49661

Sigma-Aldrich

Methyl 4-pentenoate

≥95.0% (GC)

Synonym(s):
Allylacetic acid methyl ester, Methyl allylacetate, 4-Pentenoic acid methyl ester
Empirical Formula (Hill Notation):
C6H10O2
CAS Number:
Molecular Weight:
114.14
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

≥95.0% (GC)

refractive index

n20/D 1.415
n20/D 1.415

SMILES string

COC(=O)CCC=C

InChI

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

InChI key

SHCSFZHSNSGTOP-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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.

Packaging

1, 5 g in glass bottle

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3272 3 / PGIII

WGK Germany

WGK 3

Flash Point(F)

84.2 °F - closed cup

Flash Point(C)

29 °C - closed cup

Certificate of Analysis
Certificate of Origin
Chain transfer during the aqueous ring-opening metathesis polymerization of 7-oxanorbornene derivatives.
France MB, et al.
Macromolecules, 26(18), 4742-4747 (1993)
Coupling of terminal olefins by molybdenum (VI) imido alkylidene complexes.
Fox HH, et al.
Organometallics, 13(2), 635-639 (1994)
The Light-Induced Amidation of Terminal Olefins1.
Elad D and Rokach J.
The Journal of Organic Chemistry, 29(7), 1855-1859 (1964)
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...

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.