5454-28-4

Basic information

• Product Name: BUTYL HEPTANOATE
• Synonyms: heptanoicacid,butylester;heptanoicacidbutylester;n-butyl heptanoate;n-Butyl n-heptanoate;FEMA 2199;BUTYL HEPTANOATE;BUTYL HEPTANOATE 98+%;n-Butyl enanthate
• CAS NO: 5454-28-4
• Molecular Formula: C₁₁H₂₂O₂
• Molecular Weight: 186.29
• EINECS: 226-707-6
• Product Categories: A-B;Alphabetical Listings;Flavors and Fragrances
• Mol File: 5454-28-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: −67.5 °C(lit.)
• Boiling Point: 226 °C(lit.)
• Flash Point: 188 °F
• Appearance: /
• Density: 0.863 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.09mmHg at 25°C
• Refractive Index: n20/D 1.421(lit.)
• CAS DataBase Reference: BUTYL HEPTANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: BUTYL HEPTANOATE(5454-28-4)
• EPA Substance Registry System: BUTYL HEPTANOATE(5454-28-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 5454-28-4(Hazardous Substances Data)

Usage

Description

Butyl Heptanoate is a synthetic flavoring agent characterized by its stable, colorless liquid form and a distinct fruity odor. It is known for its presence in various plants and is often found in fresh apples. The chemical properties of Butyl Heptanoate include a herbaceous, slightly fruity odor and taste, making it a versatile compound for flavor enhancement.

Uses

Used in Flavor Industry:
Butyl Heptanoate is used as a flavoring agent for its characteristic herbaceous, slightly fruity odor and taste. It is particularly effective in enhancing the flavors of apple, blackberry, and ginger beer, with applications in candy and baked goods at a concentration of 25 ppm.
Used in Food Industry:
Butyl Heptanoate is used as an additive in the food industry to provide a fruity and herbaceous taste to various products, such as candies and baked goods. Its presence in fresh apples and various plants makes it a natural choice for flavor enhancement in these applications.
Used in Perfumery:
Due to its fruity and slightly herbaceous odor, Butyl Heptanoate can also be used in the perfumery industry to add depth and complexity to fragrances, particularly those with fruity or herbal notes.
Used in Cosmetics:
The pleasant odor of Butyl Heptanoate makes it suitable for use in the cosmetics industry, where it can be employed to add a subtle, fruity scent to products such as lotions, creams, and other personal care items.

Preparation

By direct esterification of the acid with n-butyl alcohol in the presence of mineral acids or in benzene solution in the presence of p-toluene sulfonic acid; it has been prepared together with other products from heptyl aldehyde and aluminum butylate in butyl alcohol at 25 to 30°C.

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

Upstream product

• 592-41-6 1-hexene 
• 201230-82-2 carbon monoxide 
• 71-36-3 butan-1-ol 
• 111-71-7 heptanal 
• 37170-50-6 di(methyl)tert-butyl(n-butoxy)silane 
• 111-70-6 n-heptan1ol 
• 629-64-1 diheptyl ether 
• 111-14-8 oenanthic acid 
• 693-03-8 n-butyl magnesium bromide 
• 141-32-2 acrylic acid n-butyl ester 
• 111-25-1 1-bromo-hexane 
• 592-84-7 n-butyl formate 
• 109-65-9 1-bromo-butane 
• 16179-38-7 β-hydroxyethyl heptanoate 

Relevant articles and documents

On the mechanism of the hydrocarbalkoxylation of olefins catalyzed by palladium complexes

The acyl complex PdCl(COR)(PPh3)2 (R = Et, n-Hex), isolated during the course of hydrocarbalkoxylation reactions catalyzed by the precursor system PdCl2(PPh3)2-PPh3 (95 deg C, P(CO) 100-120 atm; Pd:P = 1 : 3-4), in ethanol or higher alkanols as solvents, reacts with an alkanol R'OH in the presence of added PPh3 (Pd:P = 1 : 3) to yield the ester RCOOR' and a mixture of PdCl2(PPh2)2 and Pd(PPh3)3 or 4.Moreover, when it is employed as catalyst precursor (R = n-Hex; Pd:P = 1:4) in the hydrocarbalkoxylation of ethylene, it is recovered as its ethyl analog and it yields almost stoichiometric amounts of n-HexCOOR'.When the dicarbomethoxy complex PdCl(COOMe)(PPh3)2, isolated in mixture with PdCl(COR)(PPh3)2 in hydrocarbomethoxylation experiments, is treated with 1-hexene in methanol (Pd:P:1-hexene:MeOH = 1:3:40:125), under nitrogen, in the absence of carbon monoxide, at 95 deg C, methyl heptanoate ester is not formed, and the starting complex is recovered almost quantitatively (92percent).When PdCl2(PPh3)2 or PdCl(COOMe)(PPh3)2 are used as catalyst precursors for the carbonylation of 1-hexene in MeOH, in the absence of added PPh3 and in the presence of NEt3 or of carboxylic acid anions (both of them are known to favor the formation of the carbomethoxy complex), no catalytic activity is observed and the precursors are recovered as palladium(0)carbonylphosphine complexes, ultimately mixed with the carbomethoxy complex. The results support the view that, of the two commonly accepted mechanisms for the catalytic hydrocarbalkoxylation of olefins, involving M-H or M-COOR' addition to the olefinic double bond, only the first one, in which a key intermediate is a Pd-acyl species, is probably involved. When n-BuOH is used as solvent the catalytic activity remains high even after 5-6 reuses of the catalyst, whereas in MeOH the activity falls significantly below its initial value because of decomposition of the catalyst into inactive palladium(0) complexes and palladium metal, probably via a carbomethoxypalladium complex.

Synthesis of carboxylic acid esters in the presence of micro- and mesoporous aluminosilicates

The catalytic properties of zeolites HY, HBeta, and HZSM-12 and of mesoporous amorphous aluminosilicate in liquid-phase esterification of aliphatic (monobasic C1-C18, dibasic C6, C10) and aromatic (benzoic, trimellitic, phthalic) carboxylic acids with butanol were studied. Zeolite HBeta appeared to be the most active catalyst. Procedures were developed for preparing esters in the presence of zeolitic catalyst HBeta, ensuring 100% selectivity of ester formation at 90-98% conversion of the acid.

Catalytic processes of oxidation by hydrogen peroxide in the presence of Br2 or HBr. Mechanism and synthetic applications

The mechanism and the synthetic applications for the oxidation of alcohols, ethers, and aldehydes by H2O2 catalyzed by Bf2 or Br- in a liquid two-phase system (aqueous and organic) are reported. Aliphatic and benzylic primary alcohols and ethers show an opposite behavior, which has been rationalized on the ground of the different electronic configurations of the intermediate alkyl (π-type) and acyl (σ-type) radicals and their influence on enthalpic and polar effects. A two-phase system is particularly useful also for an efficient benzylic bromination by Br2 or Br-; the substitution of the benzyl bromide by OH, OR, and OCOR regenerates Br-, which can be recycled. The evaluation of the relative reactivities of the involved substrates and intermediates has allowed to develop a variety of simple, facile, convenient, and selective syntheses of alcohols, aldehydes, ketones, esters, and benzyl bromides, which fulfill the conditions for practical applications.