574-96-9

Basic information

• Product Name: 1-HYDROXY-2-NAPHTHALDEHYDE
• Synonyms: 1-NAPHTHOL-2-ALDEHYDE;1-HYDROXY-2-NAPHTHALDEHYDE;Hydroxynaphthaldehyde;1-naphthol-2-carboxaldehyde;1-HYDROXY-2-NAPHTHALDEHYDE 98+%;1-hydroxynaphthalene-2-carbaldehyde;2-Naphthalenecarboxaldehyde, 1-hydroxy-
• CAS NO: 574-96-9
• Molecular Formula: C₁₁H₈O₂
• Molecular Weight: 172.18
• Mol File: 574-96-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 56°C
• Boiling Point: 317 °C at 760 mmHg
• Flash Point: 134.3 °C
• Appearance: /
• Density: 1.288 g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 8.37±0.50(Predicted)
• CAS DataBase Reference: 1-HYDROXY-2-NAPHTHALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-HYDROXY-2-NAPHTHALDEHYDE(574-96-9)
• EPA Substance Registry System: 1-HYDROXY-2-NAPHTHALDEHYDE(574-96-9)

Safety Data

• Statements: 36/37/38-52
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 574-96-9(Hazardous Substances Data)

Usage

Uses

1-Hydroxy-2-naphthaldehyde is used as a reagent in the synthesis of naphthofurancarboxamides as melanin concentrating hormone receptor 1 antagonists. Also used as a reagent in the synthesis of hydropyridinylphenoxyacetohydrazones which show anticonvulsant, anti-inflammatory, and analgesic activity.

Upstream product

• 68-12-2 N,N-dimethyl-formamide 
• 252054-88-9 1-(trimethylsilyl)naphthalen-2-yl triflate 
• 90-15-3 α-naphthol 
• 4885-02-3 Dichloromethyl methyl ether 
• 60859-75-8 ethyl (E)-3-(naphthalen-1-yl)-2-nitroacrylate 

Downstream Products

• 99833-52-0 C₂₃H₁₉NO₃ 
• 125796-52-3 3-benzyl-7,8-benzocoumarin 
• 4743-58-2 (3-oxo-1,3-dihydroisobenzofuran-1-yl)acetic acid 
• 18454-53-0 (E)-o-carboxycinnamic acid 
• 27832-35-5 N-(1-hydroxy-2-naphthyl-methylidene)aniline 
• 82119-82-2 2-oxo-2H-benzo[h]chromene-3-carboxylic acid 
• 215033-53-7 2-(1-hydroxy-2-naphthylmethylene)amino-1,3-dimethylbenzene 
• 1316838-91-1 N-{5-[(1-hydroxy(2-naphthyl))methylene]-2-(4-hydroxyphenyl)-4-oxo-(1,3-thiazolidin-3-yl)}{4-[2-(4-methylphenyl)-4-oxo-(3-hydroquinazolin-3-yl)] phenyl}carboxamide 
• 50493-12-4 3-Phenyl-7,8-benzocoumarin 
• 1564243-10-2 (E)-2-(((1-hydroxynaphthalen-2-yl)methylene)amino)benzenesulfonic acid 
• 196503-17-0 C₁₇H₁₃NO₂ 

Relevant articles and documents

Insertion of arynes into the carbon-oxygen double bond of amides and its application into the sequential reactions

The reaction of arynes, generated from ortho-(trimethylsilyl)aryl triflates, with the CO bond of formamides gave salicylaldehyde derivatives via the formation of formal [2+2] adducts. The sequential transformation of arynes into ortho-disubstituted arenes, o-aminoalkylphenols or o-hydroxyalkylphenols, was achieved by one-pot procedure using dialkylzincs.

PHOTOCHEMICAL REACTION OF NAPHTHYL α-NITROACRYLATES

Photolysis of 2-nitro-3-(1-naphthyl)acrylates (1) in acetone gave novel naphthofuran-2-carboxylates (2) and 2-(alkoxyoxalylamino-methylene)naphthalen-1-ones (3). 2-Nitro-3-(2-naphthyl)acrylate also produced the furan derivative 2 on irradiation.A mechanism for this new photorearrangement reaction is described.KEYWORDS -- photochemical rearrangement; naphthyl α-nitroacrylate; naphtholfuran-2-carboxylate; 2-(ethoxyoxalylaminomethylene)naphthalen-1-one; α-keto-β-hydroxyiminoester