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Merck
CN

49661

Methyl 4-pentenoate

≥95.0% (GC)

Synonym(s):

4-Pentenoic acid methyl ester, Allylacetic acid methyl ester, Methyl allylacetate

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About This Item

Empirical Formula (Hill Notation):
C6H10O2
CAS Number:
Molecular Weight:
114.14
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
≥95.0% (GC)
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InChI

1S/C6H10O2/c1-3-4-5-6(7)8-2/h3H,1,4-5H2,2H3

SMILES string

COC(=O)CCC=C

InChI key

SHCSFZHSNSGTOP-UHFFFAOYSA-N

assay

≥95.0% (GC)

Quality Level

functional group

allyl, ester

General description

Methyl 4-pentenoate is an unsaturated methyl ester that is prepared by the esterification of 1-pentenoic acid with methanol. It undergoes amidation with formamide via acetone-initiated photochemical reaction to form a 1:1 adduct. The metathesis of methyl 4-pentenoate with different Mo(VI)alkylidene complexes have been reported. It acts as a chain transfer agent during the polymerization of exo,exo-5,6-bis(methoxymethyl)-7-oxabicyclo[2.2.1]hept-2-ene using RuII(H20)6(tos)2 (tos =p-toluenesulfonate) as a catalyst.

pictograms

FlameExclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

84.2 °F - closed cup

flash_point_c

29 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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The Light-Induced Amidation of Terminal Olefins1.
Elad D and Rokach J.
The Journal of Organic Chemistry, 29(7), 1855-1859 (1964)
Coupling of terminal olefins by molybdenum (VI) imido alkylidene complexes.
Fox HH, et al.
Organometallics, 13(2), 635-639 (1994)
Chain transfer during the aqueous ring-opening metathesis polymerization of 7-oxanorbornene derivatives.
France MB, et al.
Macromolecules, 26(18), 4742-4747 (1993)
Majd Al-Naji et al.
ChemSusChem, 12(12), 2628-2636 (2019-04-18)
The need for more sustainable products and processes has led to the use of new methodologies with low carbon footprints. In this work, an efficient tandem process is demonstrated for the liquid-phase catalytic upgrading of lignocellulosic biomass-derived γ-valerolactone (GVL) with

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