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Safety Information

49661

Sigma-Aldrich

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:
818-57-5
Molecular Weight:
114.14
MDL number:
MFCD03990590
UNSPSC Code:
12352100
PubChem Substance ID:
57651216
NACRES:
NA.22

Quality Level

100

Assay

≥95.0% (GC)

refractive index

n20/D 1.415
n20/D 1.415

functional group

allyl
ester

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

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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
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H319

Precautionary Statements

P210 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

84.2 °F - closed cup

Flash Point(C)

29 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

49661-5G-F:
49661-VAR-F:
49661-1G-F:
49661-BULK-F:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN5615
MKBT7890V
MKBK7556V
BCBC7700V
BCBC7700

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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)
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)
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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