-9

4-(2-methoxynaphthalene-6-yl)but-3-en-2-one

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 210℃; Wittig reaction; Continuous flow;97%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

Phenyl triflate
17763-67-6

Phenyl triflate

(6-methoxynaphthalen-2-yl)(phenyl)methanone
84255-35-6

(6-methoxynaphthalen-2-yl)(phenyl)methanone

Conditions
ConditionsYield
With 2,2,6,6-tetramethyl-piperidine; bis(1,5-cyclooctadiene)nickel (0); [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In toluene at 110℃; for 20h; Inert atmosphere; Sealed tube;97%
1,10-phenanthroline-5,6-dione
27318-90-7

1,10-phenanthroline-5,6-dione

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

2-(6-methoxynaphthyl)-1H-imidazo[4,5-f][1,10]phenanthroline

2-(6-methoxynaphthyl)-1H-imidazo[4,5-f][1,10]phenanthroline

Conditions
ConditionsYield
With ammonium acetate; acetic acid at 180℃; for 0.25h; Microwave irradiation;97%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

(6-methoxy-naphthalen-2-ylmethylene)-methyl-amine

(6-methoxy-naphthalen-2-ylmethylene)-methyl-amine

Conditions
ConditionsYield
With magnesium sulfate; methylamine In ethanol; dichloromethane96%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

N,N'-bis[(6-methoxynaphthalen-2-yl)methylene]hexane-1,6-diamine
1075173-23-7

N,N'-bis[(6-methoxynaphthalen-2-yl)methylene]hexane-1,6-diamine

Conditions
ConditionsYield
In ethanol for 0.5h; Heating;96%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

3,4,5-trihydroxybenzoic acid hydrazide
5782-85-4

3,4,5-trihydroxybenzoic acid hydrazide

(E)-3,4,5-trihydroxy-N’-((6-methoxynaphthalen-2-yl)methylene)benzohydrazide

(E)-3,4,5-trihydroxy-N’-((6-methoxynaphthalen-2-yl)methylene)benzohydrazide

Conditions
ConditionsYield
In methanol for 16h; Reflux;96%
1-(isopropylsulfonyl)-3,5-bis(trifluoromethyl)benzene
917481-50-6

1-(isopropylsulfonyl)-3,5-bis(trifluoromethyl)benzene

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

2-methoxy-6-(2-methylprop-1-en-1-yl)naphthalene
211871-45-3

2-methoxy-6-(2-methylprop-1-en-1-yl)naphthalene

Conditions
ConditionsYield
With phosphazene base-P4-tert-butyl In tetrahydrofuran; hexane at 20℃; Julia-Kocienski olefination;95%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With rhodium(II) acetate; 1,3-bis-(diphenylphosphino)propane In toluene at 200℃; under 7500.75 Torr; Inert atmosphere;95%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

C12H12N2O

C12H12N2O

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 20℃; for 12h;95%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

methyl (triphenylphosphoranylidene)acetate
21204-67-1

methyl (triphenylphosphoranylidene)acetate

3-(6-methoxynaphthalen-2-yl)propan-1-ol

3-(6-methoxynaphthalen-2-yl)propan-1-ol

Conditions
ConditionsYield
Stage #1: 6-methoxynaphthalene-2-carbaldehyde; methyl (triphenylphosphoranylidene)acetate In dichloromethane at 20℃; for 24h; Inert atmosphere;
Stage #2: With methanol; sodium hydride In tetrahydrofuran at 55℃; for 6.5h; Inert atmosphere;
95%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 2-[(6-methoxynaphthalen-2-yl)methylene]malonate

dimethyl 2-[(6-methoxynaphthalen-2-yl)methylene]malonate

Conditions
ConditionsYield
With piperidine; acetic acid In benzene Dean-Stark; Reflux;95%
tryptamine
61-54-1

tryptamine

6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

2-(1H-indol-3-yl)-N-((6-methoxynaphthalen-2-yl)methyl)ethan-1-amine

2-(1H-indol-3-yl)-N-((6-methoxynaphthalen-2-yl)methyl)ethan-1-amine

Conditions
ConditionsYield
Stage #1: tryptamine; 6-methoxynaphthalene-2-carbaldehyde In methanol at 20℃; for 4h; Inert atmosphere;
Stage #2: With methanol; sodium tetrahydroborate at 0℃; for 1h; Inert atmosphere;
95%

6-Methoxy-2-Naphthaldehyde Specification

The 6-Methoxy-2-Naphthaldehyde is an organic compound with the formula C12H10O2. The IUPAC name of this chemical is 6-methoxynaphthalene-2-carbaldehyde. With the CAS registry number 3453-33-6 and EINECS 222-377-2, it is also named as 2-naphthalenecarboxaldehyde, 6-methoxy-. The product's categories are Aromatic Aldehydes & Derivatives (substituted); Aldehydes; C10 to C21; Carbonyl Compounds. It is slightly yellow crystalline powder which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

Physical properties about 6-Methoxy-2-Naphthaldehyde are: (1)ACD/LogP: 2.63; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.63; (4)ACD/LogD (pH 7.4): 2.63; (5)ACD/BCF (pH 5.5): 58.72 ; (6)ACD/BCF (pH 7.4): 58.72; (7)ACD/KOC (pH 5.5): 642.26; (8)ACD/KOC (pH 7.4): 642.26; (9)#H bond acceptors: 2; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.642 ; (12)Molar Refractivity: 57.527 cm3; (13)Molar Volume: 159.218 cm3; (14)Polarizability: 22.805 10-24cm3; (15)Surface Tension: 45.2000007629395 dyne/cm; (16)Density: 1.17 g/cm3; (17)Flash Point: 162.74 °C; (18)Enthalpy of Vaporization: 58.375 kJ/mol; (19)Boiling Point: 340.216 °C at 760 mmHg

Preparation of 6-Methoxy-2-Naphthaldehyde: It can be obtained by methyl-(6-methyl-[2]naphthyl)-ether. This reaction needs reagent 2,3-dichloro-5,6-dicyano-1,4-benzoquinone and solvents acetic acid, H2O by heating. The reaction time is 4.0 hours. The yield is 90%.

Preparation of 6-Methoxy-2-Naphthaldehyde

Uses of 6-Methoxy-2-Naphthaldehyde: It is used as intermediate of Nabumetone. It is also used for fluorometric assays for isozymes of human alcohol dehydrogenase. What's more, it can react with malonic acid diethyl ester to get (6-methoxy-[2]naphthylmethylene)-malonic acid diethyl ester. This reaction needs reagent piperidine, benzoic acid and solvent benzene by heating. The reaction time is 16 hours. The yield is 81%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin, so people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:O=Cc1ccc2c(c1)ccc(OC)c2
2. InChI:InChI=1/C12H10O2/c1-14-12-5-4-10-6-9(8-13)2-3-11(10)7-12/h2-8H,1H3
3. InChIKey:VZBLASFLFFMMCM-UHFFFAOYAL

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