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MilliporeSigma

N206

2-Naphthaldehyde

98%

Synonym(s):

β-Naphthaldehyde

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$53.60

25 G

$136.00

100 G

$528.00

$53.60


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About This Item

Linear Formula:
C10H7CHO
CAS Number:
Molecular Weight:
156.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-640-2
Beilstein/REAXYS Number:
507750
MDL number:
Assay:
98%
Form:
crystals

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InChI key

PJKVFARRVXDXAD-UHFFFAOYSA-N

InChI

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

SMILES string

[H]C(=O)c1ccc2ccccc2c1

assay

98%

form

crystals

Quality Level

storage temp.

−20°C

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1 of 4

This Item
146692C2648C7578
assay

98%

assay

98%

assay

≥98%

assay

≥98%

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

-

mp

58-61 °C (lit.)

mp

51-54 °C (lit.)

mp

-

mp

-

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

room temp

storage temp.

-

form

crystals

form

solid

form

powder

form

powder

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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A rational chemical synthesis of C60.
Scott LT, et al.
Science, 295(5559), 1500-1503 (2002)
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 novel TMSI-mediated synthesis of Hantzsch 1, 4-dihydropyridines at ambient temperature.
Sabitha G, et al.
Tetrahedron Letters, 44(21), 4129-4131 (2003)
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)
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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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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