5303-26-4

Basic information

• Product Name: OCTYL PELARGONATE
• Synonyms: nonanoicacid,octylester;OCTYL PELARGONATE;octyl nonanoate;Pelargonic acid octyl ester
• CAS NO: 5303-26-4
• Molecular Formula: C₁₇H₃₄O₂
• Molecular Weight: 270.45
• EINECS: 226-151-4
• Mol File: 5303-26-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 320.3°Cat760mmHg
• Flash Point: 149.3°C
• Appearance: /
• Density: 0.865g/cm³
• Vapor Pressure: 0.000321mmHg at 25°C
• Refractive Index: 1.441
• CAS DataBase Reference: OCTYL PELARGONATE(CAS DataBase Reference)
• NIST Chemistry Reference: OCTYL PELARGONATE(5303-26-4)
• EPA Substance Registry System: OCTYL PELARGONATE(5303-26-4)

Safety Data

• Hazardous Substances Data: 5303-26-4(Hazardous Substances Data)

Usage

General Description

Octyl pelargonate is a chemical compound that belongs to the group of organic esters. It is commonly used in the cosmetics and personal care industry as an emollient and skin conditioning agent. Octyl pelargonate is known for its ability to soften and smooth the skin, making it a popular ingredient in moisturizers, lotions, and sunscreens. It is also used in various hair care products to improve the texture and manageability of the hair. Additionally, octyl pelargonate has a light and non-greasy texture, making it suitable for use in a wide range of cosmetic formulations.

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 
• 762-13-0 nonanoic peroxyanhydride 
• 1076-43-3 benzene-d6 
• 1427467-25-1 9-(nonanoyloxy)-nonanoic acid 
• 107-31-3 Methyl formate 
• 111-87-5 octanol 
• 112-05-0 nonanoic acid 

Relevant articles and documents

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.

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.

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.