Production Method 1

591-80-0

818-57-5

Reaction Conditions

1.1 Catalysts: Sulfuric acid Solvents: Methanol ;  rt → 70 °C; 70 °C; 24 h, 70 °C; 70 °C → rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  rt

Reference

Ester Functional Epoxide Monomers for Random and Gradient Poly(ethylene glycol) Polyelectrolytes with Multiple Carboxylic Acid Moieties

Linker, Olga; et al, Macromolecules (Washington, 2020, 53(9), 3524-3534

Production Method 2

591-80-0

818-57-5

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Acetone ;  8 h, reflux; reflux → rt

Reference

Synthesis and Characterization of Hypervalent Pentacoordinate Carbon Compounds Bearing a 7-6-7-Ring Skeleton

Yamamoto, Yohsuke ; et al, Chemistry - A European Journal, 2023, 29(9),

Production Method 3

591-80-0

818-57-5

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Acetone

Reference

Stereospecific synthesis of EET metabolites via Suzuki-Miyaura coupling

Falck, J. R.; et al, Tetrahedron Letters, 2001, 42(41), 7211-7212

Production Method 4

39716-58-0

818-57-5

Reaction Conditions

Reference

Homolytic intramolecular displacements. I. Study of the decomposition of tert-butyl 4-peroxypentenoate in cycloalkanes. Synthesis of 5-cycloalkyl-4-pentanolides

Maillard, B.; et al, Tetrahedron, 1984, 40(18), 3531-7

Production Method 5

40637-56-7

818-57-5

Reaction Conditions

1.1 Reagents: Boric acid (H3BO3)

Reference

Malonic to acetic ester transformation by boric acid

Ho, Tse-Lok, Synthetic Communications, 1979, 9(7), 609-11

Production Method 6

591-80-0

818-57-5

Reaction Conditions

Reference

Synthesis of 5,5-dichloro-4-pentenoic acid by the Wittig reaction with bromotrichloromethane and triphenylphosphine

Taylor, Wesley G., Journal of Organic Chemistry, 1981, 46(21), 4290-2

Production Method 7

66241-82-5

818-57-5

Reaction Conditions

1.1 Reagents: Ozone

Reference

An efficient general synthesis of ω-olefinic methyl esters

Scarborough, Robert M. Jr.; et al, Tetrahedron Letters, 1977, (50), 4361-4

Production Method 8

64583-93-3

818-57-5

Reaction Conditions

1.1 Reagents: Tetrabutylammonium fluoride

Reference

Methyl diazoacetate

Droste, James J.; et al, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2006, 1, 1-4

Production Method 9

64583-93-3

818-57-5

Reaction Conditions

1.1 Reagents: Tetrabutylammonium fluoride

Reference

Methyl Diazoacetate

Droste, James J.; et al, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001, ,

Production Method 10

108-29-2

818-57-5

Reaction Conditions

Reference

Procedure for the preparation of 4-pentenoic acid esters from 5-methylbutyrolactone and alkanols

, Federal Republic of Germany, , ,

Production Method 11

818-57-5

Reaction Conditions

Reference

Process for the preparation of alkyl pentenoates

, Germany, , ,

Production Method 12

591-80-0

818-57-5

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Methanol

Reference

Triazole-linked glycosyl amino acids and peptides: synthesis, scope and applications

Kuijpers, Brian Hubert Margaretha, 2008, , ,

Production Method 13

591-80-0

818-57-5

Reaction Conditions

1.1 Catalysts: 2-Hydroxy-3-[3-(trihydroxysilyl)propoxy]-1-propanesulfonic acid (silica gel supported) Solvents: Methanol ;  30 min, 75 psi, 110 °C

Reference

Efficient flow Fischer esterification of carboxylic acids with alcohols using sulfonic acid-functionalized silica as supported catalyst

Furuta, Akihiro; et al, Bulletin of the Chemical Society of Japan, 2017, 90(5), 607-612

Production Method 14

591-80-0

818-57-5

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide

Reference

New Routes to enantioenriched substances through small organic molecules

Boschi, Francesca, 2009, , ,

Production Method 15

39716-58-0

818-57-5

Reaction Conditions

Reference

Intramolecular homolytic substitution. 9. Mechanism of induced decomposition of tert-butyl perpent-4-enoate in hydrogen donor solvent

Maillard, B.; et al, New Journal of Chemistry, 1987, 11(1), 7-13

Production Method 16

24850-33-7

818-57-5

Reaction Conditions

1.1 Catalysts: Palladium (D717 anion exchange resin bound) Solvents: Acetone

Reference

Catalytic performance and structure of the ion-exchange resin-supported palladium(0) catalyst in coupling reaction of organotin and organic halides

Liu, Baodian; et al, Cuihua Xuebao, 1994, 15(2), 85-90

Production Method 17

24850-33-7

818-57-5

Reaction Conditions

1.1 Catalysts: Palladium chloride ,  Chitosan (silica-supported) Solvents: Acetone ;  18 - 25 h, reflux

Reference

Catalytic performance of silica-supported chitosan-Pd(II) in coupling reaction of organotins and α-halogenated acid ester

