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20515-19-9

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20515-19-9 Usage

Description

Methyl (E)-3-pentenoate, also known as Methyl trans-3-pentenoate, is an ester that is widely utilized in the synthesis of various organic compounds. It is characterized by its ability to undergo ring-closing metathesis (RCM) using silicaand monolith supported Grubbs-Herrmann-type catalysts. Additionally, it has been studied for its 1,3-dipolar cycloaddition with C-ethoxycarbonyl nitrone to form isoxazolidines.

Uses

Used in Pharmaceutical Industry:
Methyl (E)-3-pentenoate is used as a key intermediate in the total synthesis of phytochemicals, specifically (-)-grandinolide and (-)-sapranthin. These compounds hold potential applications in the development of new drugs and therapeutic agents due to their unique chemical structures and biological activities.
Used in Chemical Synthesis:
Methyl (E)-3-pentenoate serves as a versatile building block in the synthesis of various organic compounds, including complex molecules with potential applications in different industries such as pharmaceuticals, agrochemicals, and materials science. Its ability to undergo RCM and 1,3-dipolar cycloaddition reactions makes it a valuable asset in the development of novel chemical entities.

Check Digit Verification of cas no

The CAS Registry Mumber 20515-19-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,5,1 and 5 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 20515-19:
(7*2)+(6*0)+(5*5)+(4*1)+(3*5)+(2*1)+(1*9)=69
69 % 10 = 9
So 20515-19-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H10O2/c1-3-4-5-6(7)8-2/h3-4H,5H2,1-2H3/b4-3+

20515-19-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl (E)-3-pentenoate

1.2 Other means of identification

Product number -
Other names Methyl trans-3-Pentenoate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:20515-19-9 SDS

20515-19-9Relevant articles and documents

Methyl 4-methoxypentanoate: A novel and potential downstream chemical of biomass derived gamma-valerolactone

Li, Zheng,Jiang, Yetao,Tang, Xing,Zuo, Miao,Zeng, Xianhai,Sun, Yong,Lin, Lu

, p. 8297 - 8300 (2015)

Lignocellulosic derived gamma-valerolactone was effectively converted into methyl 4-methoxypentanoate, a potential liquid biofuel, solvent and fragrance, by the catalysis of a hydrogen exchanged ultra-stable Y zeolite (HUSY) and insoluble carbonates such as CaCO3. The catalytic competing generation process between methyl 4-methoxypentanoate and pentenoate esters was also analysed.

Ozeki,Kusaka

, p. 2686 (1967)

Electrochemical reduction of CO2 in the presence of 1,3-butadiene using a hydrogen anode in a nonaqueous medium

Grinberg, V. A.,Koch, T. A.,Mazin, V. M.,Mysov, E. I.,Sterlin, S. R.

, p. 294 - 299 (1999)

The possibility or anodic generation of a solvated proton on gas-diffusion electrode in an aprotic medium in the presence of carbon dioxide and 1,3-butadiene has been demonstrated. Formic acid was shown to be the only product of the reaction in the initially approtic medium with the use of a hydrogen gas-diffusion anode. The influence of the counterion on the reactivity of the CO2*- radical anion in electrocarboxylation was shown experimentally.

Brewis,Hughes

, p. 489 (1965)

Modulation of N^N′-bidentate chelating pyridyl-pyridylidene amide ligands offers mechanistic insights into Pd-catalysed ethylene/methyl acrylate copolymerisation

ó Máille, Gearóid M.,Albrecht, Martin,Dall'Anese, Anna,Grossenbacher, Philipp,Milani, Barbara,Montini, Tiziano

, p. 6133 - 6145 (2021/05/19)

The efficient copolymerisation of functionalised olefins with alkenes continues to offer considerable challenges to catalyst design. Based on recent work using palladium complexes containing a dissymmetric N^N′-bidentate pyridyl-PYA ligand (PYA = pyridylidene amide), which showed a high propensity to insert methyl acrylate, we have here modified this catalyst structure by inserting shielding groups either into the pyridyl fragment, or the PYA unit, or both to avoid fast β-hydrogen elimination. While a phenyl substituent at the pyridyl side impedes catalytic activity completely and leads to an off-cycle cyclometallation, the introduction of an ortho-methyl group on the PYA side of the N^N′-ligand was more prolific and doubled the catalytic productivity. Mechanistic investigations with this ligand system indicated the stabilisation of a 4-membered metallacycle intermediate at room temperature, which has previously been postulated and detected only at 173 K, but never observed at ambient temperature so far. This intermediate was characterised by solution NMR spectroscopy and rationalises, in part, the formation of α,β-unsaturated esters under catalytic conditions, thus providing useful principles for optimised catalyst design.

Method for enhancing long-chain olefin hydrogen esterification reaction by ionic liquid

-

Paragraph 0039-0064, (2021/06/13)

The invention relates to a method for preparing carboxylic ester through long-chain olefin hydrogen esterification reaction. The method is characterized by comprising the following steps: mixing long-chain olefin of which the C number is greater than or equal to 4 with a catalyst, a carbonyl source and alkyl alcohol according to a certain ratio, and carrying out hydrogen esterification reaction in a high-boiling-point solvent such as ester, ketone, ether, amide, aromatic hydrocarbon, sulfone (sulfoxide) or conventional ionic liquid. The first ligand is a bidentate phosphine ligand, and the second ligand is an ionic liquid containing a single-coordination central atom (N, P). The method has the advantages that raw material gas and liquid phases can be in full contact, the catalyst and a high-boiling-point solvent system can be recycled, and rapid separation of the catalyst and a product is achieved. In the conjugated olefin hydrogen esterification reaction, the olefin conversion rate is more than 80%, and the product selectivity is more than 85%; in the monoolefine hydrogen esterification reaction, the olefin conversion rate is greater than 90%, and the product selectivity is greater than 95%.

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