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Safety Information

N206

Sigma-Aldrich

2-Naphthaldehyde

98%

Synonym(s):

β-Naphthaldehyde

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About This Item

Linear Formula:
C10H7CHO
CAS Number:
Molecular Weight:
156.18
Beilstein:
507750
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

crystals

mp

58-61 °C (lit.)

storage temp.

−20°C

SMILES string

[H]C(=O)c1ccc2ccccc2c1

InChI

1S/C11H8O/c12-8-9-5-6-10-3-1-2-4-11(10)7-9/h1-8H

InChI key

PJKVFARRVXDXAD-UHFFFAOYSA-N

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Application

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

N206-VAR-A:
N206-BULK-A:
N206-10KG-A:
N206-5G-A:
N206-100G-A:
N206-25G-A:


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Dong-Sheng Lee et al.
Chirality, 28(1), 65-71 (2015-10-22)
Chiral O,N,O-tridentate phenol ligands bearing a camphor backbone were found to be effective chiral catalysts for the enantioselective addition of diethylzinc to aromatic aldehydes, resulting in high enantioselectivities (80-95% ee) at room temperature.
A rational chemical synthesis of C60.
Scott LT, et al.
Science, 295(5559), 1500-1503 (2002)
Proline-catalyzed direct asymmetric aldol reactions.
List B, et al.
Journal of the American Chemical Society, 122(10), 2395-2396 (2000)
The direct catalytic asymmetric three-component Mannich reaction.
List B
Journal of the American Chemical Society, 122(38), 9336-9337 (2000)
An efficient nucleophilic carbene catalyst for the asymmetric benzoin condensation.
Enders D and Kallfass U
Angewandte Chemie (International Edition in English), 41(10), 1743-1745 (2002)

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