540-07-8

Basic information

• Product Name: PENTYL HEXANOATE
• Synonyms: Hexanoic Acid Amyl Ester Pentyl Hexanoate Hexanoic Acid Pentyl Ester;NSC 46119;NSC 53794;Amyl capronate;Amyl hexoate;amylcapronate;n-Amyl n-hexanoate;n-Amyln-caproate
• CAS NO: 540-07-8
• Molecular Formula: C₁₁H₂₂O₂
• Molecular Weight: 186.29
• EINECS: 208-732-4
• Product Categories: A-B;Alphabetical Listings;Flavors and Fragrances
• Mol File: 540-07-8.mol

Chemical Properties

• Melting Point: -47°C
• Boiling Point: 226 °C(lit.)
• Flash Point: 195 °F
• Appearance: /
• Density: 0.858 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.09mmHg at 25°C
• Refractive Index: n20/D 1.42(lit.)
• Merck: 14,605
• CAS DataBase Reference: PENTYL HEXANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: PENTYL HEXANOATE(540-07-8)
• EPA Substance Registry System: PENTYL HEXANOATE(540-07-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38-36/37/38
• Safety Statements: 26-36
• RIDADR: NA 1993 / PGIII
• WGK Germany: 2
• RTECS: MO8421700
• Hazardous Substances Data: 540-07-8(Hazardous Substances Data)

Usage

Uses

Used in Flavor and Fragrance Industry:
Pentyl hexanoate is used as a flavoring agent for its green, waxy, sweet, and fruity taste with cognac-like notes. It is commonly added to the flavor compositions of various food and beverage products to enhance their taste and aroma.
Used in Perfumery:
Pentyl hexanoate is used as a fragrance ingredient due to its characteristic fruit-like aroma, which is reminiscent of banana and pineapple. It is often incorporated into perfume formulations to provide a fresh and fruity scent.
Used in the Food Industry:
Pentyl hexanoate is used as an additive in the food industry to impart a pleasant and fruity flavor to various products, such as candies, baked goods, and soft drinks.
Used in the Beverage Industry:
Pentyl hexanoate is used in the beverage industry to enhance the taste and aroma of alcoholic and non-alcoholic drinks, such as beer, rum, cider, and white wine, by adding a fruity and sweet note to their flavor profile.
Used in the Cosmetic Industry:
Pentyl hexanoate can be used in the cosmetic industry as a component of fragrances for personal care products, such as lotions, creams, and perfumes, due to its pleasant and fruity scent.

Preparation

By esterification of hexanoic acid with n-amyl alcohol in benzene solution in the presence of p-toluenesulfonic acid.

Synthesis Reference(s)

The Journal of Organic Chemistry, 35, p. 3167, 1970 DOI: 10.1021/jo00834a075

InChI:InChI=1/C11H22O2/c1-3-5-7-9-11(12)13-10-8-6-4-2/h3-10H2,1-2H3

Upstream product

• 71-41-0 pentan-1-ol 
• 142-62-1 hexanoic acid 
• 927-49-1 dipentyl ketone 
• 2051-49-2 n-hexanoic anhydride 
• 111-27-3 hexan-1-ol 

Downstream Products

• 628-17-1 amyl iodide 
• 142-62-1 hexanoic acid 
• 29803-24-5 hexanoic acid 1-methylheptyl ester 
• 71-41-0 pentan-1-ol 
• 4887-30-3 n-octyl hexanoate 

Relevant articles and documents

METHOD FOR MANUFACTURING ESTER

The present invention relates to a method for manufacturing an ester from a ketone or an aldehyde, which is a reactive substrate, by a Baeyer-Villiger oxidation reaction using hydrogen peroxide, and in this method, as a catalyst, M(BAr4)n, which is a metal borate, is used (M represents an alkali metal or an alkaline earth metal; Ar represents an aryl; and n is the same number as the valence of M). For example, when cyclohexanone was used as the reactive substrate, and Sr[B(3,5-CF3C6H3)4]2 was used as the catalyst, ε-caprolactone was obtained at an isolated yield of 82%.

Baeyer-villiger oxidation and oxidative cascade reactions with aqueous hydrogen peroxide catalyzed by lipophilic Li[B(C6F5) 4] and Ca[B(C6F5)4]2

Efficient and selective: Two lipophilic catalysts were used for Baeyer-Villiger (BV) oxidations to give lactones in high yields (see scheme). Cascade reactions involving this BV oxidation were used to selectively obtain either unsaturated carboxylic acids or hydroxylactones in high yields from β-silyl cyclohexanones. Copyright

Optimized synthesis of (Z)-3-hexen-1-yl caproate using germinated rapeseed lipase in organic solvent

(Z)-3-hexen-1-yl esters are important green top-note components of food flavors and fragrances. Effects of various process conditions on (Z)-3-hexen-1-yl caproate synthesis employing germinated rapeseed lipase acetone powder in organic solvent were investigated. Rapeseed lipase catalyzed ester formation more efficiently with non-polar compared to polar solvents despite high enzyme stability in both types of solvents. Maximum ester yield (90%) was obtained when 0.125 M (Z)-3-hexen-1-ol and caproic acid were reacted at 25 °C for 48 h in the presence of 50 g/L enzyme in heptane. Enzyme showed little sensitivity towards aw with optimum yield at 0.45, while added water did not affect ester yield. Esterification reduced by increasing molecular sieves (>0.0125%, w/v). The highest yields of caproic acid were obtained with isoamyl alcohol (93%) followed by butanol and (Z)-3-hexen-1-o1 (88%) respectively reflecting the enzyme specificity for straight and branched chain alcohols. Secondary alcohols showed low reactivity, while tertiary alcohol had either very low reactivity or not esterified at all. A good relationship has been found between ester synthesis and the solvent polarity (log P value); while no correlation for the effect of solvents on residual enzyme activity was observed. It may be concluded that germinated rapeseed lipase is a promising biocatalyst for the synthesis of valuable green flavor note compound. The enzyme also showed a wide range of temperature stability (5-50 °C).

Catalytic coupling of carboxylic acids by ketonization as a processing step in biomass conversion

Carboxylic acids, common intermediate products in biomass conversion processes, can be converted into ketones via ketonization reactions over a ceria-zirconia catalyst. Reaction kinetics studies were carried out using hexanoic acid, as a representative ca

Catalytic performance of CuO/ZnAl2O4-Al2O3 catalysts in n-hexanol conversion

A series of CuO/ZnAl2O4-Al2O3 catalysts with various CuO loading were prepared by an impregnation method. The effect of copper oxide addition for the reaction of n-hexanol was examined. The reactions were carried out at atmospheric pressure in a fixed bed reactor in the temperature range of 533-663 K. Experimental data show that the addition of copper oxide into studied catalysts does improve the activity in dehydrogenation of alcohol. Catalysts containing CuO have both dehydration and dehydrogenation properties, whereas ZnAl2O4-Al2O3 carrier only dehydrates alcohol. Obtained results indicate that the dehydrogenation of n-hexanol over CuO/ZnAl2O4-Al2O3 catalysts proceeds via carboxy intermediate.