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2-Naphthaldehyde

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2-Naphthaldehyde Basic information
Product Name:2-Naphthaldehyde
Synonyms:2-Naphthakdehyde;2-naphthaldehyde (beta);Naphthaldehyde,97%;2-Naphthaldehyde,98%;B-NAPHTHALDEHYDE;2-NAPHTHALDEHYDE 98%;2-Naphthaldehyde, 98% 25GR;2-Naphthaldehyde, 98% 5GR
CAS:66-99-9
MF:C11H8O
MW:156.18
EINECS:200-640-2
Product Categories:Naphthalene series;Pyridines;VX:15689727968;11
Mol File:66-99-9.mol
2-Naphthaldehyde Structure
2-Naphthaldehyde Chemical Properties
Melting point 58-61 °C (lit.)
Boiling point 160 °C (19 mmHg)
density 1.6211
refractive index 1.6211 (estimate)
Fp 160°C/19mm
storage temp. -20°C
solubility Chloroform, Methanol (Sparingly)
form Powder or Chunks
color Off-white to yellow or light beige
Water Solubility Soluble in hot water.
FreezingPoint 1.0755
Sensitive Air Sensitive
BRN 507750
Henry's Law Constant6.0×101 mol/(m3Pa) at 25℃, Abraham and Jr. (2019)
InChI1S/C11H8O/c12-8-9-5-6-10-3-1-2-4-11(10)7-9/h1-8H
InChIKeyPJKVFARRVXDXAD-UHFFFAOYSA-N
SMILES[H]C(=O)c1ccc2ccccc2c1
CAS DataBase Reference66-99-9(CAS DataBase Reference)
NIST Chemistry Reference2-Naphthalenecarboxaldehyde(66-99-9)
EPA Substance Registry System2-Naphthalenecarboxaldehyde (66-99-9)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 36/37/38-22
Safety Statements 22-24/25-36-26
RIDADR UN 3335
WGK Germany 3
RTECS QJ0190010
10-23
HS Code 29122900
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
2-Naphthaldehyde English
SigmaAldrich English
ACROS English
ALFA English
2-Naphthaldehyde Usage And Synthesis
Chemical PropertiesPink crystalline
Uses2-Naphthaldehyde aids in stereo-selective formation of bicyclo 2-siloxy-2-alkoxyoxetanes. It is also used as catalytic agent and petrochemical additive.
Uses2-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[1,2b]phthalazinediones.
  • For the synthesis C60 by flash vacuum pyrolysis.

DefinitionChEBI: A naphthaldehyde that is naphthalene substituted by a formyl group at position 2.
Synthesis Reference(s)Synthesis, p. 470, 1996 DOI: 10.1055/s-1996-4246
Purification MethodsDistil 2-naphthaldehyde with steam then crystallise it from water or EtOH. [Beilstein 7 IV 1288.]
Tag:2-Naphthaldehyde(66-99-9) Related Product Information
2-Chlorobenzaldehyde Sodium poly[(naphthaleneformaldehyde)sulfonate] 1-Hydroxy-2-naphthoic acid 4-AMINOSULFONYL-1-HYDROXY-2-NAPHTHOIC ACID, 97 N-(2,3-Dihydro-2-oxo-1H-benzimidazol-5-yl)-3-hydroxy-2-naphthalenecarboxamide 5,12-NAPHTHACENEQUINONE 2-Naphthoyl chloride PHENYL 3-HYDROXY-2-NAPHTHOATE Naphthol AS 9-ACETYLPHENANTHRENE 9,10-DIHYDROBENZO[A]PYREN-7(8H)-ONE 2-ACETYLPHENANTHRENE 3-HYDROXY-2-NAPHTHOIC ACID HYDRAZIDE 3,5-DIHYDROXY-2-NAPHTHOIC ACID XYLIDYL BLUE I SODIUM SALT NAPHTHOL AS ACETATE 1'-HYDROXY-2'-ACETONAPHTHONE NAPHTHOL AS-BI PHOSPHATE