Wu, Chun; et al, Huaxue Yu Nianhe, 2004, 26(5), 258-259

Production Method 18

1445-45-0

818-57-5

Reaction Conditions

1.1 Catalysts: Phosphoric acid ;  5 h, 85 - 135 °C; 8 h, 135 °C

Reference

Preparation of 4-pentenoic acid

, China, , ,

Production Method 19

591-87-7

818-57-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran
1.2 Reagents: Diethyl chlorophosphate Solvents: Hexamethylphosphoramide
1.3 Reagents: Triethylamine

Reference

Claisen rearrangements of enol phosphates

Funk, Raymond L.; et al, Journal of the American Chemical Society, 1993, 115(19), 8847-8

Production Method 20

591-80-0

818-57-5

Reaction Conditions

Reference

Homolytic intramolecular displacements. I. Study of the decomposition of tert-butyl 4-peroxypentenoate in cycloalkanes. Synthesis of 5-cycloalkyl-4-pentanolides

Maillard, B.; et al, Tetrahedron, 1984, 40(18), 3531-7

Production Method 21

821-09-0

818-57-5

Reaction Conditions

1.1 Reagents: Potassium carbonate ,  Oxygen Catalysts: Ferrous oxide ,  Palladium ,  Ferrous sulfate ,  Graphite ,  Palladium, bis(acetonitrile)dichloro- ,  Graphene (oxide) Solvents: Methanol ;  8 h, 60 °C

Reference

Palladium complex immobilized on graphene oxide-magnetic nanoparticle composites for ester synthesis by aerobic oxidative esterification of alcohols

Verma, Sanny; et al, Applied Catalysis, 2015, 489, 17-23

Production Method 22

108-29-2

818-57-5

Reaction Conditions

Reference

Procedure for the preparation of esters of alkenecarboxylic acids

, Federal Republic of Germany, , ,

Production Method 23

36850-80-3

818-57-5

Reaction Conditions

1.1 Reagents: Thallium(I) acetate Catalysts: Palladium(1+), (η3-2-propenyl)(N,N,N′,N′-tetramethyl-1,2-ethanediamine-N,N′)-, a… Solvents: Dichloromethane

Reference

Nucleophilic attack on the central allyl carbon of η3-allyl complexes of palladium and platinum. Synthesis of cyclopropanes from allylic electrophiles and silyl enolates

Formica, M.; et al, Journal of Molecular Catalysis, 1993, 84(3), 239-51

Production Method 24

527-72-0

818-57-5

Reaction Conditions

Reference

Lithium ammonia reductions of 2-thiophenecarboxylic acids

Blenderman, Walter G.; et al, Journal of Organic Chemistry, 1983, 48(19), 3206-13

Production Method 25

818-57-5

Reaction Conditions

Reference

Butanedicarboxylic acid

, Japan, , ,

Production Method 26

818-57-5

Reaction Conditions

Reference

Preparation of pentenoic acid C1-4 alkyl esters

, Federal Republic of Germany, , ,

Production Method 27

818-57-5

Reaction Conditions

Reference

Separation of methyl 4-pentenoate from mixtures containing methyl 3-pentenoate

, Federal Republic of Germany, , ,

4-Pentenoic Acid Methyl Ester Raw materials

• Thiophene-2-carboxylic acid
• gamma-Valerolactone
• 1,1,1-Trimethoxyethane
• 4-pentenoyl chloride
• 5-(Phenylselanyl)pentanoic acid
• 4-Pentenoic acid
• Allyl acetate
• 4-Penten-1-ol
• Allyltributyltin
• Dimethyl allylmalonate
• Silane, [(1-methoxyethenyl)oxy]trimethyl-
• Cyclopropanecarboxylic acid, 2-[(trimethylsilyl)methyl]-, methyl ester

4-Pentenoic Acid Methyl Ester Preparation Products

• 4-Pentenoic Acid Methyl Ester (818-57-5)

• 1. Fe3O4/PEG-SO3H as a heterogeneous and magnetically-recyclable nanocatalyst for the oxidation of sulfides to sulfones or sulfoxides
  Saeideh Mirfakhraei,Malak Hekmati,Fereshteh Hosseini Eshbala,Hojat Veisi New J. Chem., 2018,42, 1757-1761
• 2. Exchangeability of amino acid residues with similar physicochemical properties in coiled-coil interactions?
  Guiying Zhang,Maosheng Cheng,Yanni Li,Keliang Liu,Lifeng Cai Chem. Commun., 2013,49, 11086-11088
• 3. Excitonic channels from bio-inspired templated supramolecular assembly of J-aggregate nanowires?
  Daniel Messmer,Stefan Salentinig,Jakob Heier Nanoscale, 2019,11, 6929-6938
• 4. Evidence of rutile-to-anatase photo-induced electron transfer in mixed-phase TiO2 by solid-state NMR spectroscopy?
  Weili Dai,Guangjun Wu,Michael Hunger Chem. Commun., 2015,51, 13779-13782
• 5. Excitonic and vibrational coherence in artificial photosynthetic systems studied by negative-time ultrafast laser spectroscopy
  Dongjia Han,Bing Xue,Juan Du,Tomohiro Miyatake,Hitoshi Tamiaki,Xin Xing,Wei Yuan,Yanyan Li Phys. Chem. Chem. Phys., 2016,18, 24252-24260

• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Fatty Acyls Fatty acid methyl esters
• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Fatty Acyls Fatty acid esters Fatty acid methyl esters

4-Pentenoic Acid Methyl Ester (CAS No. 818-57-5): A Versatile Chemical Intermediate with Broad Applications

4-Pentenoic Acid Methyl Ester (CAS No. 818-57-5), also known as Methyl 4-pentenoate, is an important organic compound widely used in chemical synthesis and industrial applications. This ester derivative of 4-pentenoic acid has gained significant attention in recent years due to its unique chemical properties and versatility as a building block for more complex molecules.

The growing interest in sustainable chemistry and green synthesis has put compounds like 4-Pentenoic Acid Methyl Ester in the spotlight. Researchers are particularly interested in its potential as a precursor for biodegradable polymers and renewable materials, aligning with current environmental concerns and the push for eco-friendly alternatives in the chemical industry.

From a structural perspective, Methyl 4-pentenoate contains both an ester functional group and a terminal double bond, making it a valuable intermediate for various chemical transformations. This dual functionality allows for multiple reaction pathways, including hydrolysis, hydrogenation, and polymerization reactions, which are frequently searched topics in chemical databases and academic literature.

In pharmaceutical research, 4-Pentenoic Acid Methyl Ester serves as a key starting material for the synthesis of various active pharmaceutical ingredients (APIs). Its molecular structure makes it particularly useful for creating compounds with potential biological activity, a subject of increasing interest in drug discovery circles. The compound's applications in medicinal chemistry have been a hot topic in recent scientific publications.

The fragrance and flavor industry also utilizes Methyl 4-pentenoate due to its pleasant ester-like odor. As consumers become more interested in natural-like and sustainable fragrance ingredients, this compound has gained attention as a potential component in green fragrance formulations. This application aligns well with current market trends toward clean beauty products.

From a production standpoint, 4-Pentenoic Acid Methyl Ester is typically synthesized through the esterification of 4-pentenoic acid with methanol. Recent advancements in catalytic processes have improved the efficiency of this synthesis, making it more economically viable for industrial-scale production. These process improvements are frequently discussed in chemical engineering forums and publications.

Quality control of Methyl 4-pentenoate is crucial for its various applications. Analytical methods such as gas chromatography (GC) and nuclear magnetic resonance (NMR) spectroscopy are commonly employed to ensure purity and verify the compound's identity. These analytical techniques are among the most searched topics by quality control professionals working with similar compounds.

The global market for 4-Pentenoic Acid Methyl Ester has shown steady growth, particularly in regions with strong pharmaceutical and specialty chemical industries. Market analysts note increasing demand from Asia-Pacific countries, where chemical manufacturing capabilities have expanded significantly in recent years. This growth reflects broader trends in the fine chemicals sector.

Safety considerations for handling Methyl 4-pentenoate are standard for compounds of its class. While not classified as hazardous under normal handling conditions, proper laboratory safety protocols should always be followed. The compound's material safety data sheet (MSDS) provides detailed handling instructions, a document frequently requested by professionals working with chemical intermediates.

Future research directions for 4-Pentenoic Acid Methyl Ester may focus on developing more sustainable production methods and exploring novel applications in material science. The compound's potential in creating specialty polymers with unique properties is particularly promising, aligning with current interests in advanced materials development.

For researchers and industry professionals seeking information about 4-Pentenoic Acid Methyl Ester, reliable sources include chemical databases like SciFinder and Reaxys, as well as technical literature from reputable chemical suppliers. These resources often provide the most up-to-date information about the compound's properties, applications, and handling requirements.

In conclusion, 4-Pentenoic Acid Methyl Ester (CAS No. 818-57-5) represents an important chemical intermediate with diverse applications across multiple industries. Its combination of useful chemical properties and potential for further development makes it a compound worth watching in the evolving landscape of specialty chemicals and sustainable materials.

• 111-81-9(Methyl undec-10-enoate)
• 22874-80-2(4-Pentenoic acid, butylester)
• 2396-80-7(Methyl 5-Hexenoate)
• 29972-79-0(11-Dodecenoic acid,methyl ester)
• 54716-25-5(13-Tetradecenoic acid, methyl ester)
• 1745-17-1(6-Heptenoic acid,methyl ester)
• 1191-03-3(4,8-Decadienoic acid,methyl ester)
• 29780-00-5(12-Tridecenoic acid,methyl ester)
• 1968-40-7(4-Pentenoic Acid Ethyl Ester)
• 21063-71-8(4-Octenoic acid, methylester, (4Z)-)