90584-93-3

Basic information

• Product Name: Benzoic acid, 2-(1-pentynyl)-, methyl ester
• CAS NO: 90584-93-3
• Molecular Formula: C13H14O2
• Molecular Weight: 202.253
• Mol File: 90584-93-3.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-(1-pentynyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-(1-pentynyl)-, methyl ester(90584-93-3)
• EPA Substance Registry System: Benzoic acid, 2-(1-pentynyl)-, methyl ester(90584-93-3)

Safety Data

• Hazardous Substances Data: 90584-93-3(Hazardous Substances Data)

Upstream product

• 88-67-5 2-Iodobenzoic acid 
• 119-36-8 methyl salicylate 
• 627-19-0 1-Pentyne 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 19093-51-7 1-pentynyl copper 
• 278175-48-7 methyl 2-(perfluoro-1-butanesulfonyloxy)benzoate 
• 86650-50-2 1-pentynylzinc chloride 

Downstream Products

• 173414-53-4 2-(1-pentynyl)-benzoic acid 
• 220465-95-2 1-isocyanato-2-pent-1-yn-1-ylbenzene 
• 138308-56-2 diazoethane 
• 220465-94-1 N-[2-(pent-1-yn-1-yl)phenyl]-N'-phenylmethanediimine 

Relevant articles and documents

p-TSA-Based DESs as “Active Green Solvents” for Microwave Enhanced Cyclization of 2-Alkynyl-(hetero)-arylcarboxylates: an Alternative Access to 6-Substituted 3,4-Fused 2-Pyranones

In this paper, we describe the use of p-TSA based Deep Eutectic Solvents (DESs) as alternative environmental-friendly “active” solvents for the microwave-mediated synthesis of 6-substituted 3,4-fused 2-pyranones, and in particular isocoumarins, starting from 2-alkynyl-(hetero)arylcarboxylates. When the alkyne terminus bears a neutral or an electron-donating group (EDG), the reactions are fast, clean and highly regioselective, to give the 6-endo-dig cyclization products in good to excellent yields. For substrates bearing an electron-withdrawing group (EWG) on the alkyne end, the regioselectivity can be tuned by adding a small amount of silver(I) triflate as co-catalyst. DES was demonstrated to be reusable without loss of efficiency in terms of reaction yields. Based on experimental evidence and previous findings, two competitive mechanisms working simultaneously are proposed to explain the outcomes and the regioselectivity issues.

ISOCHROMENE DERIVATIVES AS PHOSPHOINOSITIDE 3-KINASES INHIBITORS

The invention relates to compounds inhibiting phosphoinositide 3-kinases (PI3K), to pharmaceutical compositions comprising them and therapeutic use thereofin the treatment of disorders associated with PI3K enzymes.

Synthesis of isocoumarins: Rhenium complex-catalyzed cyclization of 2-ethynylbenzoic acids

When 2-ethynylbenzoic acids were treated with a catalytic amount of a rhenium complex, such as ReCl(CO)5, 6-endo cyclization of 2-ethynylbenzoic acids proceeded with a high selectivity to give the corresponding isocoumarins in moderate to good yields.