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

• 50-00-0 formaldehyd 
• 90-15-3 α-naphthol 
• 7647-01-0 hydrogenchloride 
• 74-90-8 hydrogen cyanide 
• 612-54-4 2-chloro-3H-indol-3-one 
• 35462-47-6 4-hydroxy-1-naphthonitrile 
• 66-77-3 1-naphthaldehyde 
• 118-92-3 anthranilic acid 
• 4885-02-3 Dichloromethyl methyl ether 
• 117078-26-9 1-Diacetoxymethyl-1,4-epoxy-1,4-dihydronaphthalin 
• 117078-28-1 1-Diethoxymethyl-1,4-epoxy-1,4-dihydronaphthalin 
• 4832-52-4 tris(phenylthio)methane 
• 5312-73-2 dichloromethyl n-butyl ether 
• 93-61-8 N-methyl-N-phenylformamide 

Downstream Products

• 10240-08-1 4-methyl-1-naphthol 
• 213455-52-8 4-benzyloxynaphthalene-1-carbaldehyde 
• 50360-08-2 4-((phenylimino)methyl)naphthalen-1-ol 
• 15971-29-6 4-methoxy-1-naphthaldehyde 
• 130-15-4 [1,4]naphthoquinone 
• 126190-58-7 (Z)-2-phenyl-4-((4-acetoxy-1-naphthyl)methylene)-5-oxazolone 
• 605-69-6 1-hydroxy-2,4-dinitronaphthalene 
• 219680-33-8 3-Chloro-4-hydroxybenzoic Acid (4-Hydroxy-1-naphthylmethylene)hydrazide 

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

Acetal elimination reaction accompanied with regioselective ring opening of 1,4-bisacetal-1,4-epoxy-1,4-dihydronaphthalenes

– 1,4-Epoxy-1,4-dihydronaphthalenes are useful precursors to synthesize 1-naphthols by an acid-catalyzed ring opening of their 1,4-epoxy moieties. 1-Acetal-substituted 1,4-epoxy-1,4-dihydronaphthalene was also converted to 1-naphthol via the unique iron-catalyzed ring opening of the 1,4-epoxy moiety followed by the elimination of the acetal moiety. The present method could be applied to the regioselective syntheses of highly-functionalized 4-formyl-1-naphthols from the unsymmetrical 1,4-bisacetal-substituted 1,4-epoxy-1,4-dihydronaphthalenes.

Exploration of phenylpropanoic acids as agonists of the free fatty acid receptor 4 (FFA4): Identification of an orally efficacious FFA4 agonist

The long chain free fatty acid receptor 4 (FFA4/GPR120) has recently been recognized as lipid sensor playing important roles in nutrient sensing and inflammation and thus holds potential as a therapeutic target for type 2 diabetes and metabolic syndrome. To explore the effects of stimulating this receptor in animal models of metabolic disease, we initiated work to identify agonists with appropriate pharmacokinetic properties to support progression into in vivo studies. Extensive SAR studies of a series of phenylpropanoic acids led to the identification of compound 29, a FFA4 agonist which lowers plasma glucose in two preclinical models of type 2 diabetes.