6-Methoxy-2-naphthaldehyde

6-Methoxy-2-naphthaldehyde Basic information
Product Name:6-Methoxy-2-naphthaldehyde
Synonyms:LABOTEST-BB LT01147524;ASINEX-REAG BAS 07663025;6-METHOXY-2-NAPHTHALDEHYDE;TIMTEC-BB SBB010060;6-methoxy-2-naphthalaldehyde;6-methoxynaphthalene-2-carbaldehyde;6-Methoxy-2-Naphtaldehyde;6-Methoxy-2-naphthaldehyde,99%
CAS:3453-33-6
MF:C12H10O2
MW:186.21
EINECS:222-377-2
Product Categories:Building Blocks;C10-C12;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Aromatic Aldehydes & Derivatives (substituted);Aldehydes;C10 to C21;Carbonyl Compounds;1;bc0001
Mol File:3453-33-6.mol
6-Methoxy-2-naphthaldehyde Structure
6-Methoxy-2-naphthaldehyde Chemical Properties
Melting point 81-84 °C(lit.)
Boiling point 196 °C / 10mmHg
density 1.169±0.06 g/cm3(Predicted)
vapor pressure 0.022Pa at 25℃
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly, Sonicated)
form powder to crystal
color White to Light yellow to Light orange
Water Solubility 150.1mg/L at 25℃
Sensitive Air Sensitive
BRN 1945989
LogP2.97 at 25℃
CAS DataBase Reference3453-33-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-24/25-37/39
WGK Germany 3
HazardClass IRRITANT
HS Code 29124990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
6-Methoxy-2-naphthaldehyde Usage And Synthesis
Chemical Propertiesyellow to beige-yellow crystals or crystalline
Uses6-Methoxy-2-naphthaldehyde may be used in the preparation of the following 4-(6-methoxy-2-naphthyl)butan-2-one related compounds:
  • 4-(6-methoxy-2-naphthyl)but-3-en-2-one
  • 4-(6-methoxy-2-naphthyl)-3-methylbutan-2-one
  • 5-(6-methoxy-2-naphthyl)pentan-3-one

It may also be used in the synthesis of the following chalcone derivatives:
  • (2E)-1-(2-hydroxyphenyl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one
  • (2E)-1-(2-chloropyridin-4-yl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one
  • (2E)-3-(6-methoxy-2-naphthyl)-1-pyridin-4-ylprop-2-en-1-one
  • (2E)-1-(2,4-dichlorophenyl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one

Uses6-Methoxy-2-naphthaldehyde is used as a diagnostic reagent in tumor studies involving aldehyde dehydrogenase enzymes. In addition it is used in organic synthesis reactions forming fluorescent substrates for inhibition studies relating to hypertension and vascular inflammation. It is also used as intermediate of Nabumetone.
Uses6-Methoxy-2-naphthaldehyde is used as a diagnostic reagent in tumor studies involving aldehyde dehydrogenase enzymes. In addition it is used in organic synthesis reactions forming fluoresce nt substrates for inhibition studies relating to hypertension and vascular inflammation.
Synthesis Reference(s)The Journal of Organic Chemistry, 53, p. 4587, 1988 DOI: 10.1021/jo00254a035
General Description6-Methoxy-2-naphthaldehyde can be prepared by reacting 2-bromo 6-methoxy naphthalene with triethylorthoformate via Grignard reaction. Its crystals belong to the orthorhombic space group, P212121 and shows excellent NLO (non-linear optical) property.
Flammability and ExplosibilityNotclassified
1-(6-METHOXY-2-NAPHTHYL)-3-[4-(TRIFLUOROMETHYL)PHENYL]PROP-2-EN-1-ONE 2-methoxy-1-naphthaldehyde thiosemicarbazone 2-METHOXY-1-NAPHTHALDEHYDE (5-PHENYL-1,2,4-TRIAZIN-3-YL)HYDRAZONE 1-(6-METHOXY-2-NAPHTHYL)-3-(5-METHYL-2-FURYL)PROP-2-EN-1-ONE 1-(6-METHOXY-2-NAPHTHYL)-5-PHENYLPENTA-2,4-DIEN-1-ONE 3-(5-BROMO-6-METHOXY-2-NAPHTHYL)-2-METHYL-3-OXOPROPANAL O-METHYLOXIME 1-(5-BROMO-6-METHOXY-2-NAPHTHYL)-3-(DIMETHYLAMINO)-2-METHYL-2-PROPEN-1-ONE 1-(6-METHOXY-2-NAPHTHYL)-3-(2-THIENYL)PROP-2-EN-1-ONE 1-(5-BROMO-6-METHOXY-2-NAPHTHYL)-1-PROPANONE 2-ACETYL-5-BROMO-6-METHOXYNAPHTHALENE 3-(5-BROMO-6-METHOXY-2-NAPHTHYL)-2-METHYL-3-OXOPROPANAL O-(2,4-DICHLOROBENZYL)OXIME 5,6,7-trimethoxy-2-naphthoic acid 4-methoxy-1-naphthaldehyde {2-nitrophenyl}hydrazone 6-HEPTADECYLOXY-1-HYDROXY-NAPHTHALENE-2-CARBOXYLIC ACID 6-benzoyl-2-methoxynaphthalene 6'-Methoxy-2'-propiononaphthone 4-methoxy-1-naphthaldehyde N-(3-methylphenyl)thiosemicarbazone 3-(5-BROMO-6-METHOXY-2-NAPHTHYL)-2-METHYL-3-OXOPROPANAL O-(2,6-DICHLOROBENZYL)OXIME

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