7367-85-3

Basic information

• Product Name: methyl (E)-2-decenoate
• Synonyms: methyl (E)-2-decenoate;(E)-2-Decenoic acid methyl ester;Einecs 230-916-8
• CAS NO: 7367-85-3
• Molecular Formula: C₁₁H₂₀O₂
• Molecular Weight: 184.2753
• EINECS: 230-916-8
• Mol File: 7367-85-3.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 235.7°Cat760mmHg
• Flash Point: 106.1°C
• Appearance: /
• Density: 0.889g/cm³
• CAS DataBase Reference: methyl (E)-2-decenoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (E)-2-decenoate(7367-85-3)
• EPA Substance Registry System: methyl (E)-2-decenoate(7367-85-3)

Safety Data

• Hazardous Substances Data: 7367-85-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 4405, 1983 DOI: 10.1016/S0040-4039(00)85909-2

InChI:InChI=1S/C11H20O2/c1-3-4-5-6-7-8-9-10-11(12)13-2/h9-10H,3-8H2,1-2H3/b10-9+

Upstream product

• 67-56-1 methanol 
• 110232-46-7 (E)-dec-2-enoyl chloride 
• 124-13-0 Octanal 
• 5927-18-4 trimethyl phosphonoacetate 
• 88738-78-7 bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate 
• 191018-97-0 methyl bis(4-fluorophenyl)phosphonoacetate 
• 191018-96-9 methyl 2-[bis(2,4-difluorophenoxy)phosphoryl]acetate 
• 219617-17-1 methyl (diphenoxyphosphoryl)acetate 
• 302571-63-7 methyl 2-chloro-3-hydroxydecanoate 
• 628-71-7 1-Heptyne 
• 118793-68-3 methyl (E)-dec-2-en-4-ynoate 
• 111-87-5 octanol 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 3913-81-3 (E)-2-decenal 

Downstream Products

• 334-49-6 trans-2-decenoic acid 
• 18409-18-2 (E)-2-decenol 
• 144398-20-9 Acaterin 
• 60139-03-9 methyl 6-heptyl-4-hydroxy-2-oxocyclohex-3-enecarboxylate 
• 351340-41-5 (3R,4R)-1-Benzyl-3-benzyloxy-4-[(1S,2S)-1,2-bis-(tert-butyl-dimethyl-silanyloxy)-nonyl]-azetidin-2-one 
• 351340-29-9 (3R,4S)-1-Benzyl-3-benzyloxy-4-((1S,2S)-1,2-dihydroxy-nonyl)-azetidin-2-one 
• 351340-74-4 Benzyl-[(2S,3S)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-dec-(E)-ylidene]-amine 
• 351340-39-1 (3R,4S)-1-Benzyl-3-benzyloxy-4-((4S,5S)-5-heptyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-azetidin-2-one 
• 351340-24-4 (3R,4S)-1-Benzyl-3-benzyloxy-4-((E)-non-1-enyl)-azetidin-2-one 
• 351340-71-1 Benzyl-[1-((4S,5S)-5-heptyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-meth-(E)-ylidene]-amine 
• 71271-24-4 2-Hydroxycaprinsaeure-methylester 
• 141045-75-2 Methyl 3-(N-Benzylamino)decanoate 

Relevant articles and documents

Expansion of substrate scope for nitroxyl radical/copper-catalyzed aerobic oxidation of primary alcohols: A guideline for catalyst selection

Four distinctive sets of optimum nitroxyl radical/copper salt/additive catalyst combinations have been identified for accommodating the aerobic oxidation of various types of primary alcohols to their corresponding aldehydes. Interestingly, less nucleophilic catalysts exhibited higher catalytic activities for the oxidation of particular primary allylic and propargylic alcohols to give α,β-unsaturated aldehydes that function as competent Michael acceptors. The optimum conditions identified herein were successful in the oxidation of various types of primary alcohols, including unprotected amino alcohols and divalent-sulfur-containing alcohols in good-to-high yields. Moreover, N-protected alaninol, an inefficient substrate in the nitroxyl radical/ copper-catalyzed aerobic oxidation, was oxidized in good yield. On the basis of the optimization results, a guideline for catalyst selection has been established.

The Catalytic Asymmetric Mukaiyama–Michael Reaction of Silyl Ketene Acetals with α,β-Unsaturated Methyl Esters

α,β-Unsaturated esters are readily available but challenging substrates to activate in asymmetric catalysis. We now describe an efficient, general, and highly enantioselective Mukaiyama–Michael reaction of silyl ketene acetals with α,β-unsaturated methyl esters that is catalyzed by a silylium imidodiphosphorimidate (IDPi) Lewis acid.

Pheromone synthesis. Part 257: Synthesis of methyl (2E,4Z,7Z)-2,4,7-decatrienoate and methyl (E)-2,4,5-tetradecatrienoate, the pheromone components of the male dried bean beetle, Acanthoscelides obtectus (Say)

Tandem Dess-Martin oxidation/Wittig reaction of (2Z,5Z)-2,5-octadien-1-ol yielded methyl (2E,4Z,7Z)-2,4,7-decatrienoate, a newly discovered pheromone component of the male dried bean beetle, while that of (±)-2,3-dodecadien-1-ol gave (±)-methyl (E)-2,4,5-tetradecatrienoate, the racemate of the known and major pheromone component. Methyl (2E,4E,7Z)-2,4,7-decatrienoate was also synthesized, which is the methyl ester of an acid metabolite of a green alga. Reduction of 2,5-octadiyn-1-ol with Zn-Cu/EtOH cleanly gave (2Z,5Z)-2,5-octadien-1-ol.