533084
6-Methoxy-2-naphthaldehyde
98%
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About This Item
Linear Formula:
CH3OC10H6CHO
CAS Number:
Molecular Weight:
186.21
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
222-377-2
MDL number:
Assay:
98%
InChI key
VZBLASFLFFMMCM-UHFFFAOYSA-N
InChI
1S/C12H10O2/c1-14-12-5-4-10-6-9(8-13)2-3-11(10)7-12/h2-8H,1H3
SMILES string
COc1ccc2cc(C=O)ccc2c1
assay
98%
mp
81-84 °C (lit.)
functional group
aldehyde
Quality Level
Related Categories
General description
6-Methoxy-2-naphthaldehyde can be prepared by reacting 2-bromo 6-methoxy naphthalene with triethylorthoformate via Grignard reaction. Its crystals belong to the orthorhombic space group, P212121 and shows excellent NLO (non-linear optical) property.
Application
6-Methoxy-2-naphthaldehyde may be used in the preparation of the following 4-(6-methoxy-2-naphthyl)butan-2-one related compounds:
It may also be used in the synthesis of the following chalcone derivatives:
- 4-(6-methoxy-2-naphthyl)but-3-en-2-one
- 4-(6-methoxy-2-naphthyl)-3-methylbutan-2-one
- 5-(6-methoxy-2-naphthyl)pentan-3-one
It may also be used in the synthesis of the following chalcone derivatives:
- (2E)-1-(2-hydroxyphenyl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one
- (2E)-1-(2-chloropyridin-4-yl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one
- (2E)-3-(6-methoxy-2-naphthyl)-1-pyridin-4-ylprop-2-en-1-one
- (2E)-1-(2,4-dichlorophenyl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Growth characterization and non linear optical property of 6-methoxy-2-naphthaldehyde.
Sarojini BK, et al.
Proceedings of SPIE, 5935 (2005)
J Wierzchowski et al.
Acta poloniae pharmaceutica, 53(3), 203-208 (1996-05-01)
Continuous fluorimetric assay for aldehyde dehydrogenase activity in rat tissue, based on oxidation of the fluorogenic 6-methoxy-2-naphthaldehyde, is described. The new assay is ca. 2 orders of magnitude more sensitive than the standard procedures and it is not subjected to
Amaj Ahmed Laskar et al.
Cell biochemistry and biophysics, 78(1), 31-42 (2019-11-17)
Human salivary aldehyde dehydrogenase (hsALDH) protects us from the toxic effect of aldehydes. It has both diagnostic and therapeutic importance. Citral possesses many biological and pharmacological properties. The aim of this work was to investigate the inhibitory effect and the
4-(6-Methoxy-2-naphthyl) butan-2-one and related analogs, a novel structural class of antiinflammatory compounds.
Goudie AC, et al.
Journal of Medicinal Chemistry, 21(12), 1260-1264 (1978)
Hina Younus et al.
Chemosphere, 243, 125358-125358 (2019-11-24)
Human salivary aldehyde dehydrogenase (hsALDH) is an important detoxifying enzyme and maintains oral health. Subjects with low hsALDH activity are at a risk of developing oral cancers. Arsenic (As) toxicity causes many health problems in humans. The objective of this
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