7770-45-8

Basic information

• Product Name: 4-Hydroxy-1-naphthaldehyde
• Synonyms: 4-HYDROXY-1-NAPHTHALDEHYDE;4-HYDROXY-1-NAPHTHALDEHYD;4-hydroxynaphthalene-1-carbaldehyde;4-Hydroxy-1-phthaldehyde
• CAS NO: 7770-45-8
• Molecular Formula: C₁₁H₈O₂
• Molecular Weight: 172.18002
• Product Categories: Aldehydes;C10 to C21;Carbonyl Compounds
• Mol File: 7770-45-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 179-182 °C(lit.)
• Boiling Point: 364.9 °C at 760 mmHg
• Flash Point: 155.7 °C
• Appearance: off-white or brown powder
• Density: 1.288 g/cm³
• Vapor Pressure: 7.75E-06mmHg at 25°C
• Refractive Index: 1.719
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 6.66±0.40(Predicted)
• CAS DataBase Reference: 4-Hydroxy-1-naphthaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxy-1-naphthaldehyde(7770-45-8)
• EPA Substance Registry System: 4-Hydroxy-1-naphthaldehyde(7770-45-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 7770-45-8(Hazardous Substances Data)

Usage

Uses

4-Hydroxy-1-naphthaldehyde was used in the preparation of racemic 1- and 2-naphthol analogues of tyrosine, 2-amino-3-(4-hydroxy-1-naphthyl)propanoic acid hydrochloride and 2-amino-3-(6-hydroxy-2-naphthyl)propanoic acid hydrobromide.

InChI:InChI=1/C11H8O2/c12-7-8-5-6-11(13)10-4-2-1-3-9(8)10/h1-7,13H

Upstream product

• 74-90-8 hydrogen cyanide 
• 90-15-3 α-naphthol 
• 93-61-8 N-methyl-N-phenylformamide 
• 5312-73-2 dichloromethyl n-butyl ether 
• 117078-26-9 1-Diacetoxymethyl-1,4-epoxy-1,4-dihydronaphthalin 
• 50-00-0 formaldehyd 
• 7647-01-0 hydrogenchloride 
• 612-54-4 2-chloro-3H-indol-3-one 
• 35462-47-6 4-hydroxy-1-naphthonitrile 
• 4885-02-3 Dichloromethyl methyl ether 
• 66-77-3 1-naphthaldehyde 
• 1988-19-8 1-naphthyl formate 
• 7732-18-5 water 
• 117078-28-1 1-Diethoxymethyl-1,4-epoxy-1,4-dihydronaphthalin 

Downstream Products

• 130-15-4 [1,4]naphthoquinone 
• 60768-83-4 4-((4-(dimethylamino)phenylimino)methyl)naphthalen-1-ol 
• 1262232-63-2 C₂₇H₃₂N₂O₅ 
• 1426170-83-3 C₂₁H₂₃N 
• 1431731-23-5 1-(azidomethyl)-4-(4-(t-butyl)phenyl)naphthalene 
• 1587732-40-8 C₂₄H₂₅N₃O₄ 
• 213455-52-8 4-benzyloxynaphthalene-1-carbaldehyde 
• 10240-08-1 4-methyl-1-naphthol 
• 126190-58-7 (Z)-2-phenyl-4-((4-acetoxy-1-naphthyl)methylene)-5-oxazolone 
• 50360-08-2 4-((phenylimino)methyl)naphthalen-1-ol 

Relevant articles and documents

Switchable cascade C-H annulation to polycyclic pyryliums and pyridiniums: Discovering mitochondria-Targeting fluorescent probes

Disclosed herein is a counterion additive-switched rhodium-catalyzed cascade triple C-H annulation of 4-hydroxy-1-naphthaldehydes with alkynes, in which six chemical bonds are formed in one-pot. This reaction enables the rapid assembly of diverse polycycl

Phenolic Oxidation Using H2O2 via in Situ Generated para-Quinone Methides for the Preparation of para-Spiroepoxydienones

Phenols are attractive starting materials for the preparation of highly substituted cyclohexane rings via dearomative processes. Herein we report an efficient preparation of dearomatized 1-oxaspiro[2.5]octa-4,7-dien-6-ones (para-spiroepoxydienones) via the nucleophilic epoxidation of in situ generated para-quinone methides from 4-(hydroxymethyl)phenols using aqueous H2O2. The developed protocol bypasses the need for stoichiometric bismuth reagents or diazomethane, which are frequently deployed for p-spiroepoxydienone preparation. The p-spiroepoxydienones are further elaborated in numerous downstream complexity-building transformations.

Asymmetric dearomative spirolactonization of naphthols using λ3-iodanes under chiral phase-transfer catalysis

The asymmetric phase-transfer catalytic effect of chiral Cinchona alkaloid-derived quaternary ammonium salts was investigated in the context of the λ3-iodane-mediated dearomative spirolactonization of naphthols. The scope and limitations of this methodology were evaluated using various substrates, which were converted into spirolactones in good yields and with enantiomeric excesses up to 58%.