14273-06-4

Usage

Physical state

Colorless, flammable liquid.

Usage

Commonly used as a solvent in organic synthesis, a starting material in the production of pharmaceuticals and other organic compounds, a propellant in aerosol products, and a component in polymer coatings.

Odor

Strong, sweet odor.

Hazard

Volatile and potentially hazardous substance that should be handled with care.

Versatility

A versatile and useful compound in the field of chemistry and industry.

Upstream product

• 927-80-0 1-ethoxyacetylene 
• 74-88-4 methyl iodide 
• 34600-12-9 (Z)-1-ethoxy-2-bromopropene 
• 21204-64-8 β-bromopropenyl ethyl ether 
• 34600-11-8 (E)-2-bromo-1-ethoxy-propene 
• 74-83-9 methyl bromide 
• 621-62-5 chloroacetaldehyde diethyl acetal 
• 928-55-2 ethyl 1-propenyl ether 
• 928-56-3 E/Z-2-chlorovinyl ethyl ether 

Downstream Products

• 620-71-3 N-(phenyl)-2-methylacetamide 
• 6613-56-5 3-ethoxy-2,4-dimethyl-cyclobutenone 
• 5837-78-5 Ethyl tiglate 
• 20841-34-3 1-Aethoxy-1-phenyl-2-methylen-benzocyclobuten 
• 30788-22-8 3.7-Diketo-2.6.6-trimethyl-7-phenylheptansaeure-ethylester 
• 93351-14-5 1-Aethoxy-1-phenylmercapto-propen 
• 30788-21-7 3.7-Diketo-2-methyl-7-phenyl-heptansaeure-ethylester 
• 83463-85-8 4-ethoxy-3-methyl-2-phenylquinoline 
• 83463-84-7 3-ethoxy-4-methyl-2-phenylquinoline 
• 83463-81-4 3-ethoxy-2-methyl-4-phenyl-1,5-benzothiazepine 
• 83463-82-5 2-ethoxy-3-methyl-4-phenyl-1,5-benzothiazepine 
• 83463-83-6 4-ethoxy-3-methyl-2-phenyl-1,5-benzothiazepine 
• 92421-49-3 2-Ethoxy-6-methoxy-3,5-dimethyl-[1,4]benzoquinone 
• 92421-48-2 2-Ethoxy-5-methoxy-3,6-dimethyl-[1,4]benzoquinone 

Relevant academic research and scientific papers

Ru-CATALYZED OXIDATION OF SUBSTITUTED ACETYLENES TO α-KETO ESTERS AND α-KETO AMIDES WITH IODOSYLBENZENE

Oxidation of alkynyl ethers and -amines with iodosylbenzene in presence of Ru-catalysts affords α-keto esters and α-keto amides in 44-84percent yield.These conversions can also be effected with RuO4.

5,6,7-Trimethylocta-2,5-dien-4-one - A suspected odorant with surprising olfactory properties

5,6,7-Trimethylocta-2,5-dien-4-one (3) was suspected of being a trace component smelling of damascone in a crude complex reaction product. Although this trace component eventually turned out to be the constitutional isomer 2-methyl-3-isopropylhepta-2,5-dien-4-one (4), the title compound 3 was found to possess even superior fruity, rosy odor characteristics, reminiscent of apples, plums, raisins and other dried fruits, and these odor characteristics are, surprisingly, due mainly to its (5Z)-isomer. The synthesis of 3 commenced with the preparation of 1-ethoxyprop-1-yne (11) from 2-chloro-1,1-diethoxyethane (9). Borontrifluoride-catalyzed addition of methyl isopropyl ketone (10) to 11 provided ethyl 2,3,4-trimethylpent-2-enoate (8), which was transformed into the target molecule 3 by Grignard reaction with propen-1-ylmagnesium bromide and in situ enolization. Further derivatives 13-16 provide more insight into the structure-odor correlation of damascone-type odorants, and the use of 3 in perfumery is illustrated by a composition formula of a demonstration perfume.

A Simple, One-Pot Synthesis of 1-Alkoxy-1-alkynes and 1-Alkoxy-1-alkyn-3-ols

The title compound are prepared by a high yield, one-pot reaction using readily available chloroacetaldehyde dialkyl acetals as starting materials.The reaction is initiated by sodium amide and the intermediate acetylide anion thus produced, reacts readily with a variety of electrophiles such as alkyl halides, carbonyl compounds or water to produce the desired products.