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528544

Sigma-Aldrich

3-Methoxy-2-naphthoic acid

98%

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About This Item

Linear Formula:
CH3OC10H6CO2H
CAS Number:
883-62-5
Molecular Weight:
202.21
EC Number:
212-932-7
MDL number:
MFCD00094168
UNSPSC Code:
12352100
PubChem Substance ID:
24877595
NACRES:
NA.22

Assay

98%

mp

133-136 °C (lit.)

SMILES string

COc1cc2ccccc2cc1C(O)=O

InChI

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

InChI key

RTBQQRFTCVDODF-UHFFFAOYSA-N

General description

3-Methoxy-2-naphthoic acid is a naphthoic acid derivative. 3-Methoxy-2-naphthoic acid can be prepared from 3-hydroxy-2-naphthoic acid, via methylation. It undergoes reduction under the following reaction conditions:
  • in the presence of Li and NH4Cl to afford 1,2,3,4-tetrahydro-2-naphthoic acid
  • by using Li, NH4Cl and anhydrous FeCl3 to afford 3-methoxy-1, 2-dihydro-2-naphthoic acid
  • in anhydrous ether, liquid ammonia, lithium wire and anhydrous ethanol to afford 1,2,3,4-tetrahydro-2-naphthoic acid

Application

3-Methoxy-2-naphthoic acid may be used in the synthesis of N-[p-N,N-dimethylanilino)-3-methoxy-2-naphtho]hydroxamic acid (DAMNHA).

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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Certificates of Analysis (COA)

Lot/Batch Number
MKBB0907V
MKBH6164V
MKBB0907
50196KJ
12201CD

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J W Ellingboe et al.
Journal of medicinal chemistry, 36(17), 2485-2493 (1993-08-20)
A series of naphthalenyl 3H-1,2,3,5-oxathiadiazole 2-oxides was prepared and tested for antihyperglycemic activity in the db/db mouse, a model for type 2 (non-insulin dependent) diabetes mellitus. Substitution at the 1-, 5-, or 8-positions of the naphthalene ring with a halogen
Extraction and spectrophotometric determination of vanadium (V) with N-[p-(N, N-dimethylanilino)-3-methoxy-2-naphtho] hydroxamic acid.
Abbasi S.
Analytical Chemistry, 48(4), 714-717 (1976)
Studies in metal-ammonia reduction-5: Reduction and reductive methylation of some naphthoic acids.
Murthy AR, et al.
Tetrahedron, 38(18), 2831-2836 (1982)
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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