109-42-2

Usage

Uses

Used in Flavor Industry:
BUTYL UNDECYLENATE is used as a flavoring agent for its slightly fatty and buttery aroma, adding depth and complexity to food and beverage products.
Used in Fragrance Industry:
BUTYL UNDECYLENATE is used as a fragrance ingredient for its buttery and wine-like scent, contributing to the overall composition of perfumes, colognes, and other scented products.
Used in Cosmetic Industry:
BUTYL UNDECYLENATE is used as a cosmetic ingredient for its ability to provide a pleasant texture and improve the sensory experience of skincare and beauty products.
Used in Pharmaceutical Industry:
BUTYL UNDECYLENATE is used as a pharmaceutical excipient for its ability to enhance the solubility and stability of active ingredients in various drug formulations.

Preparation

By esterification of the acid with n-butyl alcohol at the boiling point in the presence of concentrated H2SO4 or in benzene solution.

Safety Profile

Mildly toxic by ingestion. A slam irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

InChI:InChI=1/C15H28O2/c1-3-5-7-8-9-10-11-12-13-15(16)17-14-6-4-2/h3H,1,4-14H2,2H3

Upstream product

• 112-38-9 10-undecenoic acid 
• 71-36-3 butan-1-ol 
• 111-81-9 Methyl 10-undecenoate 
• 18508-59-3 phenyl 10-undecenoate 

Downstream Products

• 112-43-6 10-Undecen-1-ol 

Relevant academic research and scientific papers

Synthesis, characterization, and evaluation of 10-undecenoic acid-based epithio derivatives as multifunctional additives

Novel epithio compounds from alkyl epoxy undecanoates (n-alkyl, C1, C4, and C6; isoalkyl, C3, C4, and C8) were synthesized using an ammonium thiocyanate in ionic liquid 1-methylimidazolium tetrafluoroborate/H2O (2:1) solvent system in 85-90% yields by gas chromatographic (GC) analysis. The synthesized products were characterized by 1H and 13C nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy (FTIR), gas chromatography, and GC mass spectral (GC-MS) analyses and evaluated for their antioxidant, extreme pressure (EP), and antiwear (AW) properties in three different base oils, namely, epoxy jatropha fatty acid n-butyl esters (EJB), di-2-ethylhexyl sebacate (DOS), and mineral oil (S-105). Among the synthesized products, n-butyl epithio undecanoate exhibited superior antioxidant property (229.2 °C) compared to butylated hydroxytoluene (BHT, 193.8 °C) in base oil DOS and comparable performance in EJB and S-105 base oils. All of the epithio derivatives exhibited significantly enhanced weld point for the base oils EJB and DOS at 2 wt % level and displayed moderate enhancement in S-105 base oil. Methyl epithio undecanoate at 0.6% concentration exhibited considerable improvement in the wear scar of DOS base oil. The synthesized epithio derivatives have potential as multifunctional additives in lubricant formulations.

Efficient Synthesis of Cyclic Carbonates from Unsaturated Acids and Carbon Dioxide and their Application in the Synthesis of Biobased Polyurethanes

Bio-derived furan- and diacid-derived cyclic carbonates have been synthesized in high yields from terminal epoxides and CO2. Furthermore, four highly substituted terpene-derived cyclic carbonates were isolated in good yields with excellent diastereoselectivity in some cases. Eleven new cyclic carbonates derived from 10-undecenoic acid under mild reaction conditions were prepared, providing the corresponding carbonate products in excellent yields. The catalyst system also performed the conversion of an epoxidized fatty acid n-pentyl ester into a cyclic carbonate under relatively mild reaction conditions (80 °C, 20 bar, 24 h). This bis(cyclic carbonate) was obtained in high yields and with different cis/trans ratios depending on the co-catalyst used. An allyl alcohol by-product was only observed as a minor product when bis(triphenylphosphine)iminium chloride was used as co-catalyst. Finally, two cyclic carbonates were used as building blocks for the preparation of non-isocyanate poly(hydroxy)urethanes by reaction with 1,4-diaminobutane.

AMINOLIPIDOIDS AND USES THEREOF

The present disclosure is directed to novel aminolipidoids, formulations thereof further comprising at least one active agent, as well as methods of delivering the at least one active agent to a target organism.

Base catalyzed sustainable synthesis of phenyl esters from carboxylic acids using diphenyl carbonate

Phenyl esters were obtained in moderate to high yields by reaction of aliphatic and aromatic carboxylic acids with one equivalent of diphenyl carbonate in the presence of catalytic amounts of tertiary amine bases, such as DBU, TBD and DMAP under neat conditions at elevated temperatures (>100°C).

A facile, catalytic and environmentally benign method for esterification of carboxylic acids and transesterification of carboxylic esters with nearly equimolar amounts of alcohols

A practical and green chemical process for the esterification of carboxylic acids with alcohols and transesterification of carboxylic esters in good to excellent yields by using K5CoW12O14· 3H2O (0.1 mol%) as catalyst is reported. The catalyst exhibited remarkable reusable activity. Georg Thieme Verlag Stuttgart.

A mild and efficient method for esterification and transesterification catalyzed by iodine

Iodine, was found to be a practical and useful Lewis acid catalyst for the esterification of carboxylic acids with alcohols. The high catalytic activity of iodine can be used for the transesterification of esters by different alcohols including tertiary alcohols and sterically hindered primary and secondary alcohols. The method presented is especially effective for simultaneous esterification and transesterification reactions.