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4-Pentenoyl chloride
[CAS# 39716-58-0]

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Identification
Name 4-Pentenoyl chloride
Synonyms pent-4-enoyl chloride
Molecular Structure CAS # 39716-58-0, 4-Pentenoyl chloride, pent-4-enoyl chloride
Molecular Formula C5H7ClO
Molecular Weight 118.56
CAS Registry Number 39716-58-0
EC Number 700-100-0
SMILES C=CCCC(=O)Cl
Properties
Density 1.074
Boiling point 125 ºC
Flash point 27 ºC
Safety Data
Hazard Symbols symbol symbol   GHS02;GHS057 Danger    Details
Hazard Statements H225-H314    Details
Precautionary Statements P210-P233-P240-P241-P242-P243-P260-P264-P280-P301+P330+P331-P302+P361+P354-P303+P361+P353-P304+P340-P305+P354+P338-P316-P321-P363-P370+P378-P403+P235-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Flammable liquidsFlam. Liq.3H226
Skin corrosionSkin Corr.1BH314
Serious eye damageEye Dam.1H318
Transport Information UN 2920
SDS Available
up Discovory and Applicatios
4-Pentenoyl chloride, also known as pent-4-enoyl chloride, is a chemical compound discovered through organic synthesis methodologies. Its synthesis typically involves the reaction of pent-4-enoic acid with thionyl chloride or phosphorus pentachloride, resulting in the formation of the corresponding acyl chloride. This compound belongs to the class of acyl chlorides, characterized by the presence of a carbonyl group bonded to a chlorine atom. The discovery of 4-Pentenoyl chloride stemmed from the need for versatile chemical intermediates for various organic transformations and the synthesis of complex molecules.

4-Pentenoyl chloride serves as a valuable reagent in organic synthesis due to its ability to undergo various chemical reactions. It participates in nucleophilic addition reactions, such as Michael addition and Friedel-Crafts acylation, enabling the synthesis of diverse organic compounds including pharmaceuticals, agrochemicals, and specialty chemicals. Its versatility makes it a preferred choice for introducing the pent-4-enoyl moiety into target molecules, facilitating the creation of complex molecular architectures.

In the pharmaceutical industry, 4-Pentenoyl chloride finds applications in the synthesis of drug intermediates and active pharmaceutical ingredients (APIs). It serves as a key building block for the construction of pharmacologically active compounds, particularly those containing the pent-4-enoyl functional group. These compounds may exhibit various biological activities, including antimicrobial, anticancer, and anti-inflammatory properties. The incorporation of 4-Pentenoyl chloride into drug molecules allows for the modulation of their physicochemical properties and pharmacological profiles, contributing to the development of novel therapeutic agents.

4-Pentenoyl chloride plays a role in the production of agrochemicals, including pesticides and herbicides. By serving as a precursor in the synthesis of pesticide intermediates, it enables the creation of compounds essential for crop protection and pest management. These agrochemicals help enhance agricultural productivity by controlling pests, weeds, and diseases, thereby contributing to global food security and sustainability.

In the realm of specialty chemicals, 4-Pentenoyl chloride serves as a versatile building block for the synthesis of functional materials and fine chemicals. Its chemical reactivity allows for the modification of molecular structures to impart specific properties such as optical activity, surface functionality, and polymerizability. These tailored materials find applications in various industries including coatings, adhesives, electronics, and personal care products, catering to diverse technological and consumer needs.

4-Pentenoyl chloride continues to attract interest in academic and industrial research laboratories for its synthetic utility and potential applications. Scientists explore new methodologies for its synthesis and investigate its reactivity in diverse chemical transformations. Research efforts focus on expanding its synthetic applications, elucidating its mechanistic pathways, and discovering novel chemical reactions facilitated by its unique structural features.
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