2434-00-6

Basic information

• Product Name: 2-(oxolan-2-yl)acetic acid
• Synonyms: 2-(oxolan-2-yl)acetic acid;2-(tetrahydrofuran-2-yl)acetic acid;Tetrahydro-2-furanylacetic acid;Nsc21831;2-Furanacetic acid,tetrahydro-;2-(2-tetrahydrofuranyl)acetic acid;2-(oxolan-2-yl)ethanoic acid;2-(tetrahydrofuryl)acetic acid
• CAS NO: 2434-00-6
• Molecular Formula: C₆H₁₀O₃
• Molecular Weight: 130.14
• Mol File: 2434-00-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 271.4 °C at 760 mmHg
• Flash Point: 117.5 °C
• Appearance: /
• Density: 1.162 g/cm³
• Vapor Pressure: 0.00181mmHg at 25°C
• Refractive Index: 1.464
• Storage Temp.: 2-8°C
• PKA: 4.36±0.10(Predicted)
• CAS DataBase Reference: 2-(oxolan-2-yl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(oxolan-2-yl)acetic acid(2434-00-6)
• EPA Substance Registry System: 2-(oxolan-2-yl)acetic acid(2434-00-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 2434-00-6(Hazardous Substances Data)

Usage

General Description

2-(oxolan-2-yl)acetic acid, also known as 2-oxolanylacetic acid, is a chemical compound with the molecular formula C6H10O3. It is an organic compound containing a five-membered oxolane ring and a carboxylic acid group. 2-(oxolan-2-yl)acetic acid is commonly used in organic synthesis as a building block for the preparation of various pharmaceuticals and agrochemicals. It has also been studied for its potential therapeutic uses, particularly in the treatment of cancer and inflammation. Additionally, it has shown promise in the development of new materials and polymer science. Overall, 2-(oxolan-2-yl)acetic acid is a versatile compound with a wide range of potential applications in various fields.

InChI:InChI=1/C6H10O3/c7-6(8)4-5-2-1-3-9-5/h5H,1-4H2,(H,7,8)

Upstream product

• 2745-26-8 furan-2-yl-acetic acid 
• 64-19-7 acetic acid 
• 2434-02-8 ethyl tetrahydrofuran-2-acetate 
• 77744-44-6 6-(tert-butyldimethylsilyloxy)hexanoic acid 
• 1191-25-9 6-Hydroxyhexanoic acid 
• 126502-98-5 3-hydroxy-6-bromohexanoic acid 
• 123433-61-4 4-(3-Benzyloxy-propyl)-3-trimethylsilanyl-oxetan-2-one 
• 34583-63-6 rac-(tetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate 
• 97-99-4 Tetrahydrofurfuryl alcohol 
• 1192-30-9 tetrahydrofurfuryl bromide 
• 123433-56-7 4-(3-Benzyloxy-propyl)-oxetan-2-one 
• 33414-62-9 2-(tetrahydrofuran-2-yl)acetonitrile 
• 33606-34-7 (2-(tetrahydro-furan-2-yl)-ethanol) 
• 5371-52-8 2-hydroxytetrahydrofuran 

Downstream Products

• 116349-04-3 (6S)-(-)-methyl 6,8-dihydroxyoctanoate 
• 502-44-3 hexahydro-2H-oxepin-2-one 
• 1191-25-9 6-Hydroxyhexanoic acid 
• 1415388-76-9 C₂₇H₃₂N₆O₄S 
• 1300729-33-2 N-(4-(2-(2-(1H-imidazol-4-yl)phenoxy)ethyl)phenyl)-2-(tetrahydrofuran-2-yl)acetamide 
• 1062292-41-4 C₂₇H₂₈FN₃O₃ 
• 509150-33-8 tert-butyl 4-[({1-(2-fluorobenzyl)-5-[(tetrahydro-2-furanylacetyl)-amino]-1H-indol-2-yl}-carbonyl)-amino]-phenylcarbamate 

Relevant articles and documents

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A unified synthesis of cyclic ethers or lactones via Pd-catalyzed intramolecular O-functionalization of sp3C[sbnd]H bonds

A general approach for the synthesis of lactones or cyclic ethers via Pd-catalyzed C(sp3)[sbnd]H activation and intramolecular C[sbnd]O functionalization starting from carboxylic acids or alcohols using the bidentate directing group has been de

[3 + 2] Cycloreversion of Bicyclo[m.3.0]alkan-3-on-2-yl-1-oxonium Ylides to Alkenyloxyketenes. Stereospecific Aspect

Rhodium(II)-catalyzed intramolecular reaction of diazoketones 1 bearing a cyclic ethereal moiety transiently formed bicyclo[m.3.0]octan-3-one-1-oxonium-2-ylides (2), which underwent sigmatropic and stereospecific [3 + 2] cycloreversion reaction to form alkenyloxyketenes 3. The ketenes were efficiently trapped by methanol to form the corresponding esters 4. Mechanistic studies revealed that the size of ethereal ring can be variable at least from THF to the THP, oxepane, and oxocane moiety, i.e., m = 3-6. On the other hand, the size of the ylide ring containing the carbonyl unit is limited to a five-membered ring. The cycloreversion was found to be stereospecific as was proven by the reactions of diastereoisomeric pairs bearing a methyl group at the bond-cleaving position. From threo isomers 7, (E)-alkenyloxyacetates 15 were exclusively formed (77-84%), whereas from erythro isomers 8, (Z)-isomers 16 were formed (80-88%). Mechanism of the cleavage from diazoacetonyl-substituted cyclic ethers to alkenyloxyketenes via bicyclic oxonium ylides was analyzed on the basis of calculations employing the hybrid density functional B3LYP and the highly correlated quadratic configuration interaction QCISD method to reveal that the concerted [3 + 2] cycloreversion is the key step of this reaction.