5303-26-4

Usage

Uses

Used in Cosmetics and Personal Care Industry:
Octyl pelargonate is used as an emollient and skin conditioning agent for its capacity to soften and smooth the skin, making it a favored ingredient in moisturizers, lotions, and sunscreens.
Used in Hair Care Products:
In the hair care industry, octyl pelargonate is utilized as a hair conditioning agent to improve the texture and manageability of the hair, enhancing the overall hair care experience.
Used in a Wide Range of Cosmetic Formulations:
Due to its light and non-greasy texture, octyl pelargonate is used as a versatile ingredient across various cosmetic products, ensuring a pleasant application and feel on the skin and hair.

InChI:InChI=1/C17H34O2/c1-3-5-7-9-11-13-15-17(18)19-16-14-12-10-8-6-4-2/h3-16H2,1-2H3

Synthetic route

1-Iodooctane (629-27-6) → octyl nonanoate (5303-26-4)

Conditions	Yield
With hexacarbonyl molybdenum; tetrabutyl ammonium fluoride; water In tetrahydrofuran for 20h; Heating; other halides; also in the presence of methyl formate as carbonyl source; also KF and 18-crown-6 as fluoride source; var. temp. and reaction times;	91%

1-Iodooctane (629-27-6) + Mo(CO)6 → octyl nonanoate (5303-26-4)

Conditions	Yield
With tetrabutyl ammonium fluoride; water In tetrahydrofuran for 20h; Heating;	91%

1-Iodooctane (629-27-6) + Mo(CO)6 → heptadecan-9-one (540-08-9) + octyl nonanoate (5303-26-4)

Conditions	Yield
With tetrabutyl ammonium fluoride; water In 1,4-dioxane Heating;	A 16% B 84%

1-Iodooctane (629-27-6) + Methyl formate (107-31-3) → octyl nonanoate (5303-26-4)

Conditions	Yield
With hexacarbonyl molybdenum; tetrabutyl ammonium fluoride; water In tetrahydrofuran at 40 - 60℃; for 96h;	70%

octanol (111-87-5) + nonanoic acid (112-05-0) → octyl nonanoate (5303-26-4)

Conditions	Yield
With hydrogenchloride
With hydrogenchloride
sulfuric acid; sodium dodecyl-sulfate In water at 70 - 75℃; for 6h; Product distribution / selectivity;

1-Iodooctane (629-27-6) + carbon monoxide (201230-82-2) → octyl nonanoate (5303-26-4)

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); hypophosphorous acid; sodium hydrogencarbonate; cetyltrimethylammonim bromide In water at 75℃; for 15h;	55 % Spectr.

nonanoic peroxyanhydride (762-13-0) + benzene-d6 (1076-43-3) → octanol (111-87-5) + octyl nonanoate (5303-26-4) + C18H34O4 + n-octylbenzene-d5

Conditions	Yield
at 80℃; Kinetics;	A 8.3 %Chromat. B 14.4 %Spectr. C 10.8 %Chromat. D 12.3 %Chromat.

9-(nonanoyloxy)-nonanoic acid (1427467-25-1) → octyl nonanoate (5303-26-4)

Conditions	Yield
With recombinant E. coli BL21(DE3) pET28a-Cv-FAP In aq. buffer at 37℃; Microbiological reaction; Irradiation;

octyl nonanoate (5303-26-4) + acetic acid (64-19-7) → 3-oxoundecanoic acid (4435-85-2)

Conditions	Yield
(i) naphthalene-Li, (ii) /BRN= 1780930/, (iii) (acid hydrolysis); Multistep reaction;

Upstream product

• 629-27-6 1-Iodooctane 
• 201230-82-2 carbon monoxide 
• 1427467-25-1 9-(nonanoyloxy)-nonanoic acid 
• 762-13-0 nonanoic peroxyanhydride 
• 1076-43-3 benzene-d6 
• 107-31-3 Methyl formate 
• 111-87-5 octanol 
• 112-05-0 nonanoic acid 

Relevant academic research and scientific papers

Whole-Cell Photoenzymatic Cascades to Synthesize Long-Chain Aliphatic Amines and Esters from Renewable Fatty Acids

Long-chain aliphatic amines such as (S,Z)-heptadec-9-en-7-amine and 9-aminoheptadecane were synthesized from ricinoleic acid and oleic acid, respectively, by whole-cell cascade reactions using the combination of an alcohol dehydrogenase (ADH) from Micrococcus luteus, an engineered amine transaminase from Vibrio fluvialis (Vf-ATA), and a photoactivated decarboxylase from Chlorella variabilis NC64A (Cv-FAP) in a one-pot process. In addition, long chain aliphatic esters such as 10-(heptanoyloxy)dec-8-ene and octylnonanoate were prepared from ricinoleic acid and oleic acid, respectively, by using the combination of the ADH, a Baeyer–Villiger monooxygenase variant from Pseudomonas putida KT2440, and the Cv-FAP. The target compounds were produced at rates of up to 37 U g?1 dry cells with conversions up to 90 %. Therefore, this study contributes to the preparation of industrially relevant long-chain aliphatic chiral amines and esters from renewable fatty acid resources.

Exceptionally high decarboxylation rate of a primary aliphatic acyloxy radical determined by radical product yield analysis and quantitative 1H-CIDNP spectroscopy

Symmetrical (RCO2CO2R; R=XCH2CH 2) and asymmetrical (RCO2CO2R′; R=C 9H19CH2CH2, R′=CH3 or m-ClC6H4) primary diacyl peroxides were thermally decomposed under different conditions to analyze the decarboxylation rates of the thermally generated acyloxy radicals. Quantitative models of the geminate product yields, and qualitative and quantitative 1H-CIDNP spectroscopy were used to obtain the decarboxylation rate estimates. Results reported here suggest that, unlike short chain acyloxy radicals such as propanoyloxyl, long chain acyloxy radicals possess the highest decarboxylation rates of all known acyloxy radicals, estimated at (0.5-1.5)× 10 12s-1 between 80 and 140°C. Given the nature of the dissociative state of acyloxy radicals, such rates appear to be the result of destabilization of the former by the steric bulk of the long chain substituents. Additionally, the rate of this order of magnitude suggests a nearly concerted decarboxylation of primary diacyl peroxides. Copyright

Process for producing esters employing hydrolyzable catalysts

A process for producing esters wherein a carboxylic acid is reacted with an alcohol in the presence of a hydrolyzable catalyst in an aqueous medium under mixing to produce a reaction mixture comprising an organic phase containing ester and an aqueous phase.

Radical-mediated Carbonylation of Alkyl Iodides in Aqueous Media

Radical-mediated single carbonylation of alkyl iodides furnishing carboxylic acids proceeded in water using phosphinic acid as a radical initiator in the presence of a surfactant (CTAB). On the other hand, formation of double carbonylation product (α-keto carboxylic acid) along with single carbonylation product was observed for the first time, when the reaction was carried out in aqueous ethanol without any surfactants.

Fluoride-induced Activation of Molybdenum Hexacarbonyl: Formation of Esters and Lactones from Alkyl Iodides

In the presence of fluoride ion, alkyl iodides RI are carbonylated by molybdenum hexacarbonyl to esters RCO2R, and diiodides lead to good yields of the corresponding lactones.