110-45-2

Usage

Uses

Used in Flavor Industry:
Isopentyl formate is used as a flavoring agent for its fruity, characteristic odor and sweet taste. It is particularly utilized in the creation of fruit flavors such as pear, plum, and peach, finding application in dessert gels, puddings, candy, and ice cream at concentrations of 14–28 ppm.
Used in Artificial Fruit Syrups:
In the food and beverage industry, isopentyl formate is also employed in artificial fruit syrups to enhance the flavor and aroma of various products.
Taste Threshold Values:
At a concentration of 15 ppm, isopentyl formate exhibits taste characteristics described as sharp green, apple, and fruity, with additional winey and fatty notes.
Occurrence:
Isopentyl formate can be found naturally in a variety of fruits, vegetables, and other products, including apple, pineapple, strawberry, vinegar, Gruyere cheese, chicken fat, beer, cognac, rum, cider, port wine, tea, honey, avocado, plumcot, mango, quince, and sea buckthorn (Hippophae rhamnoides L.).
Chemical Properties:
As a colorless liquid with a fruity odor, isopentyl formate is partially soluble in water and fully soluble in alcohol and ether. It is also combustible, which should be taken into consideration when handling and storing the compound.

Preparation

By reacting concentrated H2SO4 over a mixture of isoamyl alcohols and sodium formate.

Hazard

Strong irritant.

Purification Methods

The colourless liquid ester is soluble in 300 volumes of H2O and is soluble in common organic solvents. It is purified by repeated distillation using an efficient column at atmospheric pressure. [Beilstein 2 H 22, 2 I 18, 2 II 31, 2 III 43, 2 IV 30.]

InChI:InChI=1/C6H12O2/c1-6(2)3-4-8-5-7/h5-6H,3-4H2,1-2H3

Upstream product

• 64-18-6 formic acid 
• 4396-03-6 chlorosulfurous acid isopentyl ester 
• 123-51-3 i-Amyl alcohol 
• 544-01-4 isopentyl ether 
• 19533-24-5 sodium isopentoxide 
• 141-53-7 sodium formate 
• 144-62-7 oxalic acid 
• 122502-29-8 2-Hydroperoxy-1,1-bis-(3-methyl-butoxy)-propan-2-ol 
• 10028-15-6 ozone 
• 67-56-1 methanol 
• 109-94-4 formic acid ethyl ester 
• 121393-39-3 5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinate rhodium(II) 
• 18296-01-0 triethylsilyl formate 
• 4396-02-5 boric acid triisopentyl ester 

Downstream Products

• 5416-80-8 2-methyl-1H-indole-3-carbaldehyde 
• 1003-29-8 2-pyrrole aldehyde 
• 78052-01-4 hydroxymethylene-2 tetramethyl-3,3,5,5 cyclohexanone-1 
• 17130-63-1 2-hydroxymethylene-5α-cholestan-3-one 
• 872280-33-6 2,4-dimethyl-6-oxo-cyclohexanecarbaldehyde 
• 875250-15-0 6-isopropyl-3-methyl-2-oxo-cyclohexanecarbaldehyde 
• 53228-58-3 (3R)-6c-isopropyl-3r-methyl-2-oxo-cyclohexane-ξ-carbaldehyde 
• 123772-01-0 6-isopropenyl-3-methyl-2-oxo-cyclohex-3-enecarbaldehyde 
• 1194-91-8 3-methyl-2-oxo-cyclohexanecarbaldehyde 
• 1193-63-1 Cyclohexanone-2-carbaldehyde 
• 26706-86-5 5-methyl-2-oxo-cyclohexanecarbaldehyde 
• 603-48-5 tris[4-(dimethylamino)phenyl]methane 
• 2050-01-3 isobutyric acid isopentyl ester 
• 28745-06-4 3-methyl-6-isopropyl-2-oxymethylenecyclohexanone 

Relevant academic research and scientific papers

Efficient Enzymatic Preparation of Flavor Esters in Water

A straightforward biocatalytic method for the enzymatic preparation of different flavor esters starting from primary alcohols (e.g., isoamyl, n-hexyl, geranyl, cinnamyl, 2-phenethyl, and benzyl alcohols) and naturally available ethyl esters (e.g., formate, acetate, propionate, and butyrate) was developed. The biotransformations are catalyzed by an acyltransferase from Mycobacterium smegmatis (MsAcT) and proceeded with excellent yields (80-97%) and short reaction times (30-120 min), even when high substrate concentrations (up to 0.5 M) were used. This enzymatic strategy represents an efficient alternative to the application of lipases in organic solvents and a significant improvement compared with already known methods in terms of reduced use of organic solvents, paving the way to sustainable and efficient preparation of natural flavoring agents.

