2-Naphthaldehyde

Base Information

• Chemical Name: 2-Naphthaldehyde
• CAS No.: 66-99-9
• Molecular Formula: C11H8O
• Molecular Weight: 156.184
• Hs Code.: 2912.29
• European Community (EC) Number: 200-640-2
• NSC Number: 8557
• UNII: GZX30H50DE
• DSSTox Substance ID: DTXSID6075352
• Nikkaji Number: J4.847J
• Wikidata: Q27104792
• Metabolomics Workbench ID: 52573
• ChEMBL ID: CHEMBL2289234
• Mol file: 66-99-9.mol

Synonyms:2-naphthaldehyde

Chemical Property of 2-Naphthaldehyde

Chemical Property:

• Appearance/Colour: Pink crystalline
• Vapor Pressure: 0.00119mmHg at 25°C
• Melting Point: 58-61 °C(lit.)
• Refractive Index: 1.675
• Boiling Point: 299.5 °C at 760 mmHg
• Flash Point: 179.5 °C
• PSA: 17.07000
• Density: 1.155 g/cm³
• LogP: 2.65230
• Storage Temp.: ?20°C
• Sensitive.: Air Sensitive
• Solubility.: Chloroform, Methanol (Sparingly)
• Water Solubility.: Soluble in hot water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.057514874
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

2-Naphthalenecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C=O
• Uses: 2-Naphthaldehyde aids in stereo-selective formation of bicyclo 2-siloxy-2-alkoxyoxetanes. It is also used as catalytic agent and petrochemical additive. 2-Naphthaldehyde can be used as a reactant:In proline catalyzed aldol reaction. In asymmetric three-component Mannich reaction.For the synthesis of Hantzsch 1,4-dihydropyridines.13}Asymmetric benzoin condensation reaction.For the synthesis of pyrazolo[1,2?b]phthalazinediones.For the synthesis C60 by flash vacuum pyrolysis.

Technology Process of 2-Naphthaldehyde

There total 219 articles about 2-Naphthaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

2-naphthylethylene (827-54-3,28406-56-6) → β-naphthaldehyde (66-99-9) + methyl 2-naphthyl ketone (93-08-3)

Guidance literature:

With oxygen; palladium dichloride; In N,N-dimethyl acetamide; water; at 80 ℃; for 1h; under 7600.51 Torr; chemoselective reaction;

DOI:10.1002/adsc.200900294

Reference yield: 75.0%

2-Naphthalenemethanol (1592-38-7) → β-naphthaldehyde (66-99-9) + naphthalene-2-carboxylate (93-09-4)

Guidance literature:

With tert-butyl 1-hydroxy-2-methyl-6-trifluoromethyl-1H-indole-3-carboxylate; oxygen; copper(l) chloride; In N,N-dimethyl-formamide; at 50 ℃; for 12h; under 760.051 Torr;

DOI:10.1016/j.tetlet.2011.12.058

Reference yield: 66.0%

2-Naphthalenemethanol (1592-38-7) → 2-naphthalenecarbonitrile (613-46-7) + β-naphthaldehyde (66-99-9)

Guidance literature:

With ammonium bicarbonate; In 1,3,5-trimethyl-benzene; at 140 ℃; for 3h; under 4560.31 Torr;

DOI:10.1002/chem.201000149

upstream raw materials:

2-naphthohydrazide

ethanol

hexamethylenetetramine

2-bromomethylnaphthyl bromide

Downstream raw materials:

(E)-1-(4-bromophenyl)-3-(naphthalen-2-yl)prop-2-en-1-one

2-(2-nitrovinyl)naphthalene

(E)-3-(2-naphthyl)-2-propenal

4-(2-naphthylidene)-2-phenyl-5(4H)oxazolone

Refernces

Hydromorphone metabolites: Isolation and identification from pooled urine samples of a cancer patient

10.1080/00498250110119090

The study focused on the isolation and identification of hydromorphone metabolites from the urine samples of a cancer patient undergoing hydromorphone therapy for pain management. Hydromorphone, a potent semisynthetic opioid, was the primary compound of interest, and its metabolites were analyzed to understand its metabolic fate in the human body. The researchers used various chemicals in the study, including hydromorphone hydrochloride, morphine sulfate, Amberlite XAD-2 resin for urine sample processing, and reagents like palladium on activated carbon for synthesis. They also employed LC/MS/MS (liquid chromatography-tandem mass spectrometry) for the detection and identification of metabolites. The purpose of these chemicals was to synthesize known metabolites for comparison with those found in the patient's urine and to develop a method for isolating and identifying hydromorphone and its metabolites. The study aimed to provide a comprehensive profile of hydromorphone metabolism, which is crucial for understanding its efficacy and safety in clinical use.