688753-79-9

Basic information

• Product Name: 2,7-Naphthalenedicarboxaldehyde, 1,8-dihydroxy- (9CI)
• Synonyms: 2,7-Naphthalenedicarboxaldehyde, 1,8-dihydroxy- (9CI)
• CAS NO: 688753-79-9
• Molecular Formula: C₁₂H₈O₄
• Molecular Weight: 216.18952
• Product Categories: ALCOHOL
• Mol File: 688753-79-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 405.0±40.0 °C(Predicted)
• Appearance: /
• Density: 1.504±0.06 g/cm3(Predicted)
• PKA: 3.85±0.50(Predicted)
• CAS DataBase Reference: 2,7-Naphthalenedicarboxaldehyde, 1,8-dihydroxy- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-Naphthalenedicarboxaldehyde, 1,8-dihydroxy- (9CI)(688753-79-9)
• EPA Substance Registry System: 2,7-Naphthalenedicarboxaldehyde, 1,8-dihydroxy- (9CI)(688753-79-9)

Safety Data

• Hazardous Substances Data: 688753-79-9(Hazardous Substances Data)

Usage

Uses

2,7-Diformyl-1,8-naphthalenediol can be used as catalysts.

Upstream product

• 569-42-6 1,8-dihydroxynaphthalene 
• 172915-62-7 1,8-bis(methoxymethoxy)naphthalene 

Downstream Products

• 1005788-71-5 C₃₆H₄₂N₂O₂ 
• 1402835-15-7 {2,7-di-[2,6-(3,5-di-methylphenylimino)methyl]-1,8-naphthalenediolato}-(Ni^II)2-(methyl)2(trimethylphosphine)2 
• 1402835-20-4 C₃₄H₂₉NO₃ 

Relevant articles and documents

A study of the competitive multiple hydrogen bonding effect and its associated excited-state proton transfer tautomerism

1,8-Dihydroxynaphthalene-2,7-dicarbaldehyde (DHDA) has been strategically designed and synthesized with the aim to study the competitive multiple hydrogen bonding (H-bonding) effect and the associated excited-state intramolecular proton transfer reaction (ESIPT). In nonpolar solvents such as cyclohexane, equilibrium exists between the two H-bonding isomers DHDA-23-OO and DHDA-23-OI, both of which possess double intramolecular H-bonds. In polar, aprotic solvents such as CH2Cl2, DHDA-23-OO becomes the predominant species. Due to various degrees of H-bond induced changes of electronic configuration each isomer reveals a distinct absorption feature and excited-state behavior, in which DHDA-23-OI in cyclohexane undergoes double ESIPT in a stepwise manner, giving the first and second proton-transfer tautomer emissions maximized at ～500 nm and 660 nm, respectively. As for DHDA-23-OO both single and double ESIPT are prohibited, resulting in an intense normal 450 nm emission band. In a single crystal DHDA-23-OI is the dominant species, which undergoes excited state double proton transfer, giving intense emission bands at 530 nm and 650 nm. The mechanism associated with competitive multiple H-bonding energetics and ESIPT was underpinned by detailed spectroscopy/dynamics and computational approaches.

A streamlined synthesis for 2,7-diformyl-1,8-naphthalenediol

2,7-Diformyl-1,8-naphthalenediol, an extension of the numerously used precursor 2,6-diformylphenol for the synthesis of various ligand systems, has been synthesized by a double Directed ortho Metalation reaction.