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543195

Sigma-Aldrich

Methyl phenylpropiolate

97%

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5 G
$92.60

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5 G
$92.60

About This Item

Linear Formula:
C6H5C≡CCO2CH3
CAS Number:
4891-38-7
Molecular Weight:
160.17
MDL number:
MFCD00041685
UNSPSC Code:
12352100
PubChem Substance ID:
24878669
NACRES:
NA.22

$92.60

Available to ship onApril 08, 2025Details

Request a Bulk Order

assay

97%

refractive index

n20/D 1.5590 (lit.)

bp

109-112 °C/2 mmHg (lit.)

density

1.086 g/mL at 25 °C (lit.)

functional group

ester
phenyl

SMILES string

COC(=O)C#Cc1ccccc1

InChI

1S/C10H8O2/c1-12-10(11)8-7-9-5-3-2-4-6-9/h2-6H,1H3

InChI key

JFGWPXKGINUNDH-UHFFFAOYSA-N

Related Categories

General description

Organoiron carbonyl complexes are obtained by reacting methyl phenylpropiolate with Fe2(CO)9.[1]

Application

Methyl phenylpropiolate may be used in the synthesis of:
  • bicyclohexadienes[2]
  • cis-methyl cinnamate[3]
  • (E)-alkyl 3-(dialkoxyphosphoryl)-3-phenylacrylate derivatives[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV0550
MKCP9490
MKCK3891
MKCG5547
MKCF6303

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The catalyst-free addition of dialkyl phosphites on the triple bond of alkyl phenylpropiolates under microwave conditions.
Balint E, et al.
Current Catalysis, 4(1), 57-64 (2015)
Steric effects on reactivity in silicon chemistry.
Cartledge FK.
Organometallics, 2(3), 425-430 (1983)
P Andrew Evans et al.
Journal of the American Chemical Society, 127(36), 12466-12467 (2005-09-08)
Transition metal-catalyzed [m+n+o] carbocyclization reactions provide powerful methods for the construction of complex polycyclic systems that are generally not accessible through classical pericyclic reactions. We have developed the first regio- and enantioselective crossed intermolecular rhodium-catalyzed [2+2+2] carbocyclization of carbon- and
Preparation and Structures of Methyl Phenylpropiolate-Iron Carbonyl Complexes. A New Dicarbonyl-p-cyclopentadienyloxy-s-vinyliron Compound.
Dahl LF, et al.
Journal of the American Chemical Society, 88(3), 446-452 (1966)

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