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Merck
CN

N206

Sigma-Aldrich

2-Naphthaldehyde

98%

Synonym(s):

β-Naphthaldehyde

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5 G
CN¥870.17
25 G
CN¥3,624.03
100 G
CN¥12,155.56

CN¥870.17


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5 G
CN¥870.17
25 G
CN¥3,624.03
100 G
CN¥12,155.56

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

CN¥870.17


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Request a Bulk Order

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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Show Differences

1 of 4

This Item
N5538SAB4300426N4142
antibody form

affinity isolated antibody

antibody form

purified immunoglobulin

antibody form

affinity isolated antibody

antibody form

IgG fraction of antiserum

Quality Level

200

Quality Level

-

Quality Level

100

Quality Level

200

biological source

rabbit

biological source

mouse

biological source

rabbit

biological source

rabbit

Gene Information

human ... NOS1(4842)

Gene Information

human ... NOS1(4842)

Gene Information

human ... NOS1(4842)

Gene Information

human ... NEFH(4744)
mouse ... Nefh(380684)
rat ... Nefh(24587)

technique(s)

immunohistochemistry (frozen sections): 1:1000 using methacarn-fixed, frozen sections of human Alzheimer′s Disease brain, indirect immunofluorescence: 1:1,000 using A549 cells metabolically labeled with 3-nitrotyrosine, western blot: 1:1,000 using nitrated-BSA, indirect ELISA: 1:1,000 using nitrated-BSA, microarray: suitable

technique(s)

western blot: 1:1,000 using mouse and rat brain

technique(s)

indirect immunofluorescence: 1:100-1:200

technique(s)

immunohistochemistry (formalin-fixed, paraffin-embedded sections): 1:80 using animal cerebellum sections, microarray: suitable, western blot: suitable

Application

2-Naphthaldehyde can be used as a reactant:
  • In proline catalyzed aldol reaction.[1]
  • In asymmetric three-component Mannich reaction.[2]
  • For the synthesis of Hantzsch 1,4-dihydropyridines.13}
  • Asymmetric benzoin condensation reaction.[3]
  • For the synthesis of pyrazolo[1,2−b]phthalazinediones.[4]
  • For the synthesis C60 by flash vacuum pyrolysis.[5]

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

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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)
Amelioration of H4 [W12SiO40] by nanomagnetic heterogenization: For the synthesis of 1H-pyrazolo [1, 2-b] phthalazinedione derivatives.
Arora P and Rajput JK
Applied Organometallic Chemistry, 32(2), e4001-e4001 (2018)

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