34638-25-0

Basic information

• Product Name: 3,3A,6,6A-TETRAHYDROCYCLOPENTA[B]FURAN-2-ONE
• Synonyms: 3,3A,6,6A-TETRAHYDROCYCLOPENTA[B]FURAN-2-ONE
• CAS NO: 34638-25-0
• Molecular Formula: C₇H₈O₂
• Molecular Weight: 124.14
• Mol File: 34638-25-0.mol
• Article Data: 63

Chemical Properties

• Boiling Point: 263.139°C at 760 mmHg
• Flash Point: 104.019°C
• Appearance: /
• Density: 1.196g/cm³
• Vapor Pressure: 0.01mmHg at 25°C
• Refractive Index: 1.522
• CAS DataBase Reference: 3,3A,6,6A-TETRAHYDROCYCLOPENTA[B]FURAN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3A,6,6A-TETRAHYDROCYCLOPENTA[B]FURAN-2-ONE(34638-25-0)
• EPA Substance Registry System: 3,3A,6,6A-TETRAHYDROCYCLOPENTA[B]FURAN-2-ONE(34638-25-0)

Safety Data

• Hazardous Substances Data: 34638-25-0(Hazardous Substances Data)

Usage

General Description

3,3a,6,6a-Tetrahydrocyclopenta[b]furan-2-one, also known as tetrahydrofurfuryl alcohol, is a chemical compound that is commonly used in the production of polymers, resins, and adhesives. It is a colorless liquid with a mild, pleasant odor, and is soluble in water and most organic solvents. Tetrahydrofurfuryl alcohol is also used as a solvent in the production of coatings, inks, and paints, and as a flavoring agent in the food industry. Additionally, it is used in the manufacturing of pharmaceuticals and as a starting material for the synthesis of other organic compounds. Due to its versatile properties, tetrahydrofurfuryl alcohol is a valuable chemical in various industries.

InChI:InChI=1/C7H8O2/c8-7-4-5-2-1-3-6(5)9-7/h1-2,5-6H,3-4H2/t5-,6-/m1/s1

Upstream product

• 3377-92-2 vinyl pivalate 
• 606490-73-7 2-(5-Hydroxy-cyclopent-2-enyl)-N,N-dimethyl-acetamide 
• 769-78-8 vinyl benzoate 
• 925211-06-9 bicyclo(3.2.0)hept-2-en-6-one 
• 71155-05-0 (1R,5S)-bicyclo[3.2.0]hept-2-en-6-one 
• 124938-38-1 (3aS,6aR)-2-ethoxy-3,3a,6,6a-tetrahydro-2H-cyclopentafuran 
• 26054-46-6 cis-(±)-2-oxabicyclo[3.3.0]oct-6-en-3-one 
• 124-63-0 methanesulfonyl chloride 
• 54483-49-7 2S-hydroxy-4-cyclopentene-1S-acetic acid 
• 13173-09-6 bicyclo[3.2.0]hept-2-en-6-one 
• 1373502-35-2 (1S,5R,6S)-bicyclo[3.2.0]hept-2-en-6-yl 2-chloroacetate 
• 13259-28-4 (rac)-6-endo-bicyclo<3.2.0>hept-2-en-6-ol 
• 54483-50-0 methyl 2S-methylsulfonyloxy-4-cyclopentene-1S-acetate 
• 109431-72-3 (+)-(R)-2-cyclopentene-1-ol 

