14316-68-8

Usage

Uses

Used in Pharmaceutical Industry:
Tiglic anhydride is used as an intermediate in the synthesis of various pharmaceutical compounds. Its reactivity and versatility make it a valuable component in the development of new drugs and medications.
Used in Agrochemical Industry:
In the agrochemical industry, Tiglic anhydride is used as a precursor for the production of various agrochemicals, including pesticides and herbicides. Its unique chemical properties contribute to the effectiveness of these products in controlling pests and weeds.
Used in Fragrance Industry:
Tiglic anhydride is used as a building block in the synthesis of various fragrance compounds. Its ability to react with other molecules allows for the creation of unique and complex scents used in perfumes, cosmetics, and other scented products.
Used in Plasticizer Production:
Tiglic anhydride is used in the manufacturing of plasticizers, which are additives that increase the flexibility and workability of plastics. Its incorporation into plasticizers helps to improve the performance and durability of various plastic materials.
Used in Organic Synthesis:
As a key building block, Tiglic anhydride is used in the synthesis of a wide range of organic compounds. Its reactivity and ability to form various chemical bonds make it a valuable component in the development of new and innovative organic molecules.

Upstream product

• 35660-94-7 (E)-2-methylbut-2-enoyl chloride 
• 6422-95-3 tiglic acid sodium salt 
• 80-59-1 Tiglic acid 
• 25576-97-0 2,3,6-trimethoxytoluene 
• 565-63-9 Angelic acid 
• 77573-43-4 (6S,6aR,7aR,9R,9aS,12S,12aR,12bR)-12,12a-dihydroxy-2,2,7,7,9,11-hexamethyl-4,6,6a,7,7a,8,9,12,12a,12b-decahydro-6,9a-methanocyclopenta[9,10]cyclopropa[5,6]cyclodeca[1,2-d][1,3]dioxin-13-one 
• 1192-37-6 methylenecyclohexane 

Downstream Products

• 36413-91-9 geiparvarin 
• 77448-64-7 atripliciolide tiglate 

Relevant academic research and scientific papers

A METHOD OF PRODUCING INGENOL-3-ANGELATE

The present invention relates to methods of producing ingenol-3-angelate (I) from ingenol (II). Formula (I) and (II). Furthermore, the invention relates to intermediates useful for the synthesis of ingenol-3-angelate (I) from ingenol (II) and to methods of producing said intermediates.

An Investigation into the Unusual Formation of an Isocoumarin by Acetylation of 2,3,6-Trimethoxytoluene with (E)-2-Methylbut-2-enoic Acid and Trifluoroacetic Anhydride

Prolonged reaction of 2,3,6-trimethoxytoluene with an excess of premixed (E)-2-methylbut-2-enoic acid and trifluoroacetic anhydride in air affords 5,6,8-trimethoxy-3,4,7-trimethylisocoumarin 11 in 66percent yield as the sole product isolated, the structur

Friedel-Crafts Reaction of 2-Methylfuran with Saturated and α,β-Unsaturated Acid Anhydrides

2-Methylfuran (5) reacts with the saturated acid anhydrides 16 - 26 in the presence of SnCl4 to give the 2-acyl-5-methylfurans 37 - 47 selectively.The unsaturated anhydrides 27 - 32, however, yield mixtures which only in the case of senecioic acid anhydride (29) contain the respective primary product 48.Subsequent reactions lead to the addition products 55 (from 27) and 56 (from 29), and to (E,Z)-mixtures of their enol esters 57 - 62 which could partially be separated and assigned. - The olfactory properties of 2, 37 - 48, 50, 52, and 53 were investigated.

2-Vinylcyclobutanones by Cycloaddition of Vinylketenes to Simple Olefins

Selected -cycloadditions of three alkylvinylketenes 2 to one mono- and seven dialkyl-olefins 3 yielded eleven 2-alkyl-2-vinylcyclobutanones 4 (Tables 1 and 2).Three methods were compared, all involving in situ generation of the ketenes 2 by HCl-elimination from α,β-unsaturated acid chlorides 1; the most effective employed a large excess of olefin 3 and a high reaction temperature.The -cycloadditions were fully regio- and stereoselective with respect to the olefin 3, but less so with respect to the ketene 2, so that - where possible - two stereoisomers of 4 resulted, namely A and B, whose configurations were determined from their 1H-NMR spectra, mechanistic considerations and, in one case, 4f, by chemical correlation with a previously known cycloadduct 8.