By using low-temperature co- melt solvent a method of catalytic ester (by machine translation)

The invention discloses a method of utilizing low-temperature co- melt solvent catalytic ester method, will be 0.05-0.5 mole of sharemelt solvent of low-temperature co-preprocessing, 1-5 mole of share alcohol and 1-10 mole of share of acid in the reaction vessel, stirring and heating, 25-200 ° C reaction under 2-96h, then the reaction fluid settlement , liquid, organic is accepted after passing an examination the level , get the esterification reaction products of the; reaction after the treatment and recovery of low-temperature co- melt solvent the preprocessing, can be reused. This invention utilizes the easy preparation of low-temperature co- melt solvent the preprocessing of catalytic esterification reaction, the reaction front is homogeneous, can be formed after the reaction of the two-phase reaction in the process of direct dehydration, without adding other dehydrating agent, has the advantages of simple operation, the reaction efficiency is high, corrosion of small equipment, less side reactions, the product quality is good, no pollution to the environment, and the like, it has broad application prospects. (by machine translation)

Deep eutectic solvent choline chloride·2CrCl3·6H2O: An efficient catalyst for esterification of formic and acetic acid at room temperature

A highly efficient and selective method for esterification of formic and acetic acid with alcohols has been achieved at room temperature, with the choline chloride (ChCl)/chromium(iii) chloride hexahydrate (CrCl3·6H2O) deep eutectic solvent as a catalyst. High yields and good selectivities of organic esters are obtained using DES [ChCl][CrCl3·6H2O]2 with the molar ratio 5:1 (carboxylic acids:alcohols) at room temperature in 24 h. The ease of recovery and reusability of DES with high catalytic activity makes this method efficient and practical.

MONOMER, POLYMER, RESIST COMPOSITION, AND PATTERNING PROCESS

A polymer comprising recurring units derived from a (meth)acrylate monomer of tertiary ester type having branched alkyl on alicycle is used to form a resist composition. When subjected to exposure, PEB and organic solvent development, the resist composition is improved in dissolution contrast.

Nickel-catalyzed hydrosilylation of CO2 in the Presence of Et3B for the synthesis of formic acid and related formates

The reaction of CO2 with Et3SiH catalyzed by the nickel complex [(dippe)Ni(μ-H)]2 (1) afforded the reduction products Et3SiOCH2OSiEt3 (12%), Et 3SiOCH3 (3%), and CO, which were characterized by standard spectroscopic methods. Part of the generated CO was found as the complex [(dippe)Ni(CO)]2 (2), which was characterized by single-crystal X-ray diffraction. When the same reaction was carried out in the presence of a Lewis acid, such as Et3B, the hydrosilylation of CO2 efficiently proceeded to give the silyl formate (Et3SiOC(O)H) in high yields (85-89%), at 80 C for 1 h. Further reactivity of the silyl formate to yield formic acid, formamides, and alkyl formates was also investigated.

Room-temperature selective aliphatic carbon-carbon bond activation and functionalization of ethers by rhodium(II) porphyrin

Selective aliphatic carbon(α)-carbon(β) bond activation of ethers by (5,10,15,20-tetramesitylporphyrinato)rhodium(II) (Rh(tmp) (1)) was achieved at room temperature to yield corresponding rhodium porphyrin alkyls and the functionalized esters. Rh(tmp)OH was the proposed intermediate responsible for cleaving the C(α)-C(β) bond. The reaction is general for both straight- and branch-chain ethers.

Silphos [PCl3-n(SiO2)n]: A heterogeneous phosphine reagent for formylation and acetylation of alcohols and amines with ethyl formate and acetate

Alcohols and amines are formylated and acetylated in the presence of Silphos [PCl3-n(SiO2)n] in ethyl formate and ethyl acetate in high to excellent yields. This procedure provides a method to separate the product by a simple filtration.

Separation of methylene chloride from tetrahydrofuran by extractive distillation

Methylene chloride is difficult to separate from tetrahydrofuran by conventional distillation or rectification because of the proximity of their vapor pressures. Methylene chloride can be readily separated from tetrahydrofuran by extractive distillation. Effective agents are 1-pentanol, 1,2-butanediol and 3-nitrotoluene.

SYNTHESIS AND TRANSFORMATIONS OF α-HYDROXY HYDROPEROXIDES OF 1,1-DIALKOXY-2-PROPANONES, CATALYZED BY Fe(II) IONS

The reaction of 1,1-dialkoxy-2-propanones with hydrogen peroxide at -8 deg C leads to 1,1-dialkoxy-2-hydroxy-2-hydroperoxypropanes, the decomposition of which catalyzed by Fe(II) ions at 0-5 deg C leads to the formation of acetic acid, alkyl formates with yields of 25-30percent, and the corresponding alcohols with yields of 45-50percent and with ca.85percent conversion of the initial compounds.If the reactions are conducted in a saturated aqueous solution of sodium chloride or potassium thiocyanate, the alkyl chlorides (yields 9-12percent) or alkyl thiocyanates (yields 10percent) are formed in addition to the alcohols (yields 30-35percent).