Downstream Products

• 32233-40-2 (3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one 
• 101208-17-7 (3aR,4S,5R,6aS)-5-(benzoyloxy)hexahydro-4-[(triphenylmethoxy)methyl]-2H-cyclopenta[b]furan-2-one 
• 26054-46-6 (-)-(1S,5R)-2-oxabicyclo[3.3.0]oct-6-en-3-one 
• 76704-05-7 <3aS(3aα,4α,5β,6aα)>-(+)-5-hydroxy-4-hydroxymethyl-hexahydro-2H-cyclopentafuran-2-one 
• 34638-26-1 2-Oxabicyclo[3,3,0]oct-6-en-3-ol 
• 54483-54-4 (+)-2β-hydroxyethyl-3-cyclopenten-1β-ol 
• 117957-61-6 (3aSR,5R,6aR)-(+)-5-Hydroxy-hexahydro-2H-cyclopentafuran-2-on 
• 65529-50-2 (3aR,4R,6R,6aR)-4-hydroxy-6-iodohexahydro-2H-cyclopenta[b]furan-2-one 
• 104319-65-5 (3aS,4R,6R,6aR)-4-hydroxy-6-iodohexahydro-2H-cyclopenta[b]furan-2-one 
• 112318-61-3 (+)-2β,3β,5β-trihydroxycyclopentyl-1β-acetic acid γ-lactone 
• 143741-38-2 (3R,3aR,6aR)-3-Ethyl-3,3a,6,6a-tetrahydro-cyclopenta[b]furan-2-one 
• 104319-69-9 (3aR,4R,5R,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-hexahydro-cyclopenta[b]furan-2-one 
• 104319-68-8 (3aS,4R,6R,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6-iodo-hexahydro-cyclopenta[b]furan-2-one 
• 143790-13-0 syn-4-(1-hydroxy-3-phenyl-2-propenyl)-2-oxabicyclo<3.3.0>-6-octen-3-one 

Relevant articles and documents

Towards practical baeyer-villiger-monooxygenases: Design of cyclohexanone monooxygenase mutants with enhanced oxidative stability

Baeyer-Villiger monooxygenases (BVMOs) catalyze the conversion of ketones and cyclic ketones into esters and lactones, respectively. Cyclohexanone monooxygenase (CHMO) from Acinetobacter sp. NCIMB 9871 is known to show an impressive substrate scope as wel

Lewis acidic Sn(IV) centers - Grafted onto MCM-41 - As catalytic sites for the Baeyer-Villiger oxidation with hydrogen peroxide

Sn(IV) centers have been grafted onto mesoporous MCM-41 using different RnSnX4-n precursors. For a successful incorporation of the tin, one or two alkyl substituents are beneficial. The calcined samples are able to activate a carbonyl bond for nucleophilic attack as it could be shown by in situ IR spectroscopy. The resulting catalysts are active for the Baeyer-Villiger oxidation of various substrates with hydrogen peroxide and achieve good conversions and selectivities. Chemoselective oxidations toward unsaturated lactones are obtained from unsaturated ketones. The Lewis acidity and the catalytic performance of the grafted Sn(IV) centers are very similar to the directly synthesized Sn-MCM-41, but lower than those of the Sn-Beta zeolite.

Preparation method corey lactone diol

The invention provides a preparation method of corey lactone diol, which has the advantages of easily available raw materials. The method has the characteristics of mild reaction conditions, simple operation, simple synthetic route, high chemical yield, low cost and the like, and is suitable for industrial production.

Genome mining reveals new bacterial type I Baeyer-Villiger monooxygenases with (bio)synthetic potential

Baeyer-Villiger monooxygenases (BVMOs) are oxidorreductases that catalyze the oxidation of ketones in a very selective manner. By genome mining we detected seven putative type I BVMOs in Bradyrhizobium diazoefficiens USDA 110. As we established the phylogenetic relationships among them and with other type I BVMOs, we found out that they belong to different clades of the phylogenetic tree. Thus, we decided to clone and heterologously express five of them. Three of them, each one from a divergent phylogenetic group, were obtained as soluble proteins, allowing us to proceed with their biocatalytic assessment and enzymatic characterization. As to substrate scope and selectivity, we observed a complementary behavior among the three BVMOs. BVMO2 was the more versatile biocatalyst in whole-cell systems while BVMO4 and BVMO5 showed a narrow substrate profile with preference for linear ketones and particular regioselectivity for (±)-cis-bicyclo[3.2.0]hept-2-en-6-one.

A synthesis method of the branch stands lactone diol

The invention discloses a method for the branch stands lactone diol (( -) - Corey lactone diol) synthetic method, synthesis method of the invention is to dicyclopentadiene as raw materials, by depolymerization, cyclization, oxidation, dechlorination, open-loop, split, Prins reaction, hydrolysis reaction to obtain the target product. The invention discloses a synthetic route, raw material economic, high separation efficiency, and is suitable for industrial production.