72252-03-0

Usage

Purity

96%

Type of compound

Nitrile

Functional groups

Ethoxy and butene groups

Unique structure

Ethoxy and butene groups are connected to the nitrile functional group

Industrial applications

Production of pharmaceuticals, agrochemicals, and polymers

Use as intermediate

Synthesis of other organic compounds

Suitability for precision manufacturing

High purity level (96%) minimizes the impact of impurities on the final product quality.

Upstream product

• 5809-59-6 3-cyano-3-hydroxy-1-propene 
• 109-92-2 ethyl vinyl ether 

Downstream Products

• 52908-82-4 5-methyl-5-pentyldihydro-2(3H)-furanone 
• 72252-06-3 (E)-2-(1-Ethoxy-ethoxy)-4-(1-hydroxy-cyclohexyl)-but-2-enenitrile 
• 72252-16-5 1-(1'-hydroxy-4'-tert-butylcyclohexyl)-2-propen-1-one 
• 72258-83-4 cis- and trans-8-(tert-butyl)-1-oxaspiro[4.5]decan-2-one 
• 72252-05-2 2-(1-Ethoxy-ethoxy)-2-(1-hydroxy-cyclohexyl)-but-3-enenitrile 
• 22082-46-8 1-(1'-hydroxycyclohexyl)-2-propen-1-one 

Relevant academic research and scientific papers

An improved synthesis of the antithyroid factor DL-goitrin

DL-1-Amino-3-buten-2-ol H2C=CH-CH(OH)-CH2NH2 has been synthesized in a satisfactory overall yield by reduction of the protected cyanohydrin H2C=CH-CH(OR)-CN with aluminum hydride, followed by removal of the protecting group with aqueous hydrochloric acid and treatment with potassium hydroxide.The amino alcohol is a key intermediate in a synthesis of the antithyroid goitrin reported previously.

Three-Carbon Annelations. Regiocontrolled Reactivity of Trimethylsilyl- and Ethoxyethyl-Protected Cyanohydrins. Versatile Homoenolate and Acyl Anion Equivalents

The trimethylsilyl- (2) and ethoxyethyl- (4) protected cyanohydrins of α,β-unsaturated aldehydes are utilized as three-carbon annelation reagents.Metalated reagent 2 displays exclusive α reactivity with aldehydes and ketones at -78 deg C.Metalated reagent 4 displays exclusive α reactivity at -78 deg C and exclusive γ reactivity at 0 deg C.Reagent 4 thus allows for complete regiocontrol in its addition to aldehydes and ketones which permits selective addition of either a homoenolate or an acyl anion equivalent.Metalation of the α product 11 at -78 deg C with subsequent warming to 0 deg C produces exclusively the γ product, confirming the reversible nature of the addition to the carbonyl.The derived α '-trimethylsiloxy enones 17 (R3=Me3Si), α '-hydroxy enones 17 (R3=H), α '-acetoxyenones 17 (R3=Ac), and γ-lactones 10 are useful cyclopentenone precursors.Treatment of 17 with p-TsOH in toluene at reflux produces cyclopentenones.The reaction proceeds via the postulated intermediacy of a pentadienyl cation 15 which undergoes in situ electrocyclic ring closure.