1617-40-9

Basic information

• Product Name: ethyl (E)-2-methylpent-2-en-1-oate
• Synonyms: ethyl (E)-2-methylpent-2-en-1-oate;(E)-2-Methyl-2-pentenoic acid ethyl ester;Ethyl (E)-2-methyl-2-pentenoate;ETHYL TRANS-2-METHYL-2-PENTENOATE
• CAS NO: 1617-40-9
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.19556
• EINECS: 216-574-2
• Mol File: 1617-40-9.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 171.6°C at 760 mmHg
• Flash Point: 59.6°C
• Appearance: /
• Density: 0.902g/cm³
• Vapor Pressure: 1.39mmHg at 25°C
• Refractive Index: 1.431
• CAS DataBase Reference: ethyl (E)-2-methylpent-2-en-1-oate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (E)-2-methylpent-2-en-1-oate(1617-40-9)
• EPA Substance Registry System: ethyl (E)-2-methylpent-2-en-1-oate(1617-40-9)

Safety Data

• Hazardous Substances Data: 1617-40-9(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless liquid, fruity aroma

InChI:InChI=1/C8H14O2/c1-4-6-7(3)8(9)10-5-2/h6H,4-5H2,1-3H3/b7-6+

Upstream product

• 81171-51-9 (2-Chloro-1-ethoxy-3-ethyl-2-methyl-cyclopropoxy)-trimethyl-silane 
• 3699-66-9 ethyl 2-diethoxyphosphorylpropionate 
• 123-38-6 propionaldehyde 
• 3550-06-9 ethyl 2-propylacrylate 
• 201230-82-2 carbon monoxide 
• 64-17-5 ethanol 
• 16957-70-3 2-methylpent-2-enoic acid 
• 121811-29-8 ethyl 2-methyl-3-oxopentanoate 
• 14250-96-5 2-methyl-2-pentenal 
• 105-54-4 butanoic acid ethyl ester 
• 65946-52-3 1-Ethoxy-1-trimethylsilyloxy-1-buten 
• 55314-57-3 ethyl pent-2-ynoate 
• 146984-85-2 ethyl (E)-2-iodo-2-pentenoate 
• 74-88-4 methyl iodide 

Downstream Products

• 76639-80-0 ((2S,3S)-3-ethyl-2-methyloxiran-2-yl)methanol 
• 69779-57-3 (4R,5S) 2,2,4-trimethyl-5-ethyl-1,3-dioxolane-4-carboxaldehyde 
• 123669-93-2 3,4-anhydro-1,2-dideoxy-4-methyl-D-threo-pentitol 
• 69736-37-4 5c-ethyl-4r-ethynyl-2,2,4-trimethyl-[1,3]dioxolane 
• 947380-87-2 (2R,3R)-2-((benzyloxy)methyl)-3-ethyl-2-methyloxirane 
• 947380-88-3 (4S,5R)-4-((benzyloxy)methyl)-5-ethyl-2,2,4-trimethyl-1,3-dioxolane 
• 57956-84-0 (2RS,3SR)-isopropylidenedioxy-2-methylpentanal 
• 39255-32-8 manzanate 
• 105-30-6 (S)-2-methyl-1-pentanol 
• 105-30-6 2-methylpentan-1-ol 
• 83841-91-2 (E)-2-methyl-2-pentenoyl chloride 
• 16957-70-3 2-methylpent-2-enoic acid 
• 16958-19-3 (2E)-2-methyl-2-penten-1-ol 

Relevant articles and documents

-

-

Synthetic application of alkyl (E)-2-tributylstannyl-2-alkenoates: Selective synthesis of (S)-1-methylbutyl (E)-2-methyl-2-pentenoate, an aggregation pheromone component of Rhyzopertha dominica and Prostephanus truncatus

Stereoisomerically pure (S)-1-methylbutyl (E)-2-methyl-2-pentenoate (dominicalure-1), (S)(E)-11, an aggregation pheromone component for the lesser and the greater grain borers, has been efficiently synthesized from the main product of the palladium-catalyzed reaction between ethyl 2-pentynoate, 1a, and Bu3SnH, i.e. ethyl (E)-2-tributylstannyl-2-pentenoate, (E)-2a.

Highly enantioselective iridium-catalyzed hydrogenation of α,β-unsaturated esters

α,β-Unsaturated esters have been employed as substrates in iridium-catalyzed asymmetric hydrogenation. Full conversions and good to excellent enantioselectivities (up to 99 % ee) were obtained for a broad range of substrates with both aromatic- and aliphatic substituents on the prochiral carbon. The hydrogenated products are highly useful as building blocks in the synthesis of a variety of natural products and pharmaceuticals. Asymmetric hydrogenation: A variety of α,β-unsaturated esters were hydrogenated with high enantioselectivities (see scheme). The hydrogenated products have been used in synthetic transformations as well as in formal total syntheses. Copyright

Palladium-catalyzed γ-arylation of α,β-unsaturated esters from silyl ketene acetals

(Figure Presented) Smarty cat: A method for the palladiumcatalyzed γ-arylation of α,β-unsaturated esters via silyl ketene acetals in the absence of fluoride has been developed. The coupling proceeds with electron-rich and electron-poor aryl bromides and vinyl bromides in high yields with a high tolerance for other functional groups.