185986-76-9

Basic information

• Product Name: 4-Pentynoic acid, 1,1-dimethylethyl ester
• CAS NO: 185986-76-9
• Molecular Formula: C9H14O2
• Molecular Weight: 154.209
• Mol File: 185986-76-9.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 4-Pentynoic acid, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pentynoic acid, 1,1-dimethylethyl ester(185986-76-9)
• EPA Substance Registry System: 4-Pentynoic acid, 1,1-dimethylethyl ester(185986-76-9)

Safety Data

• Hazardous Substances Data: 185986-76-9(Hazardous Substances Data)

Upstream product

• 6089-09-4 4-pentynoic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 75-65-0 tert-butyl alcohol 
• 507-19-7 t-butyl bromide 
• 540-88-5 acetic acid tert-butyl ester 
• 106-96-7 propargyl bromide 

Downstream Products

• 185426-10-2 tert-butyl-5-(N-benzyl)aminopentanoate 
• 1027569-16-9 C₁₉H₂₉NO₄ 

Relevant articles and documents

Experimental and Computational Study on the Intramolecular Hydrogen Atom Transfer Reactions of Maleimide-Based Enediynes after Cycloaromatization

The follow-up reaction pathways of the diradical species formed from cycloaromatization of enediynes or enyne-allenes determine their ability of H-abstraction from DNA, significantly affecting their biological activity performance. To gain a deeper unders

Migratory Hydrogenation of Terminal Alkynes by Base/Cobalt Relay Catalysis

Migratory functionalization of alkenes has emerged as a powerful strategy to achieve functionalization at a distal position to the original reactive site on a hydrocarbon chain. However, an analogous protocol for alkyne substrates is yet to be developed. Herein, a base and cobalt relay catalytic process for the selective synthesis of (Z)-2-alkenes and conjugated E alkenes by migratory hydrogenation of terminal alkynes is disclosed. Mechanistic studies support a relay catalytic process involving a sequential base-catalyzed isomerization of terminal alkynes and cobalt-catalyzed hydrogenation of either 2-alkynes or conjugated diene intermediates. Notably, this practical non-noble metal catalytic system enables efficient control of the chemo-, regio-, and stereoselectivity of this transformation.

Stereospecific Allylic Functionalization: The Reactions of Allylboronate Complexes with Electrophiles

Allylboronic esters react readily with carbonyls and imines (π-electrophiles), but are unreactive toward a range of other electrophiles. By addition of an aryllithium, the corresponding allylboronate complexes display enhanced nucleophilicity, enabling addition to a range of electrophiles (tropylium, benzodithiolylium, activated pyridines, Eschenmoser's salt, Togni's reagent, Selectfluor, diisopropyl azodicarboxylate (DIAD), MeSX) in high regio- and stereocontrol. This protocol provides access to key new functionalities, including quaternary stereogenic centers bearing moieties such as fluorine and the trifluoromethyl group. The allylboronate complexes were determined to be 7 to 10 orders of magnitude more reactive than the parent boronic ester.