75024-32-7

Usage

Uses

Used in Flavor and Fragrance Industry:
Cycloheptyl formate is used as a flavoring agent for adding pleasant odors to various consumer products, such as food, beverages, and cosmetics. Its unique scent profile makes it a valuable ingredient in creating complex and appealing fragrances.
Used in Organic Synthesis:
Cycloheptyl formate is used as a building block in the synthesis of various organic compounds. Its cyclic structure allows for the formation of a wide range of molecules, making it a useful intermediate in the development of new chemical products.
Used in Solvent Applications:
Cycloheptyl formate is used as a solvent in various industrial processes. Its ability to dissolve a wide range of substances makes it a versatile component in the production of chemicals, pharmaceuticals, and other materials.
Used in Chemical Intermediates:
Cycloheptyl formate serves as an intermediate in the production of other chemicals. Its reactivity and functional groups make it a key component in the synthesis of a variety of compounds, contributing to the development of new products and technologies.

InChI:InChI=1/C8H14O2/c9-7-10-8-5-3-1-2-4-6-8/h7-8H,1-6H2

Upstream product

• 64-18-6 formic acid 
• 502-41-0 cycloheptanol 
• 628-92-2 Cycloheptene 
• 109-94-4 formic acid ethyl ester 
• 4277-29-6 cycloheptanecarboxaldehyde 

Downstream Products

• 111-16-0 heptanedioic acid 

Relevant academic research and scientific papers

METHOD FOR PRODUCING DICARBOXYLIC ACID

A method for producing dicarboxylic acid. The method includes: subjecting a raw material system including a cyclic olefin and a lower monocarboxylic acid to an addition reaction in the presence of an addition reaction catalyst to generate an intermediate product system including cyclic carboxylic acid ester; and subjecting the intermediate product system including cyclic carboxylic acid ester to a ring-opening and oxidation reaction in the presence of an oxidant and an oxidation catalyst to generate a corresponding dicarboxylic acid product. The addition reaction in the dicarboxylic acid synthesis route achieves a high single-pass conversion rate, and the selectivity of the corresponding cyclic carboxylic acid ester is high. The addition-oxidation synthesis route achieves faster reaction rates for both the addition reaction and oxidation reaction, and high yield of corresponding dicarboxylic acid product. The addition-oxidation based synthesis route is suitable for continuous, stable and large-scale production of corresponding dicarboxylic acid product.

Hypervalent λ3-bromane strategy for Baeyer-Villiger oxidation: Selective transformation of primary aliphatic and aromatic aldehydes to formates, which is missing in the classical Baeyer-Villiger oxidation

A conceptually distinct, modern strategy for Baeyer-Villiger oxidation (BVO) was developed. Our novel method involves initial hydration of water to carbonyl compounds, followed by ligand exchange of hypervalent aryl-λ3-bromane on bromane(III) with the resulting hydrate, yielding a new type of activated Criegee intermediate. The intermediate undergoes BV rearrangement and produces an ester via facile reductive elimination of an aryl-λ3-bromanyl group, because of the hypernucleofugality. The novel strategy makes it possible to induce selectively the BV rearrangement of straight chain primary aliphatic as well as aromatic aldehydes, which is missing in the classical BVO: for instance, octanal and benzaldehyde afforded rearranged formate esters with high selectivity (>95%) under our conditions, while the attempted classical BVO produced only carboxylic acids. This firmly establishes the powerful nature of new methodology for BVO.

Dual behavior of alcohols in iodine-catalyzed esterification under solvent-free reaction conditions

The dual behavior phenomenon of alcohols in iodine-catalyzed esterification under solvent-free reaction conditions (SFRCs) is described; the governing factor is the stability of the carbonium ion generated from the alcohol; high concentration reaction conditions (HCRCs) or dilute solutions are much less suitable. In the case of benzylic alcohols, loss of optical activity was noted, whereas alkyl alcohols furnished a product with retention of stereochemistry.

Iron perchlorate on silica gel as multi-purpose reagent for catalysis of closure and rupture of carbon-oxygen bond in epoxides, alcohols, and esters

Aliphatic alcohols and water in the presence of catalytic amounts of Fe3+ ion introduced as iron(III) perchlorate on silica gel carrier perform efficient regiospecific opening of an epoxy ring. Carbon acids esterification with various type alcohols was carried out using the system Fe(ClO4)3-silica gel in dichloromethane under conditions excluding solvolysis. Acetylation and formylation of alcohols was performed by efficient transesterification with ethyl acetate and ethyl formate.

Esterification of alkene with cerium(IV) sulfate in carboxylic acid

Reaction of alkenes [cyclohexene (1), cycloheptene (2), cyclooctene (3), 1-heptene (4), 1-octene (5), styrene (6), 1,7-octadiene (7), indene (8), and 1,2-dihydronaphthalene (9)] with cerium(IV) sulfate (CS) in carboxylic acids [formic acid, acetic acid, and propionic acid] readily yielded the corresponding carboxylic esters. This addition reaction follows the Markovnikov rule. This reaction provides a new simple method for preparing carboxylic esters from alkenes. It was also found that this method is useful for formylation.

Reactions of 5-(alkyl)thianthrenium and other sulfonium salts with nucleophiles

A series of 5-(alkyl)thianthrenium triflates (3a-d, g-i) with alkyl (R) groups Me (a), Et (b), isoPr (c), 2-Bu (d), cyclopentyl (g), cyclohexyl (h) and cycloheptyl (i) were prepared by alkylation of thianthrene (Th) with alkyl formate and trifluoromethanesulfonic (triflic) acid. Benzylation (3f) was achieved with benzyl bromide and silver triflate. 5-(Neopentyl)thianthrenium perchlorate (3e) was prepared by reaction of thianthrene cation radical perchlorate with dineopentyl mercury. Methyl- (4a) and cyclohexyldiphenylsulfonium triflate (4b) were made by alkylation of diphenyl sulfide. Benzyldimethyl- (5a), dibenzylmethyl- (5b) and benzylmethylphenylsulfonium perchlorate (5c) were prepared in standard ways. Reactions of these sulfonium salts with iodide ion and thiophenoxide ion were studied for comparison with our earlier reported reactions of comparable 5-(alkoxy)thianthrenium and methoxydiphenylsulfonium salts. It is deduced that reactions of 3-5 with nucleophiles (Nu-) I- and PhS- follow traditional SN2 and E2C paths. Thus, the salts 3a-c, e and f gave virtually quantitative yields of RNu and Th, while small amounts of butene(s) were obtained from 3d. The cycloalkyl salts 3g-i gave amounts of cycloalkylNu and cycloalkene typical of competition of SN2 and E2C routes in the classical reactions of cycloalkyl halides and tosylates with I- and PhS- ions. Whereas 4a gave only SN2 products, 4b gave SN2 and E2C products typical of SN2/E2C competition. Among the salts 5a-c displacement of the benzyl group was dominant (5a) or exclusive (5b, c), thus exhibiting the preferential displacement of a benzyl group that has been fully documented in earlier studies of SN2 reactions. Qualitative comparison showed that 3a (methyl) reacted much faster than 3e (neopentyl) with PhS-. Unlike alkoxysulfonium salts, the salts 3-5 do not appear to undergo reactions at the sulfonium sulfur atom. Copyright