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164542

Sigma-Aldrich

Ethyl 3-furoate

98%

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About This Item

Empirical Formula (Hill Notation):
C7H8O3
CAS Number:
614-98-2
Molecular Weight:
140.14
EC Number:
210-403-5
MDL number:
MFCD00005348
UNSPSC Code:
12352100
PubChem Substance ID:
24850082
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.46 (lit.)

bp

93-95 °C/35 mmHg (lit.)

density

1.038 g/mL at 25 °C (lit.)

functional group

ester

storage temp.

2-8°C

SMILES string

CCOC(=O)c1ccoc1

InChI

1S/C7H8O3/c1-2-10-7(8)6-3-4-9-5-6/h3-5H,2H2,1H3

InChI key

LOFDXZJSDVCYAS-UHFFFAOYSA-N

General description

Ethyl 3-furoate undergoes regioselective palladium(0)-catalyzed arylation reaction with aryl bromides.

Application

Ethyl 3-furoate was used as starting reagent for the synthesis of ethyl 2,3-bis(trifluoromethyl)-7-oxabicyclo[2,2,1]hepta-2,5-diene-5-carboxylate and 4-(1-hydroxy-1-methyl-ethyl)-furan-2-sulfonamide.

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

138.2 °F - closed cup

Flash Point(C)

59 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC2970
BCBX5577
BCBW8643
BCBQ3536V
BCBB5944V

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Bobby Glover et al.
Organic letters, 5(3), 301-304 (2003-01-31)
[reaction: see text] The regioselective palladium(0)-catalyzed arylation of 3-furoate and 3-thiophenecarboxylate esters with aryl bromides is described. Conditions were developed that allow for the selective synthesis of either 2-aryl or 5-aryl products.
Novel Synthesis of 1-(1, 2, 3, 5, 6, 7-Hexahydro-s-indacen-4-yl)-3-[4-(1-hydroxy-1-methyl-ethyl)-furan-2-sulfonyl] urea, an Anti-inflammatory Agent.
Urban FJ, et al.
Synthetic Communications, 33(12), 2029-2043 (2003)
Some reactions of 3, 4-bis (trifluoromethyl) furan and its precursor, 2, 3-bis (trifluoromethyl)-7-oxabicyclo [2, 2, 1] hepta-2, 5-diene: novel isocoumarin formation from thermal reaction of the furan with ethyl propynoate.
Abubakar AB, et al.
Journal of Fluorine Chemistry, 56(3), 359-371 (1992)

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