109-15-9

Basic information

• Product Name: OCTYL ISOBUTYRATE
• Synonyms: Octyl-2-methylpropionate;OCLyl Isobutyrate;N-OCTYL 2-METHYLPROPANOATE;N OCTYL ISOBUTYRATE;OCTYL ISOBUTYRATE;CAPRYLYL ISOBUTYRATE;FEMA 2808;2-methyl-propanoicaciacetylester
• CAS NO: 109-15-9
• Molecular Formula: C₁₂H₂₄O₂
• Molecular Weight: 200.32
• EINECS: 203-651-0
• Product Categories: Alphabetical Listings;Flavors and Fragrances;O-P
• Mol File: 109-15-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: -56°C (estimate)
• Boiling Point: 245 °C(lit.)
• Flash Point: 206 °F
• Appearance: colorless to pale yellow clear liquid
• Density: 0.856 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0609mmHg at 25°C
• Refractive Index: n20/D 1.421(lit.)
• CAS DataBase Reference: OCTYL ISOBUTYRATE(CAS DataBase Reference)
• NIST Chemistry Reference: OCTYL ISOBUTYRATE(109-15-9)
• EPA Substance Registry System: OCTYL ISOBUTYRATE(109-15-9)

Safety Data

• WGK Germany: 2
• RTECS: UA2466375
• Hazardous Substances Data: 109-15-9(Hazardous Substances Data)

Usage

Description

Octyl isobutyrate is an ester compound with a fruity, fatty fragrance and a soft, humid undertone reminiscent of parsley and fern root. It has a sweet flavor suggestive of grape and can be prepared by esterification of n-octanol with isobutyric acid. It is reported to be found among the volatile components of hop, grapefruit juice, and babaco fruit (Carica pentagona Heilborn). Its taste threshold values are 30 ppm, with taste characteristics described as creamy, waxy, fruity, earthy, and fatty. The aroma threshold value for detection is 6 ppb.

Uses

Used in Flavor Industry:
Octyl isobutyrate is used as a flavoring agent for its sweet, fruity, and fatty taste characteristics. It is suitable for enhancing the flavor of various food and beverage products.
Used in Fragrance Industry:
Octyl isobutyrate is used as a fragrance ingredient for its pleasant, fruity, and fatty aroma with a soft and humid undertone reminiscent of parsley and fern root. It can be incorporated into perfumes, colognes, and other scented products to provide a unique and appealing scent profile.
Used in Cosmetic Industry:
Octyl isobutyrate can be used in cosmetic products for its pleasant aroma and fragrance properties. It can be incorporated into skincare, haircare, and other personal care products to provide a refreshing and enjoyable scent experience for users.
Used in Aromatherapy:
Due to its pleasant and soothing aroma, Octyl isobutyrate can be used in aromatherapy practices. It can be used in diffusers or blended with other essential oils to create a relaxing and calming atmosphere, promoting mental well-being and stress relief.

Preparation

Esterification of n-octanol with isobutyric acid.

Metabolism

Isobutyrates are hydrolysed to materials that are either normally in the diet or readily converted to such materials (Fassett, 1963a). Isobutyric acid occurs normally in the metabolism of valine, being converted to a propionyl group and entering into the glycogenic process (Fassett, 1963b). π-Octanol is largely oxidized in vivo; about 10% is excreted conjugated with glucuronic acid in rabbits. Isomeric octanols may be more highly conjugated; they may also be oxidized to the ketone or may be excreted unchanged (Williams, 1959).

InChI:InChI=1/C12H24O2/c1-4-5-6-7-8-9-10-14-12(13)11(2)3/h11H,4-10H2,1-3H3

Upstream product

• 111-87-5 octanol 
• 79-31-2 isobutyric Acid 
• 97-72-3 2-Methylpropionic anhydride 
• 111843-38-0 2-Methyl-oxirane-2-carboxylic acid octyl ester 

Relevant articles and documents

Lewis Acid Catalyzed Synthesis of α-Trifluoromethyl Esters and Lactones by Electrophilic Trifluoromethylation

An electrophilic trifluoromethylation of ketene silyl acetals (KSAs) by hypervalent iodine reagents 1 and 2 has been developed. The reaction proceeds under very mild conditions in the presence of a catalytic amount of trimethylsilyl bis(trifluoromethanesulfonyl)imide (up to 2.5 mol %) as a Lewis acid providing a direct access to a variety of secondary, tertiary, and quaternary α-trifluoromethyl esters and lactones in high yield (up to 98%).

Erbium(III) chloride: A very active acylation catalyst

Erbium(iii) chloride is a powerful catalyst for the acylation of alcohols and phenols. The reaction works well for a large variety of simple and functionalized substrates by using different kinds of acidic anhydrides (Ac 2O, (EtCO)2O, (PriCO)2O, (Bu tCO)2O, and (CF3CO)2), without isomerization of chiral centres. Moreover, the catalyst can be easily recycled and reused without significant loss of activity. CSIRO 2007.

Structure-function correlation in lipase catalysed esterification reactions of short and medium carbon chain length alcohols and acids

An attempt has been made to correlate the carbon chain lengths of acids and alcohols to the extent of esterification in the Rhizomucor miehei lipase catalyzed esterification reactions involving acids of carbon chain length C2-C5 and alcohols of carbon chain length C1-C8.