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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

Quality Level

100

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

259659-100G:
259659-25G:
259659-VAR:
259659-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBH2126V
MKBD1160
01907AJ
18223LD
01818MC

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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
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

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