94133-53-6

Basic information

• Product Name: methyl (E)-2-decen-4-ynoate
• Synonyms: methyl (E)-2-decen-4-ynoate;(E)-2-Decen-4-ynoic acid methyl ester
• CAS NO: 94133-53-6
• Molecular Formula: C₁₁H₁₆O₂
• Molecular Weight: 180.24354
• EINECS: 302-714-0
• Mol File: 94133-53-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 249.5°Cat760mmHg
• Flash Point: 97.2°C
• Appearance: /
• Density: 0.946g/cm³
• Vapor Pressure: 0.0228mmHg at 25°C
• Refractive Index: 1.466
• CAS DataBase Reference: methyl (E)-2-decen-4-ynoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (E)-2-decen-4-ynoate(94133-53-6)
• EPA Substance Registry System: methyl (E)-2-decen-4-ynoate(94133-53-6)

Safety Data

• Hazardous Substances Data: 94133-53-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H16O2/c1-3-4-5-6-7-8-9-10-11(12)13-2/h9-10H,3-6H2,1-2H3/b10-9+

Upstream product

• 67-56-1 methanol 
• 138024-30-3 1,1-Difluoro-dec-1-en-4-yn-3-ol 
• 628-71-7 1-Heptyne 
• 54573-13-6 1-iodo-hept-1-yne 
• 292638-85-8 acrylic acid methyl ester 
• 20739-58-6 2-octyn-1-ol 
• 1846-68-0 oct-2-ynal 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 6213-88-3 (E)-methyl 3-iodoacrylate 
• 186581-53-3 diazomethane 
• 78651-48-6 (E)-dec-2-en-4-ynoic acid 

Downstream Products

• 4493-42-9 methyl (2E,4Z)-deca-2,4-dienoate 
• 7328-33-8 methyl (2E,4E)-decadienoate 
• 7367-85-3 methyl (E)-dec-2-enoate 
• 16195-87-2 (E)-dec-2-en-4-yl-1-ol 
• 639086-18-3 deca-2E,4Z-dienoic acid isobutylamide 
• 544-48-9 (2E,4Z)-decadienoic acid 

Relevant articles and documents

Chemoselective Biohydrogenation of Alkenes in the Presence of Alkynes for the Homologation of 2-Alkynals/3-Alkyn-2-ones into 4-Alkynals/Alkynols

The chemoselective hydrogenation of alkenes in the presence of alkynes is a very challenging transformation to achieve with traditional chemical methods. The development of an effective procedure to perform this transformation would enrich the tool-kit available to organic chemists for the development of useful synthetic routes, and the creation of novel structural motifs. The reduction of activated alkene bonds by ene-reductases (ERs) is completely chemoselective, because of the mechanism of the reaction. Thus, we investigated the use of ERs belonging to the Old Yellow Enzyme family for the reduction of α,β-unsaturated aldehydes with a conjugated C≡C triple bond at the γ position. This reaction was exploited as the key step for the development of an effective homologation route to convert aryl and alkyl substituted propynals and butynones into 4-alkynals and 4-alkynols, avoiding some troublesome or hazardous steps of known synthetic routes. (Figure presented.).

Pheromone synthesis. Part 249: Syntheses of methyl (R,E)-2,4,5- tetradecatrienoate and methyl (2E,4Z)-2,4-decadienoate, the pheromone components of the male dried bean beetle, Acanthoscelides obtectus (Say)

The enantiomers of methyl (E)-2,4,5-tetradecatrienoate (1), a component of the male pheromone of Acanthoscelides obtectus, were synthesized from the enantiomers of 1-undecyn-3-ol (6), which were obtained via asymmetric acetylation of (±)-1-trimethylsilyl-1-undecyn-3-ol (4) with vinyl acetate as catalyzed by lipase PS (Amano). The ortho ester Claisen rearrangement of 6 with triethyl orthoacetate was the key-step to generate the chiral allenic system. A new synthesis of (±)-1 was also executed starting from (±)-6. Three different syntheses of methyl (2E,4Z)-2,4-decadienoate (2), another component of the male pheromone of A. obtectus, were achieved by means of either palladium-catalyzed Heck reaction or a Claisen and an Al 2O3 catalyzed thermal rearrangements.