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Sigma-Aldrich

2-Methoxy-1-naphthoic acid

98%

Synonym(s):

2-Methoxynaphthoic acid

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About This Item

Linear Formula:
CH3OC10H6CO2H
CAS Number:
947-62-6
Molecular Weight:
202.21
EC Number:
213-429-5
MDL number:
MFCD00021532
UNSPSC Code:
12352100
PubChem Substance ID:
24877580
NACRES:
NA.22

assay

98%

mp

177-180 °C (lit.)

SMILES string

COc1ccc2ccccc2c1C(O)=O

InChI

1S/C12H10O3/c1-15-10-7-6-8-4-2-3-5-9(8)11(10)12(13)14/h2-7H,1H3,(H,13,14)

InChI key

OSTYZAHQVPMQHI-UHFFFAOYSA-N

General description

2-Methoxy-1-naphthoic acid is the 3-methoxy derivative of 1-napthoic acid. It can be prepared from a Grignard reagent derived from 1-bromo-2-methoxynaphthalene. 2-Methoxy-1-naphthoic acid undergoes Birch reduction to afford 2-methoxy-1,4,5,8-tetrahydro-1-naphthoic acid.

Application

2-Methoxy-1-naphthoic acid may be used in the synthesis of chiral (methoxynaphthyl)oxazoline.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Enantioselective synthesis of binaphthyls via nucleophilic aromatic substitution on chiral oxazolines.
Meyers AI and Lutomski KA.
Journal of the American Chemical Society, 104(3), 879-881 (1982)
The Reaction of Phenyl 2-Methoxy-1-naphthoate with Grignard Reagents. A New Route to Fluorenones.
Fuson RC and Wassmundt FW.
Journal of the American Chemical Society, 78(20), 5409-5413 (1956)
Birch Reduction of 2-Naphthoic and of ortho-Methoxynaphthoic Acids.
Eliel EL and Hoover TE.
The Journal of Organic Chemistry, 24(7), 938-942 (1959)

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