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259659

Sigma-Aldrich

Methyl 2-methoxybenzoate

99%

Synonym(s):

Methyl o-anisate

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About This Item

Linear Formula:
CH3OC6H4CO2CH3
CAS Number:
606-45-1
Molecular Weight:
166.17
EC Number:
210-118-6
MDL number:
MFCD00008423
UNSPSC Code:
12352100
PubChem Substance ID:
24855426
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.534 (lit.)

bp

248 °C (lit.)

density

1.157 g/mL at 25 °C (lit.)

SMILES string

COC(=O)c1ccccc1OC

InChI

1S/C9H10O3/c1-11-8-6-4-3-5-7(8)9(10)12-2/h3-6H,1-2H3

InChI key

PFYHAAAQPNMZHO-UHFFFAOYSA-N

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General description

FeCl2 catalyzed cross-coupling reaction between methyl 2-methoxybenzoate and diphenylmethane under various reaction conditions has been investigated.

Application

Methyl 2-methoxybenzoate has been used in the synthesis of (+/−)-vibralactone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Quan Zhou et al.
Organic letters, 10(7), 1401-1404 (2008-03-04)
Reductive alkylation of methyl 2-methoxybenzoate with prenyl bromide and hydrolysis afforded methyl 6-oxo-1-prenyl-2-cyclohexenecarboxylate. Reduction of the ketone, hydrolysis, iodolactonization, ozonolysis, and intramolecular aldol reaction provided a spiro lactone cyclopentenal. Retro-iodolactonization with activated Zn, formation of the beta-lactone, and reduction of
Yi-Zhou Li et al.
Angewandte Chemie (International ed. in English), 48(21), 3817-3820 (2009-04-18)
Hooking up: FeCl(2) catalyzes the efficient cross dehydrogenative arylation of substrates having benzylic C-H bonds (see scheme). High regioselectivity was observed during the cross-coupling between compounds containing aromatic C(sp(2))-H bonds and benzylic C(sp(3))-H bonds. This process is proposed to proceed

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