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129852

Sigma-Aldrich

Methyl 2-furoate

98%

Synonym(s):

Methyl furan-2-carboxylate, Methyl pyromucate

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About This Item

Empirical Formula (Hill Notation):
C6H6O3
CAS Number:
611-13-2
Molecular Weight:
126.11
Beilstein:
111110
EC Number:
210-254-6
MDL number:
MFCD00003236
UNSPSC Code:
12352100
PubChem Substance ID:
24847929
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.487 (lit.)

bp

181 °C (lit.)

density

1.179 g/mL at 25 °C (lit.)

SMILES string

COC(=O)c1ccco1

InChI

1S/C6H6O3/c1-8-6(7)5-3-2-4-9-5/h2-4H,1H3

InChI key

HDJLSECJEQSPKW-UHFFFAOYSA-N

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Application

Methyl 2-furoate (Methyl furan-2-carboxylate, Methyl pyromucate) was used to synthesize cis-fused 5-oxofuro[2,3-b]furans. It was also used in the preparation of sesquiterpene lactone.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H312,H315,H319,H335

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

163.4 °F - closed cup

Flash Point(C)

73 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Andreas Kreuzer et al.
Organic letters, 15(13), 3420-3423 (2013-06-26)
The first total synthesis of either enantiomer of Arteludovicinolide A and their biological evaluation is reported, featuring a new strategy for the asymmetric construction of γ-butyrolactones with stereogenic side chains in the 4-position. Starting from the renewable resource methyl 2-furoate
Roland Weisser et al.
Organic letters, 7(24), 5353-5356 (2005-11-18)
[structure: see text] A short and enantioselective synthesis of cis-fused 5-oxofuro[2,3-b]furans, being found in many spongiane diterpenoid natural products, is reported starting from inexpensive methyl 2-furoate. Moreover, the acid-catalyzed rearrangement of the furo[2,3-b]furan framework A to B is observed for

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