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526487

Sigma-Aldrich

4-Methyl-1-naphthaldehyde

97%

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About This Item

Linear Formula:
CH3C10H6CHO
CAS Number:
33738-48-6
Molecular Weight:
170.21
MDL number:
MFCD00060691
UNSPSC Code:
12352100
PubChem Substance ID:
24874556
Pricing and availability is not currently available.

Assay

97%

mp

32-36 °C (lit.)

SMILES string

Cc1ccc(C=O)c2ccccc12

InChI

1S/C12H10O/c1-9-6-7-10(8-13)12-5-3-2-4-11(9)12/h2-8H,1H3

InChI key

LANRGTXVAPBSIA-UHFFFAOYSA-N

General description

4-Methyl-1-naphthaldehyde is a monoaldehyde. It is obtained along with 1-methyl-2-naphthaldehyde from 1-methylnaphthalene, via formylation.[1]

Application

4-Methyl-1-naphthaldehyde may be used in the synthesis of methyl 2-phenyl-3-( 4-methyl-1-naphthyl)propenoate[2] and (Z/E)-2-amino-4,6-dimethyl-5-[(4-methyl-1-naphthyl)methylene]-5H-cyclopenta[b]pyridine-3,7-dicarbonitrile.[3]

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC0990V
MKBC0990
MKBB4755
11827LH
11728MD

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The influence of aromatic compound protonation on the regioselectivity of Gattermann-Koch formylation.
Tanaka M, et al.
Chemical Communications (Cambridge, England), 2, 159-160 (1996)
S Amin et al.
Chemical research in toxicology, 1(6), 349-355 (1988-11-01)
Previous studies have shown that 5-methylchrysene (5-MeC) is more carcinogenic on mouse skin than the other methylchrysenes and that the structural requirements favoring tumorigenicity of methylated polynuclear aromatic hydrocarbons are the presence of a bay region methyl group and free
Stéphanie Kolb et al.
European journal of medicinal chemistry, 45(3), 896-901 (2009-12-09)
We report herein the synthesis of 5-substituted [1]pyrindine derivatives and the evaluation of their antiproliferative properties on HeLa cells, a cervical carcinoma tumor cell line, and on the melanoma A2058 cell line. The most efficient compounds display cytotoxicity against tumor

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