692-86-4

Basic information

• Product Name: ETHYL 10-UNDECENOATE
• Synonyms: UNDECYLENIC ACID ETHYL ESTER;RARECHEM AL BI 0169;DELTA 10 CIS UNDECENOIC ACID ETHYL ESTER;ETHYL 10-UNDECENOATE;HENDECENOIC ACID ETHYL ESTER;ETHYL UNDECYLENATE;ETHYL UNDECYLENOATE;FEMA 2461
• CAS NO: 692-86-4
• Molecular Formula: C₁₃H₂₄O₂
• Molecular Weight: 212.33
• EINECS: 211-734-8
• Product Categories: Pharmaceutical Intermediates;Aromatic Esters;Alphabetical Listings;E-F;Flavors and Fragrances
• Mol File: 692-86-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: -38 °C
• Boiling Point: 258-259 °C761 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.879 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00882mmHg at 25°C
• Refractive Index: n20/D 1.439(lit.)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: ETHYL 10-UNDECENOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 10-UNDECENOATE(692-86-4)
• EPA Substance Registry System: ETHYL 10-UNDECENOATE(692-86-4)

Safety Data

• WGK Germany: 2
• RTECS: YQ2978400
• Hazardous Substances Data: 692-86-4(Hazardous Substances Data)

Usage

Chemical Properties

Ethyl 10-undecenoate has a wine-like odor.

Occurrence

Reported found in cognac

Uses

10-Undecenoic Acid Ethyl Ester is used to make luminescent silicon quantum dots for imaging of cancer cells.

Preparation

By heating the corresponding acid together with HCl in ethyl alcohol solution at 70°C or with H2SO4 in alcoholic solution.

Taste threshold values

Taste characteristics at 50 ppm: fatty, waxy green with fruity nuances.

General Description

Ethyl 10-undecenoate is a volatile organic compound that is reported to form during the thermal oxidative decomposition of linolenates.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C13H24O2/c1-3-5-6-7-8-9-10-11-12-13(14)15-4-2/h3H,1,4-12H2,2H3

Upstream product

• 64-17-5 ethanol 
• 112-38-9 10-undecenoic acid 
• 1095618-59-9 12-hydroxy-9-octadecenoic acid ethyl ester 
• 26040-67-5 ethyl 11-chloro-undecanoate 
• 140-89-6 potassium ethyl xanthogenate 
• 75-47-8 iodoform 
• 692-87-5 ω-(Ethoxycarbonyl)nonanal 
• 94030-75-8 ethyl ester of dodec-11-ynoic acid 
• 541-41-3 chloroformic acid ethyl ester 
• 130628-58-9 Dec-9-enylmagnesium bromide 
• 38460-95-6 undec-10-enoyl chloride 

Downstream Products

• 693-55-0 monoethyl sebacate 
• 114552-96-4 3-phenethyl-1-phenyl-tridec-12-en-3-ol 
• 112-43-6 10-Undecen-1-ol 
• 627-90-7 ethyl undecanoate 
• 156575-47-2 10-bromo-undecanoic acid ethyl ester 
• 6271-23-4 11-bromoundecanoic acid ethyl ester 
• 41625-03-0 heneicosa-1,20-dien-11-one 
• 6114-22-3 9t,11t-octadecadienoic acid ethyl ester 
• 99-79-6 iophendylate 
• 36002-36-5 10-phenyl-undecanoic acid ethyl ester 
• 20545-92-0 N-(2-hydroxyethyl)undec-10-enamide 
• 858002-32-1 11-(4-methoxy-phenyl)-undecanoic acid 
• 4669-02-7 14-methylpentadecanoic acid 
• 110-40-7 diethyl sebacate 

Relevant articles and documents

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.

Enantioselective allylic hydroxylation of w-alkenoic acids and esters by P450 BM3 monooxygenase

Chiral allylic alcohols of w-alkenoic acids and derivatives thereof are highly important building blocks for the synthesis of biologically active compounds. The direct enantioselective C-H oxidation of linear terminal olefins offers the shortest route toward these compounds, but known synthetic methods are limited and suffer from low selectivities. Described herein is an enzymatic approach using the P450 BM3 monooxygenase mutant A74G/L188Q, which catalyzes allylic hydroxylation with high to excellent chemo- and enantioselectivities providing the desirable secondary alcohols.

AGENT HAVING NEUROTROPHIC FACTOR-LIKE ACTIVITY

The present invention provides a pharmaceutical agent having high safety and a neurotrophic factor-like activity, which contains, as an active ingredient, any one compound included in fatty acids each having 8 carbon atoms (C8) or having 10 carbon atoms (C10) to 12 carbon atoms (C12) or fatty acid esters thereof, such as 3,7-dimethyloctanoic acid ethyl ester, geranicacidethyl ester, and the like, eachof whichhas 8 carbonatoms (C8), decanoic acid methyl ester, trans-2-decenoic acid, trans-2-decenoic acid methyl ester, trans-2-decenoic acid ethyl ester, trans-2-decenoic acid-2-decenyl ester, trans-2-decenoic acid cyclohexyl ester, trans-2-decenoic acid isopropyl ester, trans-3-decenoic acid methyl ester, trans-9-decenoic acid methyl ester, and the like, each of which has 10 carbon atoms (C10), trans-10-undecenoic acid methyl ester, trans-10-undecenoic acid ethyl ester, and the like, each of which has 11 carbon atoms (C11), and dodecanoic acid, and the like, each of which has 12 carbon atoms (C12), or salts thereof or prodrugs thereof.