66901-42-6

Basic information

• Product Name: ethyl (E)-2-decen-4-ynoate
• Synonyms: ethyl (E)-2-decen-4-ynoate;(E)-2-Decen-4-ynoic acid ethyl ester
• CAS NO: 66901-42-6
• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.27012
• EINECS: 266-514-4
• Mol File: 66901-42-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 268°Cat760mmHg
• Flash Point: 106.4°C
• Appearance: /
• Density: 0.938g/cm³
• Vapor Pressure: 0.00789mmHg at 25°C
• Refractive Index: 1.467
• CAS DataBase Reference: ethyl (E)-2-decen-4-ynoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (E)-2-decen-4-ynoate(66901-42-6)
• EPA Substance Registry System: ethyl (E)-2-decen-4-ynoate(66901-42-6)

Safety Data

• Hazardous Substances Data: 66901-42-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 19, p. 91, 1989 DOI: 10.1080/00397918908050956

InChI:InChI=1/C12H18O2/c1-3-5-6-7-8-9-10-11-12(13)14-4-2/h10-11H,3-7H2,1-2H3/b11-10+

Upstream product

• 110-53-2 1-Bromopentane 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 20739-58-6 2-octyn-1-ol 
• 16387-55-6 1,1-diethoxy-2-octyne 
• 1846-68-0 oct-2-ynal 
• 16195-87-2 (E)-dec-2-en-4-yl-1-ol 
• 35042-52-5 (E)-2-penten-4-yn-1-ol 
• 140-88-5 ethyl acrylate 
• 161890-17-1 ethyl 3-(3,4-dichlorophenylthio)dec-4-ynoate 
• 161890-43-3 ethyl 3-chloro-3-(3,4-dichlorophenylthio)propanoate 
• 161890-21-7 ethyl 3-(3,4-dichlorophenylthio)propanoate 
• 15719-56-9 1-heptynyltrimethylsilane 
• 628-71-7 1-Heptyne 
• 185841-09-2 ethyl (2Z)-3-(butyltellanyl)acrylate 

Downstream Products

• 16195-87-2 (E)-dec-2-en-4-yl-1-ol 
• 3025-30-7 ethyl (2E,4Z)-2,4-decadienoate 
• 7328-34-9 ethyl 2E,4E-decadienoate 

Relevant articles and documents

Chemo-, regio-, and stereoselective hydroboration of conjugated enyne alcohol/amine: Facile synthesis of Z,Z-/Z,E-1,3-dien-1/2-ylboronic ester bearing hydroxyl/amino group

Hydroboration of conjugated enyne alcohol/amine is studied by using copper salts and bis(pinacolato)diboron as pre-catalysts and boron source respectively. It is suggested that the chemo-selectivity is derived from a combined electronic influence of the heteroatoms on the substrate and the ligand on the transition metal. The regioselectivity is probably dominated mainly by electronic effect of the alkyne substituent. This study resulted in a highly selective protocol to access Z,Z-/Z,E-1,3-dien-1/2-ylboronic ester bearing hydroxyl/amino group.

Assembly of conjugated enynes and substituted indoles via CuI/amino acid-catalyzed coupling of 1-alkynes with vinyl iodides and 2- bromotrifluoroacetanilides

(Chemical Equation Presented) Cross-coupling of 1-alkynes with vinyl iodides occurs at 80°C in dioxane catalyzed by CuI/N,N-dimethylglycine to afford conjugated enynes in good to excellent yields. Heating a mixture of 2-bromotrifluoroacetanilide, 1-alkyne, 2 mol % of CuI, 6 mol % of L-proline, and K2CO3 in DMF at 80 °C leads to the formation of the corresponding indole. This conversion involves a CuI/L-proline-catalyzed coupling between aryl bromide and the 1-alkyne followed by a CuI-mediated cyclization process. An ortho-substituent effect directed by NHCOCF3 enables me reaction to proceed under these mild conditions. Both aryl acetylenes and O-protected propargyl alcohol can be applied, leading to 5-, 6-, or 7-substituted 2-aryl and protected 2-hydroxymethyl indoles in good yields. With simple aliphatic alkynes, however, lower yields were observed.

One-pot oxidation and Wittig olefination of alcohols using o-iodoxybenzoic acid and stable Wittig ylide

Benylic, allylic, and propargylic alcohols, as well as diols, can be oxidized with o-iodoxybenzoic acid (IBX) in the presence of stabilized Wittig ylide to generate α,β-unsaturated ester in one pot. This is useful when the intermediate aldehydes are unsta